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1071-83-6

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1071-83-6 Usage

Outline

Glyphosate, Scientific name: N-(methyl phosphonate) glycine. The pure product is non-volatile white solid with the density being 0.5 and the melting point of about 230 °C which is accompanied with decomposition. At 25 ℃, its water solubility is 1.2%. It is insoluble in common organic solvents. However, its isopropylamine salt can be completely dissolved in water. It is non-flammable, non-explosive, and is stable under room temperature. It is general being processed into amine salt water preparation. It is herbicide of low toxicity. It has systemic effect with a broad weeding spectrum. It has controlling effect on plant belongs to more than 40 families, including both monocots and dicots, annual and perennial, herbaceous plants and shrubs. It is very destructive on the underground tissue of the deep rooted perennial weeds and can reach a depth being out of the reach of general farm machinery. It is suitable to be applied to sugar cane, tea, mulberry, sisal, rubber, trees, and orchards for destructive weeding. It can be produced from raw materials such as monochloroacetic acid, ammonia, phosphorous acid, formaldehyde, and sulfuric acid. Glyphosate is a kind of organic phosphorus herbicide. It is a kind of non-selective systemic stem leaf herbicide. It was developed by the Monsanto Company in the early 1970s. It is typically used in the form of its isopropylamine salt or sodium salt. The isopropylamine salt is the active component of a famous trademark herbicide "Roundup". The proto-drug is a white or slightly yellow crystalline powder with the melting point being at 232~236 ℃ (decomposition), it is easily soluble in water, acetone, chlorobenzene, ethanol, kerosene and xylene. Glyphosate is a highly efficient, low toxicity, broad-spectrum systemic Herbicide. This product can dissolve the surface wax layer of the weed leafy shoots stem and rapidly penetrate into the plant conduction system effects, thus resulting in the death of the weeds. It can effectively control annual, biennial Gramineae, sedges and broadleaf weeds as well as perennial weeds such as sexual abuse grass, nutsedge, and bermudagrass. It is therefore widely applied to the chemical weeding in orchards, mulberry fields, tea plantations, rubber park, prairie update, forest firebreak, railways, highways wasteland and no-tillage farmland.

Mechanism

Glyphosate mainly takes effects by blocking the biosynthesis of aromatic amino acid, namely the biosynthesis of phenylalanine, tryptophan and tyrosine via shikimic acid pathway. It has inhibitory effect on the 5-enolpyruvylshikimate-3-phosphate synthase (EPSP synthase), which can catalyze the conversion between shikimate-3-phosphate and 5-enolpyruvate phosphate into 5-enolpyruvylshikimate-3-phosphate (EPSP), so glyphosate interfere with this biosynthesis of enzymatic reactions, resulting shikimic acid accumulation in vivo. [4] In addition, the glyphosate can also suppress other kinds of plant enzymes [5], [6] and the animal enzyme [7] activity. The metabolism of glyphosate in higher plants is very slow and it has been tested that its metabolite is aminomethylphosphonic acid and methyl amino acetic acid. Because of the high working performance, slow degradation, as well as high plant toxicity of glyphosate in plants body, the glyphosate is regarded as a kind of ideal controlling perennial weeds herbicides. [8] We are currently studying the culture of glyphosate resistant plants. Biochemists have isolated from microorganisms of strains with excess amount of EPSP and further introduce the gene into tobacco and soybean tissues in order to cultivate the plants resistant to glyphosate.

Usage of glyphosate pesticide

1. weeding of orchards and mulberry: annual weeds: apply 0.5-1 kg of 10% water preparation per acre; for controlling of perennial weeds, use 1-1.5 kg of water preparation per acre. Mix with 20-30 kg of water and directly spray the weed stems and leaves. 2. Farmland weeding: for weeds emerged before the reverse cropping and seeding in the farmland, the dosage can be referred to the orchard weed section. For medication during cotton growth, it requires the application directed spray with a hood. Apply 0.5-0.75 kg of 10% water preparation per acre and mixing with 20-30 kg of water. 3. Weeding of leisure place, Tanabe, roadside; during the 4-6 leaf stage of weeds, apply 0.5-1 kg of 10% water per acre, add 100 mL of diesel and mix with 20-30 kg of water and apply weed spray.

What causes the difference of glyphosate herbicide efficacy?

First, different of tillage method can lead to different efficacy of glyphosate. It is better to apply glyphosate herbicide for no-till sowing. Apply it at 1-3 days before the sowing of the crop. In order to keep pace with the seeding season, it can also be sprayed after sowing. Applying it before sowing will not affect the seed germination and seedling growth of the crops due to the absence of direct contact between glyphosate with the seeds, thus being able to give a better weeding and weed suppression effects are than plowing. As no-tillage doesn’t turn the weed seeds of the inner layer of soil into topsoil layer, it is difficult for weed seeds to get germinated. Once the crops have grown and get closing, the weed seeds and seedlings are not able to get germinated and grow due to the absence of the sunshine. Therefore, the herbicidal effect of glyphosate will be better when being used at no-tillage land than being used in plowing land. Second, administration of drugs during the different growth stage of weeds can also cause difference in the drug efficacy. Glyphosate is a kind of systemic herbicide and thus should be administrated during the most vigorous growth stage of weed. For time, it is generally from March to October. From the botanical characteristics, the best time for administration should be before flowering period. General, the height of annual weed is about 15 cm while the height of perennial weeds is about 30 cm. Spray of 6-8 leaves is the most suitable. If you don’t take the growth stages of weeds into consideration, and blindly apply the glyphosate for weeding until the aging stage of weed, of course you will not receive an ideal control effect. For weeding between rows of crops, if there is certain height gap between higher crop plants and weeds, the treatment effect is good and safe. At this time when using glyphosate as herbicide, due to the aging of the lower leaves, the weed has low sensitivity to the drug and also has poor conduction property so that the drug has little effect on crops. For weeding between the rows of corn, shelved beans as well as between rows of melons, you can all use this method. Third, there will be differences in the efficacy upon spraying different concentration. According to the survey, upon the application of glyphosate, farmers don’t have strict rule on the drug concentration which is unlike other pesticides. Farmers mostly apply it in a large arbitrary form with either increasing the dose or reducing the dose occurring. For determining the drug concentration, we must consider the type of weeds. Common weeds is sensitive to glyphosate and can be killed by low doses of the drug solution while we should increase the concentration upon controlling broadleaf weeds; For some perennial rhizome reproduction worst weed, you need to apply higher concentrations. The longer the foliar age, the higher the resistance will be, and thus the dosage should also be increased. For example, upon controlling weeds in orchards, for annual grass weeds, we can apply 500 to 700 grams of 10% Glyphosate with water of 30-40 kg; For example, to control the annual broadleaf weeds, the liquid dosage should be increased to 750-1000 grams; for controlling perennial weed, the dosage should be increased to 1250-1500 grams. But upon overdose, it will quickly kill the conducting tissues of the plant which is not good for the drug liquid absorption so that the efficacy will be reduced, and therefore for economic medication, you should first use a lower concentration to kill the young grass, and then after about 10 days, we should apply corresponding concentration for directional spraying weed.

How to fully exert the herbicidal effect of glyphosate

First, the drug liquid of glyphosate will be transferred to a large number of weed rhizome tissues before playing the herbicidal effect. This requires that the weed contain a lot of leaves. Prior to use, if the usage area of weed is small with low photosynthesis, then the stored nutrient in roots will be conducted from the bottom to up. At this time, due to the small amount of drug delivered down into roots, it can’t play enough herbicide effect. In contrast, during the late stage of weed growth, due to the high photosynthesis intensity, the photosynthetic products will be delivered from top to bottom, which can yield the best drug efficacy. Therefore, one of the most important basic principles for using glyphosate is to select the best treatment period. For example, for the use of glyphosate for weed control in Maize field, it is preferably to administer drug when corn has a height of 1.5 meters with 2-3 tablets old leafs in low place and grass height has reached 10 cm. The second is to pay attention to the environmental conditions. At the range of 24-25 °C, with the increasing temperature, the absorption amount of weeds on the glyphosate can be doubled. Therefore, higher atmospheric temperature can give a better performance of the drug than lower temperature. High air relative humidity can extend the wetting time of the drug liquid in the plant surfaces which is good for conducting the drug. The drought soil and low water content is not good for the metabolism of plants as well as for the conductivity of plants inside the plant body, and thus leading to a low drug efficacy. Again on the combination and mixing between herbicide glyphosate and other kinds of herbicide, since some farmers would like kill a variety of grass, in order to save labor, they may arbitrarily add other kinds of glyphosate herbicide, but the results may not good because some herbicides can’t be mixed with glyphosate such as MCPA, Gramoxone and other fast-acting herbicides in order to avoid that the aboveground part of being subject to premature death, causing the loss of its ability for systemic conductivity of glyphosate and reducing the effects of glyphosate on killing underground rhizomes of weeds. But adding some plant growth regulator and adjuvant to the glyphosate can further improve the control effect. The fourth is to select the best method of application. The medication method selection is very important for the weed control of glyphosate weed control because in a certain range of concentrations, the higher the concentration is, the finer the sprayer droplet will be, this is good for the absorption of the weeds. At the same concentration, higher amount will give better herbicidal effect. Addition of 0.1% detergent to the glyphosate, or adding 30 g of diesel per acre could enhance drug distribution, penetration and adhesion and also improve the control efficiency.

Security issues when being used on crops

Glyphosate is a kind of destructive herbicide and therefore may pose security risk to the crops if used improperly. Some farmers use glyphosate for ridge weeding. However, due to the drift of glyphosate, it causes toxicity to crops aside. There are also cases that farmers don’t wash the sprayer in accordance with the requirements, and therefore, the residue glyphosate cause toxicity to other drugs when they spraying other pesticides. In case of injury in rice, in mild case, there may be leaf chlorosis with severe growth retardation; in severe cases, early death, non-heading or deformed spike may occur, causing loss of rice production.

Chemical Properties

Different sources of media describe the Chemical Properties of 1071-83-6 differently. You can refer to the following data:
1. The pure product is white solid with the m.p being 230 °C (decomposition). It is generally insoluble in common organic solvents; at 25 °C, the solubility in water is 1.2%. It is usually made into glyphosate amine salts such as isopropylamine salt and dimethylamine salt, etc. it can also be made from sodium salt. The glyphosate salt is soluble in water.
2. Glyphosate is a broad-spectrum, non-selective systemic herbicide. It is a colorless crystal at room temperature and is soluble in acetone, ethanol, xylene, and water. Glyphosate is used for the control of annual and perennial plants, including grasses, sedges, broadleaved weeds, and woody plants. It can be used on non-cropland as well as on many varieties of crops. Glyphosate itself is an acid, but it is commonly used in salt form, most commonly isopropylamine salt. It may also be available in acidic or trimethylsulfonium salt forms. It is generally distributed as water-soluble concentrates and powders. Glyphosate is a GUP.
3. Glyphosate, an organophosphate/carboxylic acid (substituted), is a colorless crystalline powder. Often used as a liquid in a carrier solvent which may change physical and toxicological properties.

Toxicity

Acute oral-rat LD50 is 4320mg/kg, acute percutaneous-rabbit LD50> 5000mg/kg (7940mg/kg); it has mild stimulus on skin and eyes of rabbits. Using a dose 2000 mg/kg for feeding rats for 90d causes no abnormal symptoms. Animal tests exhibit no teratogenic, carcinogenic, mutagenic effect. Trout-LC50> 1000mg/L, Daphnia 780mg/L. It has low toxicity to bees and birds.

Uses

Different sources of media describe the Uses of 1071-83-6 differently. You can refer to the following data:
1. It was originally used for controlling of grass weeds in rubber plantations and can allow the rubber tapping a year earlier and increase the production capacity of the old rubber tree. It is currently gradually extended to forestry, orchards, mulberry fields, tea plantations, rice and wheat, and rape rotation land. Different kinds of weeds have different sensitivity to glyphosate and therefore the dosage is also different. For example, for weeds such as barnyardgrass, green bristlegrass, Alopecurus aequalis, Eleusine indica, crabgrass, cleavers and other annual weeds, the dosage calculated according to the amount of the active ingredient should be 6~10.5 g/ 100 m2. For semen plantaginis, horseweed, and dayflower, the dosage of being an active ingredient should be 11.4~15g/100m2. For cogon, Panicum repens, and reeds, the dosage can be 18~30 g /100m2, generally the used amount of water should be 3~4.5 kg. Apply direct and even spray to the stems and leaves of the weed. It is a kind of non-selective, post-emergent herbicide with short residue life. It can be used for control of perennial deep roots weeds, annual and biennial weeds, sedges and broadleaf weeds. Glyphosate is an organic phosphorus herbicide and its herbicidal property was found by D. D. Baird (US) in 1971. Until to the 1980s, it has become an important species in the world herbicide.
2. Herbicide
3. Nonselective, postemergence, broad spectrum herbicide used to control annual and perennial grasses, sedges, broad-leaved and emerged aquatic weeds. This herbicide is also used to control insects on fruit trees.
4. Glyphosate is the active ingredient in several commercial herbicides. It is a broad-spectrum systemic herbicide for various types of weeds, grasses (Poaceae), and woody plants.

Production method

Dialkyl phosphite ester method Take glycine, dialkyl phosphite, and paraformaldehyde as raw material and go through addition, condensation, hydrolysis reaction to obtain the product with the purity of 95% and total yield 80% as well as a relative low cost. Chloromethyl phosphoric acid method Preparation of chloromethyl phosphoric acid The phosphorus trichloride and paraformaldehyde were reacted in 200~250 ℃ (corresponding pressure 2.5~3.0 MPa) for 3~5h to obtain the chloromethyl phosphonyl dichloride. It was reported that the ratio is that phosphorus trichloride: polyoxymethylene (1.2~1.5): 1 (mol). In the absence of a catalyst, the yield is 67%. This can be increased to 80% to 89% based on using Lewis acid as the catalyst. The domestic research has not yet reached the level of literature. Hydrolysis can be obtained chloromethyl phosphoric acid. Cl2P (O) CH2Cl + H2O → (HO) 2P (O) CH2Cl + HCl The synthesis of glyphosate: use equal mole of chloromethyl phosphonic acid and glycine, in the aqueous sodium hydroxide (pH> 10), the reaction was refluxed for 10~20h with further acidification to obtain the hydrochloric acid and glyphosate. If being acidified to a pH 4, that’s monosodium salt; the pH value is 8.5 for disodium salt. If glyphosate was added with equal molar of dimethylamine, giving glyphosate dimethylamine salt. Iminodiacetic acid method Preparation of the iminodiacetic acid; the chloroacetic acid, in the presence of calcium hydroxide, is reacted with aqueous ammonia, and undergo acidification, and then sodium hydroxide neutralization to get a yield of 85%. Or take hydrocyanic acid as raw materials, have it reacted with formaldehyde and ammonia to obtain a yield of 90%. Preparation of PMIDA The iminodiacetic acid and formaldehyde, phosphorous acid are subject to heating reaction in the presence of sulfuric acid to get PMIDA with the yield being 90%. Synthesis of glyphosate: PMIDA is mixed with water, with an excess of hydrogen peroxide in the presence of equal molar of sulfuric acid, etc., for heating reaction to obtain glyphosate with a yield of 90% to 95%. There are many ways for PMIDA oxidation, in addition to hydrogen peroxide; we can also use concentrated sulfuric acid, precious metals (palladium, rhodium, etc.) oxide, and activated carbon air oxidation or electrolysis method. For example, 10 parts of PMIDA, 170 parts of water and 0.6 parts of 5% palladium-charcoal catalyst were placed in an autoclave, put through oxygen to 2.07X105Pa, reacted at 90~100 °C to obtain it with the yield of 96% and purity of 97%. There are two methods of production from sub-categories, namely, method 1 using iminodiacetic acid (IDA) as raw material and method 2 using glycine-dialkyl phosphite as raw materials, wherein the glycine-dialkyl phosphite method has a largest production capacity, the largest number of production companies, about 80% of the total production of glyphosate production accounts reached 70,000 t; Production capacity of IDA law is nearly 30,000 t. There are four methods in subdivision: 1) homemade (by chloroacetic acid method) IDA, thought the method of PMIDA being subject to oxidation of concentrated sulfuric acid has gained some progress since the 1980s, owing to the large amount of strong calcium chloride acidic wastewater, causing a low yield (IDA yield of about 70%), and can only be made into water preparation with the highest annual output of 2000t (10% water). Upon entering into the 1990s, the amount of the produced company gradually reduced with lower yields. 2) Company of self-production of trimethyl phosphite for the production of glyphosate; this method apply water instead of methanol as solvent, with sodium hydroxide instead of triethylamine as the catalyst which reduces the post-treatment with a yield of 65%. However, owing to the higher price of trimethyl than dimethyl, only companies of self-production of trimethyl can have the cost being with certain market competitiveness. 3) There are many enterprises for applying dimethyl phosphite for glyphosate production; it has large-scale production plant. With optimized production process, advanced equipment and automatic systems, this method has made certain technical progress with the product quality indicators reaching the international market requirements, and therefore China mainly uses this process. 4) Homemade (use diethanolamine for dehydrogenation oxidation) IDA or outsourcing IDA, the use of hydrogen peroxide oxidation of PMIDA for preparation of glyphosate. Fixed material consumption: paraformaldehyde 500 kg/t, methanol 500kg/t, glycine 700 kg/t, triethylamine 50 kg t, dimethyl phosphite 1000 kg/t, hydrochloric acid 3000 kg/t

Flammability and hazard characteristics

combustion produces toxic gases of nitrogen oxides and phosphorus oxides

Storage characteristics

Treasury: ventilation, low-temperature and drying; store separately from food raw material

Extinguishing agent

Dry powder, foam, sand

Description

Glyphosate (N-(phosphonomethyl)glycine; 1071-83-6) is the active ingredient in several commercial herbicides for nonselective weed control. Glyphosate herbicides are among the world’s most widely used herbicides. Roundup?, containing the active ingredient glyphosate, was developed and introduced by Monsanto Company in 1974. Other formulations include WeatherMax, UltraMAX, Buccaneer, Razor Pro, Rodeo, and AquaMaster?. Some crops such as soybeans and cotton have been genetically engineered to be resistant to glyphosate (Roundup Ready), allowing farmers to use glyphosate as a postemergence herbicide. The United States Environmental Protection Agency (EPA) considers glyphosate to be relatively low in toxicity compared to organochlorine and organophosphate pesticides.

General Description

Odorless white powder. Decomposition begins at approximately 419°F (darkens). pH (1% solution in water) 2.5.

Reactivity Profile

Glyphosate may react with galvanized steel or unlined steel (except stainless steel) containers to produce hydrogen gas which may form a highly combustible or explosive gas mixture. Glyphosate can react with caustic (basic) materials to liberate heat. Glyphosate is corrosive to iron.

Health Hazard

Glyphosate is practically non-toxic if ingested, with a reported acute oral LD50 of 5600 mg/kg in the rat. The toxicities of the technical acid (glyphosate) and the formulated product (Roundup) are nearly the same. Laboratory animals, such as rats, dogs, mice, and rabbits, exposed to glyphosate for 2 years did not indicate any kind of adverse health effects.

Fire Hazard

Flash point data for Glyphosate are not available; however, Glyphosate is probably combustible.

Biochem/physiol Actions

Glyphosate?(N-[phosphonomethyl] glycine) is the herbicide form of the isopropylamine salt of glyphosate.

Pharmacology

Glyphosate is the only known inhibitor of the biosynthesis of aromatic acids that has been commercialized as a successful herbicide (1). Glyphosate acts as a competitive inhibitor of phosphoenolpyruvate, the natural substrate of the enzyme 5-enolpyruvyl-shikimate-3-phosphate (EPSP) synthase, and causes amassive accumulation of shikimate in treated plant tissue (1). Glyphosate is a nonselective herbicide, and it has been characterized as a low-risk herbicide for the evolution of herbicide resistance. A few weed species are somewhat tolerant to glyphosate, probably due to uptake or translocation mechanisms, but no plant species has sufficient resistance to glyphosate to allow its use directly on the crop as a selective herbicide. The complicated procedure used to genetically engineer the commercialized glyphosate-tolerant crops (31) would suggest that the evolution of glyphosate-resistant weeds will be a very slow process and that the level of resistance from field selection will be relatively low.

Safety Profile

Poison by intraperitoneal route. Moderately toxic by ingestion. Human systemic effects: arrhythmias, blood pressure lowering, body temperature increase, change in heart rate, convulsions, darrhea, fibrosing alveolitis, fibrosis, hypermoultty, respiratory depression, respiratory stimulation. Used as an herbicide. When heated to decomposition it emits very toxic fumes of NOx and POx.

Potential Exposure

A potential danger to those involved in the manufacture, formulation, and application of this nonselective and nonresidual pre-emergence organophos phate herbicide. Has wide residential use in the United States for the control of weeds.

Environmental Fate

Soil. Degrades microbially in soil releasing phosphoric acid, N-nitrosoglyphosate (Newton et al., 1984), ammonia (Cremlyn, 1991), N,N-dimethylphosphinic acid, N-methylphosphinic acid, aminoacetic acid (glycine), N-methylaminoacetic acid (sarcosine), hydroxymethylphosphonic acid (Duke et al., 1991), aminomethylphosphonic acid (Normura and Hilton, 1977; Rueppel et al., 1977; Hoagland, 1980; Duke et al., 1991; Muir, 1991) and carbon dioxide (Sprankle et al., 1975; Cremlyn, 1991). N-Nitrosoglyphosate also formed from the nitrosation of glyphosate in soil solutions containing nitrite ions (Young and Kahn, 1978).The reported half-life of glyphosate in soil is <60 days (Hartley and Kidd, 1987). In the laboratory, experimentally determined dissipation rates of glyphosate in a Lintonia sandy loam, Drummer silty clay, Norfolk sandy loam and Raye silty loam were 0.028Plant. In a forest brush field ecosystem, the half-life of glyphosate in foliage and litter ranged from 10.4 to 26.6 days, respectively (Newton et al., 1984).Photolytic. When an aqueous solution of glyphosate (1 ppm) was exposed to outdoor sunlight for 9 weeks (from August 12 through October 15, 1983), aminomethylphosphonic acid and ammonia formed as major and minor photoproducts, respectively (Lund-H?ie and Friestad, 1986). More than 90% degradation was observed after only 4 weeks of exposure. Photodegradation was also observed when an aqueous solution was exposedindoors to UV light (λ = 254 nm). The reported half-lives of this reaction at starting concentrations of 1.0 and 2,000 ppm were 4 days and 3–4 weeks, respectively. When aqueous solutions were exposed indoors to sodium light (λ = 550–650 nm) and mercury light (λ = 400–600 nm), no photo-degradation occurred (Lund-H?ie and Friestad, 1986). Chemical/Physical. Under laboratory conditions, the half-life of glyphosate in natural waters was 7–10 weeks (Muir, 1991). A 1% aqueous solution has a pH of 2.5 (Keith and Walters, 1992). This suggests glyphosate will react with alkalies and amin

Metabolic pathway

The photolytic degradation of glyphosate results in the formation of glycine, (aminomethyl)phosphonic acid (AMPA), and NH3. Glyphosate undergoes nitrogen ? carbon cleavage on reaction with m- chloroperoxybenzoic acid, leading ultimately to many of the same products formed on their metabolism and environmental degradation. It is suggested that insoluble complexes of glyphosate with iron(III), copper(II), calcium, and magnesium ions are formed at near-neutral pH, a mechanism of which is the inactivation of glyphosate in contaminated groundwater.268 The bacterium degrades high levels of glyphosate, primarily by converting to AMPA. Appreciable uptake of glyphosate is observed with seedlings and leaves and to a lesser extent with culture cells in the form of non-metabolized glyphosate, with AMPA as the only detectable metabolite.

Metabolism

In soils, glyphosate is rapidly mineralized within 1 to 2 weeks, and degradation occurs under aerobic and anaerobic conditions (79). The C?P bond is relatively resistant to chemical degradation, but several bacteria, e.g., Arthrobacter (80), Pseudomonas (81), various members of the Rhizobiaceae family (82), and certain fungi (83), have been shown to metabolize glyphosate.

Shipping

UN3077 Environmentally hazardous substances, solid, n.o.s., Hazard class: 9; Labels: 9-Miscellaneous haz ardous material, Technical Name Required.

Toxicity evaluation

Glyphosate’s herbicidal action works by disrupting 5-enolpyruvylshikimate- 3-phosphate (EPSP) synthase, a plant enzyme involved in the production of the amino acids such as phenylalanine, tyrosine, and tryptophan. EPSP synthase is not present in humans or animals and is the reason why glyphosate has relatively low mammalian toxicity. Additional mechanisms of action such as uncoupling of oxidative phosphorylation have been proposed. Glyphosate-based formulations have been shown to disrupt aromatase activity and mRNA levels and interact with the active site of the purified enzyme in human placental cells. As a result, some researchers consider formulations like Roundup? to be a potential endocrine disruptor. Adjuvants present in many commercial preparations may facilitate the observed effect. In contrast to organophosphate insecticides, glyphosate is not an inhibitor of acetylcholinesterase.

Incompatibilities

Organophosphates are susceptible to for mation of highly toxic and flammable phosphine gas in the presence of strong reducing agents such as hydrides. Partial oxidation by oxidizing agents may result in the release of toxic phosphorus oxides. Compounds of the carboxyl group react with all bases, both inorganic and organic (i.e., amines) releasing substantial heat, water, and a salt that may be harmful. Incompatible with arsenic compounds (releases hydrogen cyanide gas), diazo compounds, dithio carbamates, isocyanates, mercaptans, nitrides, sulfides (releasing heat, toxic, and possibly flammable gases), thio sulfates, and dithionites (releasing hydrogen sulfate and oxides of sulfur). Solutions are corrosive to iron, unlined steel, and galvanized steel, forming a highly combustible or explosive gas mixture. Do not store glyphosate in contain ers made from these materials.

Check Digit Verification of cas no

The CAS Registry Mumber 1071-83-6 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,0,7 and 1 respectively; the second part has 2 digits, 8 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 1071-83:
(6*1)+(5*0)+(4*7)+(3*1)+(2*8)+(1*3)=56
56 % 10 = 6
So 1071-83-6 is a valid CAS Registry Number.
InChI:InChI=1/C3H6NO5P/c5-3(6)1-4-2-10(7,8)9/h1H,2H2,(H,5,6)(H2,7,8,9)

1071-83-6 Well-known Company Product Price

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  • (Code)Product description
  • CAS number
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  • Price
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  • Aldrich

  • (337757)  N-(Phosphonomethyl)glycine  96%

  • 1071-83-6

  • 337757-250MG

  • 287.82CNY

  • Detail
  • Aldrich

  • (337757)  N-(Phosphonomethyl)glycine  96%

  • 1071-83-6

  • 337757-1G

  • 792.09CNY

  • Detail
  • Aldrich

  • (337757)  N-(Phosphonomethyl)glycine  96%

  • 1071-83-6

  • 337757-5G

  • 2,558.79CNY

  • Detail

1071-83-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name Glyphosate

1.2 Other means of identification

Product number -
Other names N-(phosphonomethyl)glycine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Herbicide
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:1071-83-6 SDS

1071-83-6Synthetic route

N-benzyl-N-phosphonomethyl-glycine
52558-39-1

N-benzyl-N-phosphonomethyl-glycine

N-(phosphonemethyl)glycine
1071-83-6

N-(phosphonemethyl)glycine

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal for 45h; Ambient temperature;99%
In ethanol; hydrogen bromide
phosphonomethylimino-di-acetic acid
5994-61-6

phosphonomethylimino-di-acetic acid

N-(phosphonemethyl)glycine
1071-83-6

N-(phosphonemethyl)glycine

Conditions
ConditionsYield
Calgon CENTAUR 80-100 mesh (149-177 μm) at 95℃; Product distribution / selectivity;98.6%
Norit PK at 95℃; Conversion of starting material;98.3%
Nuchar RGC at 95℃; Conversion of starting material;98.9%
glycine
56-40-6

glycine

methyl (chloromethyl)(trifluoromethyl)phosphinate
111727-31-2

methyl (chloromethyl)(trifluoromethyl)phosphinate

A

trifluoromethan
75-46-7

trifluoromethan

B

N-(phosphonemethyl)glycine
1071-83-6

N-(phosphonemethyl)glycine

Conditions
ConditionsYield
With sodium hydroxide In ethanol; water at 20℃; Rate constant;A 98%
B 49%
Aminomethylphosphonic acid
1066-51-9

Aminomethylphosphonic acid

glyoxalic acid monohydrate
6000-59-5

glyoxalic acid monohydrate

N-(phosphonemethyl)glycine
1071-83-6

N-(phosphonemethyl)glycine

Conditions
ConditionsYield
96%
In water
N-<(diethoxyphosphonyl)methyl>glycine ethyl ester
60711-71-9

N-<(diethoxyphosphonyl)methyl>glycine ethyl ester

N-(phosphonemethyl)glycine
1071-83-6

N-(phosphonemethyl)glycine

Conditions
ConditionsYield
With bee venom In various solvent(s) at 37℃; for 6h; pH 8.7;95.3%
C3H5Cl2N2OP*H2O4S

C3H5Cl2N2OP*H2O4S

N-(phosphonemethyl)glycine
1071-83-6

N-(phosphonemethyl)glycine

Conditions
ConditionsYield
With hydrogenchloride; water for 28h; Reflux;95%
N-acetylglyphosate
129660-96-4

N-acetylglyphosate

N-(phosphonemethyl)glycine
1071-83-6

N-(phosphonemethyl)glycine

Conditions
ConditionsYield
With hydrogenchloride In water for 72h; pH-value; Time; Reflux;93.8%
N,N’-bis(phosphonomethyl)-2,5-diketopiperazine
64140-94-9

N,N’-bis(phosphonomethyl)-2,5-diketopiperazine

N-(phosphonemethyl)glycine
1071-83-6

N-(phosphonemethyl)glycine

Conditions
ConditionsYield
With hydrogenchloride; water at 165℃; for 6h; Sealed tube;92%
aqueous formylphosphonic acid

aqueous formylphosphonic acid

glycine
56-40-6

glycine

N-(phosphonemethyl)glycine
1071-83-6

N-(phosphonemethyl)glycine

Conditions
ConditionsYield
palladium In water91%
C4H7ClNO4P

C4H7ClNO4P

N-(phosphonemethyl)glycine
1071-83-6

N-(phosphonemethyl)glycine

Conditions
ConditionsYield
With water In methanol for 12h; Reflux;90%
methyleneaminoacetonitrile
109-82-0

methyleneaminoacetonitrile

N-(phosphonemethyl)glycine
1071-83-6

N-(phosphonemethyl)glycine

Conditions
ConditionsYield
Stage #1: methyleneaminoacetonitrile With trimethyl phosphite; phosphorus trichloride In hexane; water at 0℃; for 20h; Inert atmosphere;
Stage #2: With water; N,N-dimethyl-formamide for 18h; Reflux;
90%
1,4-di(carboxymethyl)-2,5-diketopiperazine
77752-64-8

1,4-di(carboxymethyl)-2,5-diketopiperazine

N-(phosphonemethyl)glycine
1071-83-6

N-(phosphonemethyl)glycine

Conditions
ConditionsYield
Stage #1: 1,4-di(carboxymethyl)-2,5-diketopiperazine With phosphorus(III) oxide; trifluorormethanesulfonic acid at 60 - 80℃; for 6h;
Stage #2: With water at 150℃; for 12h;
89.4%
formaldehyd
50-00-0

formaldehyd

glycine
56-40-6

glycine

N-(phosphonemethyl)glycine
1071-83-6

N-(phosphonemethyl)glycine

Conditions
ConditionsYield
Stage #1: formaldehyd; glycine With hydrogenchloride; phosphoric acid In water at 40℃; for 1h;
Stage #2: With phosphoric acid In water at -8 - 45℃; for 2h; Temperature;
87.78%
trimethyl ester of <<(carboxymethyl)amino>methyl>phosphonic acid
59199-32-5

trimethyl ester of <<(carboxymethyl)amino>methyl>phosphonic acid

N-(phosphonemethyl)glycine
1071-83-6

N-(phosphonemethyl)glycine

Conditions
ConditionsYield
With hydrogenchloride for 4h; Heating;85%
With hydrogenchloride for 4h; Heating; Yield given;
With hydrogenchloride; water for 6h; Heating; Yield given;
N-phosphonomethyl-glycine ethyl ester
39600-47-0

N-phosphonomethyl-glycine ethyl ester

N-(phosphonemethyl)glycine
1071-83-6

N-(phosphonemethyl)glycine

Conditions
ConditionsYield
With α-chymotrypsin In various solvent(s) at 25℃; for 6h; pH 7.8;80.2%
ammonium molybdate(VI) tetrahydrate

ammonium molybdate(VI) tetrahydrate

dimethylsulfite
616-42-2

dimethylsulfite

phosphonomethylimino-di-acetic acid
5994-61-6

phosphonomethylimino-di-acetic acid

N-(phosphonemethyl)glycine
1071-83-6

N-(phosphonemethyl)glycine

Conditions
ConditionsYield
With dihydrogen peroxide In water76%
methyl N-phosphonomethylglycinate
39600-44-7

methyl N-phosphonomethylglycinate

N-(phosphonemethyl)glycine
1071-83-6

N-(phosphonemethyl)glycine

Conditions
ConditionsYield
75%
With hydrogenchloride71%
[(Dimethoxy-phosphorylmethyl)-ethoxycarbonyl-amino]-acetic acid ethyl ester

[(Dimethoxy-phosphorylmethyl)-ethoxycarbonyl-amino]-acetic acid ethyl ester

N-(phosphonemethyl)glycine
1071-83-6

N-(phosphonemethyl)glycine

Conditions
ConditionsYield
With hydrogen bromide for 12h; Heating;73.4%
ammonium molybdate(VI) tetrahydrate

ammonium molybdate(VI) tetrahydrate

phosphonomethylimino-di-acetic acid
5994-61-6

phosphonomethylimino-di-acetic acid

N-(phosphonemethyl)glycine
1071-83-6

N-(phosphonemethyl)glycine

Conditions
ConditionsYield
With sulphur dichloride; dihydrogen peroxide In water71%
With dihydrogen peroxide In water68%
disodium salt of [bis(2hydroxyethyl)amino]methylphosphonic acid monohydrate

disodium salt of [bis(2hydroxyethyl)amino]methylphosphonic acid monohydrate

A

Aminomethylphosphonic acid
1066-51-9

Aminomethylphosphonic acid

B

N-(phosphonemethyl)glycine
1071-83-6

N-(phosphonemethyl)glycine

Conditions
ConditionsYield
With potassium hydroxideA 60%
B n/a
(chloromethyl)phosphonothioic acid dichloride
1983-27-3

(chloromethyl)phosphonothioic acid dichloride

glycine
56-40-6

glycine

N-(phosphonemethyl)glycine
1071-83-6

N-(phosphonemethyl)glycine

Conditions
ConditionsYield
With sodium hydroxide In water for 40h; Heating;31%
disodium salt of hydroxymethyl phosphonic acid

disodium salt of hydroxymethyl phosphonic acid

iminodiacetic acid disodium salt

iminodiacetic acid disodium salt

A

GI

GI

B

N-(phosphonemethyl)glycine
1071-83-6

N-(phosphonemethyl)glycine

Conditions
ConditionsYield
With hydroxymethylphosphonic acid; hydrogen; 5 wt% Ru/carbon at 200℃; under 5171.62 Torr; for 17h;A 29%
B 8.9%
With hydrogen; 5 wt% Ru/carbon at 200℃; under 5171.62 Torr; for 20.5h;A 23.5%
B 6.8%
With hydrogen; Cl5H2ORu(2+)*2K(1+) at 200℃; under 5171.62 Torr; for 16h;A 23.5%
B 6.5%
methyl-N-[(dimethoxyphosphinyl)methyl]-N-isopropylglycine

methyl-N-[(dimethoxyphosphinyl)methyl]-N-isopropylglycine

N-(phosphonemethyl)glycine
1071-83-6

N-(phosphonemethyl)glycine

Conditions
ConditionsYield
With hydrogenchloride; sodium hydroxide In water20%
disodium salt of hydroxymethyl phosphonic acid

disodium salt of hydroxymethyl phosphonic acid

sarcosine
107-97-1

sarcosine

A

C4H8NO5P(2-)*2Na(1+)

C4H8NO5P(2-)*2Na(1+)

B

N-(phosphonemethyl)glycine
1071-83-6

N-(phosphonemethyl)glycine

Conditions
ConditionsYield
5 wt% Ru/carbon at 200℃; under 5171.62 Torr; for 16h;A 3.1%
B 9.7%
5 wt% Ru/carbon at 200℃; under 5171.62 Torr; for 16h;A 2.9%
B 8.4%
formaldehyd
50-00-0

formaldehyd

bis-(phosphonomethyl)urea

bis-(phosphonomethyl)urea

Co(OAc)2 *4H2 O

Co(OAc)2 *4H2 O

bis-phosphonomethylurea
59546-87-1

bis-phosphonomethylurea

N-(phosphonemethyl)glycine
1071-83-6

N-(phosphonemethyl)glycine

Conditions
ConditionsYield
With hydrogenchloride; H2; CO; acetic acid5%
N-(phosphonemethyl)glycine
1071-83-6

N-(phosphonemethyl)glycine

dimethyl amine
124-40-3

dimethyl amine

N-(phosphonomethyl)glycine dimethylamine salt
34494-04-7

N-(phosphonomethyl)glycine dimethylamine salt

Conditions
ConditionsYield
In toluene at 50 - 70℃; Concentration; Temperature; Large scale;99.3%
at 70℃; under 1500.15 Torr; for 7h; Temperature; Pressure; Sealed tube; Large scale;99.8%
In water at 20℃; for 3h; Temperature; Time;85%
In water
In water at 5 - 50℃; under 750.075 Torr; Temperature; Pressure; Sealed tube;
N-(phosphonemethyl)glycine
1071-83-6

N-(phosphonemethyl)glycine

cetylpyridinium bromide
140-72-7

cetylpyridinium bromide

C21H38N(1+)*C3H7NO5P(1-)

C21H38N(1+)*C3H7NO5P(1-)

Conditions
ConditionsYield
Stage #1: N-(phosphonemethyl)glycine With potassium hydroxide at 40℃;
Stage #2: cetylpyridinium bromide In methanol at 20℃; for 0.5h;
99%
N-(phosphonemethyl)glycine
1071-83-6

N-(phosphonemethyl)glycine

1-methylpyridinium bromide
2350-76-7

1-methylpyridinium bromide

C6H8N(1+)*C3H7NO5P(1-)

C6H8N(1+)*C3H7NO5P(1-)

Conditions
ConditionsYield
Stage #1: N-(phosphonemethyl)glycine With potassium hydroxide at 50℃;
Stage #2: 1-methylpyridinium bromide In water at 20℃; for 1h;
99%
N-(phosphonemethyl)glycine
1071-83-6

N-(phosphonemethyl)glycine

N-methyl-N-butylpyrrolidinium bromide
93457-69-3

N-methyl-N-butylpyrrolidinium bromide

1-butyl-1-methylpyrrolidinium glyphosate
1354726-33-2

1-butyl-1-methylpyrrolidinium glyphosate

Conditions
ConditionsYield
Stage #1: N-(phosphonemethyl)glycine With sodium hydroxide at 30℃;
Stage #2: N-methyl-N-butylpyrrolidinium bromide In water at 20℃; for 1h;
99%
N-(phosphonemethyl)glycine
1071-83-6

N-(phosphonemethyl)glycine

ammonium glyphosate

ammonium glyphosate

Conditions
ConditionsYield
Stage #1: N-(phosphonemethyl)glycine With ammonia In water at 95℃; for 1h; pH=6.5;
Stage #2: With methanol; ethanol at 25℃; Product distribution / selectivity;
98.3%
Stage #1: N-(phosphonemethyl)glycine With ammonia In water at 95℃; for 1h; pH=6.5;
Stage #2: With methanol; formaldehyd; water at 25℃; Product distribution / selectivity;
98.1%
With ammonium carbonate In ethanol at 20℃; for 0.5h; Product distribution / selectivity; Industry scale;98%
N-(phosphonemethyl)glycine
1071-83-6

N-(phosphonemethyl)glycine

cetyltrimethylammonium chloride
112-02-7

cetyltrimethylammonium chloride

C19H42N(1+)*C3H7NO5P(1-)

C19H42N(1+)*C3H7NO5P(1-)

Conditions
ConditionsYield
Stage #1: N-(phosphonemethyl)glycine With sodium hydroxide at 50℃;
Stage #2: cetyltrimethylammonium chloride In water at 20℃; for 1h;
98%
N-(phosphonemethyl)glycine
1071-83-6

N-(phosphonemethyl)glycine

N-methyl-N-ethylpyrrolidinium bromide

N-methyl-N-ethylpyrrolidinium bromide

bis(N-methyl-N-ethylpyrrolidinium) glyphosate

bis(N-methyl-N-ethylpyrrolidinium) glyphosate

Conditions
ConditionsYield
Stage #1: N-methyl-N-ethylpyrrolidinium bromide With sodium carbonate In acetonitrile at 30℃; for 3h;
Stage #2: N-(phosphonemethyl)glycine In acetonitrile at 25℃; for 5h;
97%
methanol
67-56-1

methanol

N-(phosphonemethyl)glycine
1071-83-6

N-(phosphonemethyl)glycine

methyl N-phosphonomethylglycinate
39600-44-7

methyl N-phosphonomethylglycinate

Conditions
ConditionsYield
Stage #1: methanol; N-(phosphonemethyl)glycine With hydrogenchloride at 40℃; for 2h;
Stage #2: With oxirane at 20℃;
96%
N-(phosphonemethyl)glycine
1071-83-6

N-(phosphonemethyl)glycine

1-methyl-3-octyloxymethylimidazolium iodide

1-methyl-3-octyloxymethylimidazolium iodide

C13H25N2O(1+)*C3H7NO5P(1-)

C13H25N2O(1+)*C3H7NO5P(1-)

Conditions
ConditionsYield
Stage #1: N-(phosphonemethyl)glycine With sodium hydroxide at 40℃;
Stage #2: 1-methyl-3-octyloxymethylimidazolium iodide In water at 20℃; for 1h;
96%
N-(phosphonemethyl)glycine
1071-83-6

N-(phosphonemethyl)glycine

N-cetylpyridinium iodide
2349-55-5

N-cetylpyridinium iodide

bis(N-cetylpyridinium) glyphosate

bis(N-cetylpyridinium) glyphosate

Conditions
ConditionsYield
Stage #1: N-cetylpyridinium iodide With potassium hydroxide In 1,4-dioxane at 25℃; for 6h;
Stage #2: N-(phosphonemethyl)glycine In 1,4-dioxane at 25℃; for 6h;
96%
ethanol
64-17-5

ethanol

N-(phosphonemethyl)glycine
1071-83-6

N-(phosphonemethyl)glycine

N-phosphonomethyl-glycine ethyl ester
39600-47-0

N-phosphonomethyl-glycine ethyl ester

Conditions
ConditionsYield
With thionyl chloride for 2h; Esterification; Heating;95%
Stage #1: ethanol; N-(phosphonemethyl)glycine With hydrogenchloride at 45℃; for 3.5h;
Stage #2: With triethylamine at 20℃;
93%
N-(phosphonemethyl)glycine
1071-83-6

N-(phosphonemethyl)glycine

N-amyl-N-methylpiperidinium bromide

N-amyl-N-methylpiperidinium bromide

C11H24N(1+)*C3H7NO5P(1-)

C11H24N(1+)*C3H7NO5P(1-)

Conditions
ConditionsYield
Stage #1: N-(phosphonemethyl)glycine With potassium hydroxide at 60℃;
Stage #2: N-amyl-N-methylpiperidinium bromide In acetone at 20℃; for 1h;
95%
N-(phosphonemethyl)glycine
1071-83-6

N-(phosphonemethyl)glycine

N,N-didecyl-N,N-dimethylammonium bromide
2390-68-3

N,N-didecyl-N,N-dimethylammonium bromide

bis(N,N-dimethyl-N,N-didecylammonium) glyphosate

bis(N,N-dimethyl-N,N-didecylammonium) glyphosate

Conditions
ConditionsYield
Stage #1: N,N-didecyl-N,N-dimethylammonium bromide With sodium hydride In tetrahydrofuran at 65℃; for 1h;
Stage #2: N-(phosphonemethyl)glycine In tetrahydrofuran at 30℃; for 1h;
95%
N-(phosphonemethyl)glycine
1071-83-6

N-(phosphonemethyl)glycine

1-ethyl-3-methylimidazolium iodide
35935-34-3

1-ethyl-3-methylimidazolium iodide

bis(1-ethyl-3-methylimidazolium) glyphosate

bis(1-ethyl-3-methylimidazolium) glyphosate

Conditions
ConditionsYield
Stage #1: 1-ethyl-3-methylimidazolium iodide With sodium hydroxide In acetone at 30℃; for 5h;
Stage #2: N-(phosphonemethyl)glycine In acetone at 65℃; for 5h;
95%
N-(phosphonemethyl)glycine
1071-83-6

N-(phosphonemethyl)glycine

tetramethylammonium bromide
64-20-0

tetramethylammonium bromide

bis(N,N,N,N-tetramethylammonium) glyphosate

bis(N,N,N,N-tetramethylammonium) glyphosate

Conditions
ConditionsYield
Stage #1: tetramethylammonium bromide With potassium carbonate In methanol at 25℃; for 6h;
Stage #2: N-(phosphonemethyl)glycine In methanol at 65℃; for 3h;
95%
N-(phosphonemethyl)glycine
1071-83-6

N-(phosphonemethyl)glycine

1-n-butyl-1-methylpiperidin-1-ium bromide
94280-72-5

1-n-butyl-1-methylpiperidin-1-ium bromide

bis(N-methyl-N-butylpiperidinium) glyphosate

bis(N-methyl-N-butylpiperidinium) glyphosate

Conditions
ConditionsYield
Stage #1: N,N-butyl-methyl-piperidinium bromide With sodium hydroxide In acetone at 30℃; for 5h;
Stage #2: N-(phosphonemethyl)glycine In acetone at 65℃; for 5h;
93%
N-(phosphonemethyl)glycine
1071-83-6

N-(phosphonemethyl)glycine

domiphen brominde
538-71-6

domiphen brominde

bis(N,N-dimethyl-N-dodecyl-N-phenoxyethylammonium) glyphosate

bis(N,N-dimethyl-N-dodecyl-N-phenoxyethylammonium) glyphosate

Conditions
ConditionsYield
Stage #1: domiphen brominde With potassium hydroxide In 1,4-dioxane at 25℃; for 6h;
Stage #2: N-(phosphonemethyl)glycine In 1,4-dioxane at 25℃; for 6h;
92%
N-(phosphonemethyl)glycine
1071-83-6

N-(phosphonemethyl)glycine

N-dodecylpyridinium chloride
104-74-5

N-dodecylpyridinium chloride

bis(N-dodecylpyridinium) glyphosate

bis(N-dodecylpyridinium) glyphosate

Conditions
ConditionsYield
Stage #1: N-dodecylpyridinium chloride With sodium hydride In tetrahydrofuran at 65℃; for 1h;
Stage #2: N-(phosphonemethyl)glycine In tetrahydrofuran at 30℃; for 1h;
92%
N-(phosphonemethyl)glycine
1071-83-6

N-(phosphonemethyl)glycine

1-methyl-3-octylthiomethylimidazolium iodide

1-methyl-3-octylthiomethylimidazolium iodide

C13H25N2S(1+)*C3H7NO5P(1-)

C13H25N2S(1+)*C3H7NO5P(1-)

Conditions
ConditionsYield
Stage #1: N-(phosphonemethyl)glycine With potassium hydroxide at 40℃;
Stage #2: 1-methyl-3-octylthiomethylimidazolium iodide In methanol at 20℃; for 1h;
91%
N-(phosphonemethyl)glycine
1071-83-6

N-(phosphonemethyl)glycine

cetyltrimethylammonium chloride
112-02-7

cetyltrimethylammonium chloride

bis(N,N,N-trimethyl-N-hexadecylammonium) glyphosate

bis(N,N,N-trimethyl-N-hexadecylammonium) glyphosate

Conditions
ConditionsYield
Stage #1: cetyltrimethylammonium chloride With sodium carbonate In acetonitrile at 30℃; for 3h;
Stage #2: N-(phosphonemethyl)glycine In acetonitrile at 25℃; for 5h;
91%

1071-83-6Related news

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Glyphosate, the most commonly used herbicide in the world, can be degraded into more toxic and persistent products such as aminomethylphosphonic acid (AMPA) or non-toxic products such as sarcosine and glycine. In this study, we used liquid chromatography mass spectrometer (LC-MS) to identify gly...detailed

1071-83-6Relevant articles and documents

Chemoenzymic synthesis of N-(Phosphonomethyl)glycine

Gavagan, John E.,Fager, Susan K.,Seip, John E.,Clark, Dawn S.,Payne, Mark S.,Anton, David L.,DiCosimo, Robert

, p. 5419 - 5427 (1997)

Permeabilized, metabolically-inactive transformants of the methylotrophic yeasts Hansenula polymorpha and Pichia pastoris which contain significant quantities of the enzymes spinach glycolate oxidase ((S)-2- hydroxyacid oxidase, EC 1.1.3.15), Saccharomyces cerevisiae catalase T (EC 1.11.1.6), and endogenous catalase have been used as catalysts for the oxidation of glycolic acid by oxygen to produce glyoxylic acid in aqueous mixtures containing (aminomethyl)phosphonic acid. After separation and recovery of the microbial catalyst from the oxidation product mixture for reuse, the resulting solution of glyoxylic acid and (aminomethyl)phosphonic acid was subsequently hydrogenated with a palladium/carbon catalyst to produce N-(phosphonomethyl)glycine (glyphosate), a broad-spectrum, postemergent herbicide. Complete conversion of (aminomethyl)phosphonic acid in the hydrogenation allowed the use of a simple acid precipitation for isolation of the N(phosphonomethyl)glycine from the hydrogenation product mixture in high purity and yield.

X-RAY STRUCTURAL STUDY OF ORGANIC LIGANDS OF THE COMPLEXONE TYPE. III. CRYSTAL AND MOLECULAR STRUCTURE OF PHOSPHONOMETHYLGLYCINE AND IMINODIACETIC-MONOMETHYLPHOSPHONIC ACID

Shkol'nikova, L. M.,Porai-Koshits, M. A.,Dyatlova, N. M.,Yaroshenko, G. F.,Rudomino, M. V.,Kolova, E. K.

, p. 737 - 746 (1982)

An x-ray structural study of phosphonomethylglycine (I) and iminodiacetic-monomethylphosphonic acid (II) has been carried out (diffractometer, direct method, anisotropic method of least squares, R = 0.035 and 0.050, RW = 0.040 and 0.052 from 1712 and 1113 reflections for compounds I and II respectively).The crystals of compound I are monoclinic and those of compound II triclinic; I: a = 8.681, b = 7.981, c = 9.893 Angstroem, β = 105.77 deg, dcalc = 1.702 g/nm3, Z = 4, space group P21/c; II: a = 5.590, b = 7.422, c = 10.648 Angstroem, α = 93.12, β = 95.03, γ = 90.40 deg, dcalc = 1.716 g/cm3, Z = 2, space group .The geometric parameters of the molecules of compounds I and II are similar.Structural proof has been obtained for the first time to show that the nitrogen atom is protonated by the proton of the phosphonic acid group, and not the carboxyl group, for the Complexones I and II, containing comparing functional groups, in the crystalline state.Complexone I is obtained from Complexone II by removing one methylcarboxyl group and replacing it by a hydrogen atom.The result of this process is a change in compound I from the conformation of the molecule of compound II, directed towards the stabilization of a sterically favorable system of hydrogen bonds (HB), responsible for the similar structural motifs in the crystals of compounds I and II.This system includes HB O -H...O and N -H...O, forming dimeric ribbons, networks, and three-dimensional frameworks.In compound II, weak intramolecular HB are formed, leading to the formation of H-rings.

Glyphosate production method

-

Paragraph 0030-0053, (2017/08/28)

The invention discloses a glyphosate production method. According to the glyphosate production method, formaldehyde, phosphorous acid, glycine, hydrochloric acid and an oxidizing agent are adopted as main raw materials; the formaldehyde and the glycine are subjected to a reaction in a hydrochloric acid aqueous solution to generate dihydroxymethyl glycine, the phosphorous acid is added to the hydrochloric acid aqueous solution of the dihydroxymethyl glycine to generate N-hydroxymethyl glyphosate, hydrogen chloride is removing through pressure reducing removing, the N-hydroxymethyl glyphosate is subjected to catalytic oxidation in an aqueous solution by using a catalyst and an oxidizing agent to obtain glyphosate and formic acid, the generated formic acid is further oxidized into carbon dioxide and water, and due to the low solubility of the glyphosate at the low temperature, the glyphosate is separated from the reaction system by using a cooling crystallization method and is re-crystallized to obtain the raw drug glyphosate. According to the present invention, the synthesis method has advantages of simple process, easy operation, no use of the triethylamine catalyst, low cost, high product yield and high product purity, and the obtained glyphosate can be used as the weeding agent in agriculture and forestry, and has good application prospect.

Methyl chloride washing technology in glyphosate production

-

Paragraph 0020-0021, (2017/03/28)

The invention provides a methyl chloride washing technology in glyphosate production. The preparation technology comprises the following steps of: firstly, carrying out condensation reaction on paraformaldehyde and dimethyl phosphate under the action of methanol and triethylamine; generating a glyphosate acid under the action of hydrochloric acid, and generating a lot of tail gas containing methyl chloride; carrying out primary washing on the tail gas through a first washing tower, carrying out secondary washing on the firstly washed gas through a second washing tower, removing a residual hydrogen chloride gas from the secondly washed gas through a sodium hydroxide solution, and carrying out tertiary washing on the gas through a third washing tower; removing impurities in a methyl chloride tail gas from the thirdly washed gas through activated carbon; and finally heating the gas treated through the activated carbon and further purifying the methyl chloride. By the production technology, consumption of methanol in production can be reduced by methyl chloride washing water recycling treatment; the production cost is lowered.

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