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137-42-8

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137-42-8 Usage

Description

Metam sodium is a crystalline material with an unpleasant odor of sulfur compounds. It reacts in water to generate methyl isothiocyanate, which is the active material. It is applied as a freshly diluted solution in water.

Chemical Properties

Different sources of media describe the Chemical Properties of 137-42-8 differently. You can refer to the following data:
1. White, crystalline solid. Readily soluble in water; moderately soluble in alcohol; stable in concentrated aqueous solution but decomposes in dilute aqueous solution; unstable in moist soil.
2. A yellow to nearly clear yellow-green solution. Also described as a colorless to white crystalline solid. Unpleasant sulfur-amine odor, similar to that of carbon disulfide

Uses

Different sources of media describe the Uses of 137-42-8 differently. You can refer to the following data:
1. Fungicide, nematocide, weed killer, insecticide, soil fumigant.
2. Metam-sodium is a generator of methyl isothiocyanate. It is a soil sterilant applied prior to planting and controls soil fungi, nematodes, weed seeds and soil dwelling insects.
3. Metam Sodium is useful as an environmental-friendly and sustainable electrocatalyst for oxygen reduction reactions.

General Description

A yellow to light yellow-green aqueous solution with an odor of amine and sulfur that varies in intensity. Boiling point 230°F. Metham sodium has a specific gravity of 1.162. Metham sodium will decompose upon dilution to carbon disulfide, monomethylamine, methylisothiocyanate, and hydrogen sulfide. The decomposition products are flammable and toxic. The acute symptoms of exposure to metam sodium are excessive salivation, sweating, fatigue, weakness, nausea, headache, dizziness, eye and respiratory tract irritation, and skin irritation in the form of rashes. The spillage of a rail car tanker of metal sodium into the Sacramento River caused a major fish kill (over a million trout) along several miles of that river.

Air & Water Reactions

Slow reaction upon dilution produces toxic gases hydrogen sulfide and methylisothiocyanate. This reaction is accelerated by the addition of acid.

Reactivity Profile

METAM SODIUM is a dithiocarbamate. Flammable gases are generated by the combination of thiocarbamates and dithiocarbamates with aldehydes, nitrides, and hydrides. Thiocarbamates and dithiocarbamates are incompatible with acids, peroxides, and acid halides.

Hazard

Irritant to tissue, toxic to plants and vege- tation.

Health Hazard

TOXIC; inhalation, ingestion or skin contact with material may cause severe injury or death. Contact with molten substance may cause severe burns to skin and eyes. Avoid any skin contact. Effects of contact or inhalation may be delayed. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution.

Fire Hazard

Non-combustible, substance itself does not burn but may decompose upon heating to produce corrosive and/or toxic fumes. Some are oxidizers and may ignite combustibles (wood, paper, oil, clothing, etc.). Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated.

Flammability and Explosibility

Notclassified

Agricultural Uses

Fungicide; Nematicide, Herbicide, Soil fumi- gant, Algaecide: A general soil biocide that is used to control weeds, weed seeds, roots, tubers, rhizomes, insects, nematodes and soil inhabiting fungi on all food and non-food crops. Also used as a pre-planting fumigant in seed beds, vine crops, fruit trees, row crops, flowers and ornamentals. Environmental friendly; it breaks down after two weeks into carbon dioxide, water, and sodium and sulfur in small amounts. A U.S. EPA restricted Use Pesticide (RUP). Registered for use in some EU countries .

Trade name

A7-VAPAM?; BASAMID-FLUID?; BUSAN?; CHAP-FUME?; DISCOVERY?; HERBATIM (dihydrate)?; KARBATION?; KARBATION (di- hydrate)?; MAPOSOL?; MAPOSOL (dihydrate)?; METACIDE?; METAM (dihydrate)?; METAM-FLUID BASF?; METHAM DIHYDRATE (dihydrate)?; MONAM (dihydrate)?; N-869?; N 869 (dihydrate)?; NEMATIN?; SECTAGON?; SISTAN?; SMDC (di- hydrate)?; SOLASAN 500?; SOLESAN 500?; SOMETAM?; TRAPEX?; TRIMATON (dihydrate)?; TRIMATRON?; UCETAM?; VAPAM?; VAPAM (di- hydrate)?; VAPOROOTER (dihydrate)?; VDM?; VPM (dihydrate)?; VPM? Fungicide; VPN?; WOODFUME VAPAM?

Contact allergens

Metham-Na is a fungicide nematocide of the dithiocarbamate group. Sensitization occurs among agricultural workers.

Potential Exposure

A dithiocarbamate fungicide, nematicide, herbicide, soil fumigant, and algaecide A general soil biocide that is used to control weeds, weed seeds, roots, tubers, rhizomes, insects, nematodes and soil inhabiting fungi on all food and nonfood crops. Also used as a preplanting fumigant in seed beds, vine crops, fruit trees, row crops, flowers and ornamentals. Environmental friendly; it breaks down after two weeks into carbon dioxide, water, and sodium and sulfur in small amounts. A United States Environmental Protection Agency Restricted Use Pesticide (RUP).

Metabolic pathway

Metam-sodium is a water soluble propesticide that decomposes to generate the highly volatile and fungitoxic methyl isothiocyanate. The pathways of metabolism of methyl isothiocyanate are described under its own entry.

Shipping

UN3267 Corrosive liquid, basic, organic, n.o.s., Hazard class: 8; Labels: 8-Corrosive material, Technical Name Required. UN2771 Dithiocarbamate and Thiocarbamate pesticides, solid, toxic, Hazard Class: 6.1; Labels: 6.1-Poisonous materials

Degradation

Metam-sodium can be stable in concentrated aqueous solution for several weeks but is unstable when diluted. Decomposition is promoted by acids and salts of heavy metals. DT50 values for hydrolysis of metam-sodium were 23.8, 180 and 45.6 hours at pH 5, 7 and 9 (25 °C), respectively. It is sensitive to light and solutions exposed to sunlight had a DT50 value of 1.6 hours (pH 7, 25 °C) (PM). In aqueous solution at high pH (9.5), metamsodium was oxidatively degraded to form methyl isothiocyanate (2) and elemental sulfur. At lower pH it was degraded non-oxidatively, affording carbon disulfide, hydrogen sulfide, methy lamine, methyl isothiocyanate (2) and N,N'-dimethylthiuram disulfide (3). It is noteworthy that methylamine and carbon disulfide can react to yield methyl isothiocyanate (2) that can in turn react with metam to produce N,N'-dimethylthiuram disulfide (3). Methyl isothiocyanate (2) can react with methylamine or hydrogen sulfide, giving dimethylthiourea (4) (Turner and Corden, 1963).

Incompatibilities

Slow reaction upon dilution in water releasing toxic gases of hydrogen sulfide and methyl isothiocyanate. This reaction is accelerated by the addition of acid. May liberate toxic gas when in contact with acids. Combustible; vapors when heated or dust from dry material may form explosive mixture in air. Dithiocarbamate esters are combustible. They react violently with powerful oxidizers such as calcium hypochlorite. Poisonous gases are generated by the thermal decomposition of Dithiocarbamate compounds, including carbon disulfide, oxides of sulfur, oxides of nitrogen, hydrogen sulfide, ammonia, and methylamine. Thio and dithiocarbamates slowly decompose in aqueous solution to form carbon disulfide and methylamine or other amines. Such decompositions are accelerated by acids. Flammable gases are generated by the combination of dithiocarbamate with aldehydes, nitrides, and hydrides. Dithiocarbamate are incompatible with acids, peroxides, and acid halides. Corrosive to iron, copper brass and zinc metals, especially in the presence of moisture. Heat alkalies (lime), moisture can cause decomposition. Degradation produces ethylene thiourea.

Waste Disposal

Do not discharge into drains or sewers. Dispose of waste material as hazardous waste using a licensed disposal contractor to an approved landfill. Consult with environmental regulatory agencies for guidance on acceptable disposal practices. Generators of waste containing this contaminant (≥100 kg/mo) must conform to EPA regulations governing storage, transportation, treatment, and waste disposal. A potential candidate for liquid injection incineration at a temperature range of 650 to 1600C and a residence time 0.1 to 2 seconds. Also, a potential candidate for rotary kiln incineration at a temperature range of 820 to 1600C and residence times of seconds for liquids and gases, and hours for solids.

Check Digit Verification of cas no

The CAS Registry Mumber 137-42-8 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,3 and 7 respectively; the second part has 2 digits, 4 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 137-42:
(5*1)+(4*3)+(3*7)+(2*4)+(1*2)=48
48 % 10 = 8
So 137-42-8 is a valid CAS Registry Number.
InChI:InChI=1/C2H5NO2S2.Na/c1-6-7-3-2(4)5;/h3H,1H3,(H,4,5);/q;+1/p-1

137-42-8SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name metam-sodium

1.2 Other means of identification

Product number -
Other names sodium N-methylcarbamodithioate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Soil fungicide
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:137-42-8 SDS

137-42-8Synthetic route

carbon disulfide
75-15-0

carbon disulfide

methylamine
74-89-5

methylamine

sodium N-methyldithiocarbamate
137-42-8

sodium N-methyldithiocarbamate

Conditions
ConditionsYield
With sodium hydroxide In water100%
With sodium hydroxide In methanol; diethyl ether at 20℃; for 24h;98%
With sodium hydroxide In ethanol; water at 20℃; pH=9.5 - 10; Addition;
With sodium hydroxide In water at 20℃; for 3h; Sealed tube;
N-methyldithiocarbamic acid
144-54-7

N-methyldithiocarbamic acid

sodium N-methyldithiocarbamate
137-42-8

sodium N-methyldithiocarbamate

Conditions
ConditionsYield
With sodium hydroxide In water at 25℃; for 2.5h; Sealed tube;
sodium N-methyldithiocarbamate
137-42-8

sodium N-methyldithiocarbamate

cinnamoyl chloride
102-92-1

cinnamoyl chloride

6-phenyl-3-methylpropiorhodanine
120189-50-6

6-phenyl-3-methylpropiorhodanine

Conditions
ConditionsYield
In water; acetone at 45℃; for 2h;95%
sodium N-methyldithiocarbamate
137-42-8

sodium N-methyldithiocarbamate

N-phenyl-benzimidoyl chloride
4903-36-0

N-phenyl-benzimidoyl chloride

A

methyl thioisocyanate
556-61-6

methyl thioisocyanate

B

N-Phenylbenzothioamide
636-04-4

N-Phenylbenzothioamide

Conditions
ConditionsYield
In diethyl ether 0 deg C to r.t.;A 51%
B 95%
sodium N-methyldithiocarbamate
137-42-8

sodium N-methyldithiocarbamate

acryloyl chloride
814-68-6

acryloyl chloride

3-Methyl-4-oxo-2-thioxo-tetrahydro-1,3-thiazin
7629-41-6

3-Methyl-4-oxo-2-thioxo-tetrahydro-1,3-thiazin

Conditions
ConditionsYield
In water; acetone for 1h; Ambient temperature;94%
sodium N-methyldithiocarbamate
137-42-8

sodium N-methyldithiocarbamate

p-nitrocinnamoyl chloride
61921-33-3, 22440-58-0

p-nitrocinnamoyl chloride

3-Methyl-6-(4-nitro-phenyl)-2-thioxo-[1,3]thiazinan-4-one
121216-02-2

3-Methyl-6-(4-nitro-phenyl)-2-thioxo-[1,3]thiazinan-4-one

Conditions
ConditionsYield
In water; acetone for 1h; Ambient temperature;94%
sodium N-methyldithiocarbamate
137-42-8

sodium N-methyldithiocarbamate

ethyl 2-chloro-3-oxo-butyrate
609-15-4

ethyl 2-chloro-3-oxo-butyrate

ethyl α-(N-methyl)dithiocarbamoylacetoacetate
313513-95-0

ethyl α-(N-methyl)dithiocarbamoylacetoacetate

Conditions
ConditionsYield
In water at 15 - 20℃; for 3h; Substitution;94%
sodium N-methyldithiocarbamate
137-42-8

sodium N-methyldithiocarbamate

1-methyl-5-mercaptotetrazole
13183-79-4

1-methyl-5-mercaptotetrazole

Conditions
ConditionsYield
With sodium azide; sodium hydroxide In water at 95℃; for 14h; Temperature;93.6%
sodium N-methyldithiocarbamate
137-42-8

sodium N-methyldithiocarbamate

crotonyl chloride
10487-71-5

crotonyl chloride

3,6-dimethyl-2-thioxo-[1,3]thiazinan-4-one
25201-16-5

3,6-dimethyl-2-thioxo-[1,3]thiazinan-4-one

Conditions
ConditionsYield
In water; acetone for 1h; Ambient temperature;90%
sodium N-methyldithiocarbamate
137-42-8

sodium N-methyldithiocarbamate

p-methoxycinnamoyl chloride
42996-84-9, 34446-64-5

p-methoxycinnamoyl chloride

6-(4-Methoxy-phenyl)-3-methyl-2-thioxo-[1,3]thiazinan-4-one
121215-96-1

6-(4-Methoxy-phenyl)-3-methyl-2-thioxo-[1,3]thiazinan-4-one

Conditions
ConditionsYield
In water; acetone at 45℃; for 2h;88%
sodium N-methyldithiocarbamate
137-42-8

sodium N-methyldithiocarbamate

{C5H5Ni(P(C4H9-n)3)2}Cl

{C5H5Ni(P(C4H9-n)3)2}Cl

C5H5Ni(P(C4H9-n)3)SC(S)NHCH3
52201-66-8

C5H5Ni(P(C4H9-n)3)SC(S)NHCH3

Conditions
ConditionsYield
In water room temp.; with excess of NaSC(S)NHCH3; extn. of the brown ppt. with ether or benzene; drying, evapn. in vac.; recrystn. from benzene or benzene/hexane;87%
In water
sodium N-methyldithiocarbamate
137-42-8

sodium N-methyldithiocarbamate

2-chloro-N-phenyl-3-oxobutanamide
31844-92-5

2-chloro-N-phenyl-3-oxobutanamide

α-(N-methyl)dithiocarbamoylacetoacetanilide

α-(N-methyl)dithiocarbamoylacetoacetanilide

Conditions
ConditionsYield
In water at 20℃; for 24h; Substitution;86%
sodium N-methyldithiocarbamate
137-42-8

sodium N-methyldithiocarbamate

Mo(allyl)(carbonyl)2(acetonitrile)2(bromide)

Mo(allyl)(carbonyl)2(acetonitrile)2(bromide)

K[Mo(N-methyl dithiocarbamate)(π-allyl)(CO)2]

K[Mo(N-methyl dithiocarbamate)(π-allyl)(CO)2]

Conditions
ConditionsYield
In acetone 1:2 molar ratio (complex:dithio compd.), stirring at room temp. for 20-45 min; filtration, evapn. of filtrate under vac., product was pptd. by addn. of hexane to diethyl ether soln. of filtrate with stirring, product was filtered off, washed with diethyl ether or ether/hexane and dried in vac., elem. anal.;84.4%
sodium N-methyldithiocarbamate
137-42-8

sodium N-methyldithiocarbamate

methyl iodide
74-88-4

methyl iodide

S-methyl N-methyl dithiocarbamate
13037-11-1

S-methyl N-methyl dithiocarbamate

Conditions
ConditionsYield
In methanol; ethanol; water at 0 - 20℃; for 2h; Methylation;83%
sodium N-methyldithiocarbamate
137-42-8

sodium N-methyldithiocarbamate

Diphenylmethyl (6R,7R)-7-[2-(2-Chloroacetamidothiazol-4-yl)-2(Z)-methoxyiminoacetamido]-3-cyclopropylceph-3-em-4-carboxylate

Diphenylmethyl (6R,7R)-7-[2-(2-Chloroacetamidothiazol-4-yl)-2(Z)-methoxyiminoacetamido]-3-cyclopropylceph-3-em-4-carboxylate

trifluoroacetic acid
76-05-1

trifluoroacetic acid

Sodium (6R,7R)-7-[2-(2-Aminothiazol-4-yl)-2-(Z)-methoxyiminoacetamido]-3-cyclopropylceph-3-em-4-carboxylate
128226-75-5

Sodium (6R,7R)-7-[2-(2-Aminothiazol-4-yl)-2-(Z)-methoxyiminoacetamido]-3-cyclopropylceph-3-em-4-carboxylate

Conditions
ConditionsYield
In dichloromethane; water; methoxybenzene82%
sodium N-methyldithiocarbamate
137-42-8

sodium N-methyldithiocarbamate

MoBr(η-allyl)(CO)2(bipyridyl)
12245-55-5, 382596-61-4

MoBr(η-allyl)(CO)2(bipyridyl)

Mo(methyldithiocarbamate)(η-allyl)(CO)2(bipyridyl)
80501-82-2

Mo(methyldithiocarbamate)(η-allyl)(CO)2(bipyridyl)

Conditions
ConditionsYield
In acetone alkaline xantate added in mole ratio 1:1 to MoBr-complex in acetone soln. under N2, stirred for 30-40 min; filtered, washed with water, dried over P2O5 under vac., elem. anal.;81.3%
sodium N-methyldithiocarbamate
137-42-8

sodium N-methyldithiocarbamate

ammonium dithiocarbamate
513-74-6

ammonium dithiocarbamate

3-Methyl-4-oxo-2-thioxo-tetrahydro-1,3-thiazin
7629-41-6

3-Methyl-4-oxo-2-thioxo-tetrahydro-1,3-thiazin

Conditions
ConditionsYield
With triethylamine In water; acetone for 0.25h; Ambient temperature;77%
sodium N-methyldithiocarbamate
137-42-8

sodium N-methyldithiocarbamate

2-chloropropionyl chloride
625-36-5

2-chloropropionyl chloride

3-Methyl-4-oxo-2-thioxo-tetrahydro-1,3-thiazin
7629-41-6

3-Methyl-4-oxo-2-thioxo-tetrahydro-1,3-thiazin

Conditions
ConditionsYield
With triethylamine In water; acetone for 0.25h; Product distribution; Ambient temperature; other sodium N-alkyl(aryl)dithiocarbamates investigated;77%
sodium N-methyldithiocarbamate
137-42-8

sodium N-methyldithiocarbamate

(2-bromo-1-(4-(methoxycarbonyl)phenyl)ethyl)dimethylsulfonium bromide

(2-bromo-1-(4-(methoxycarbonyl)phenyl)ethyl)dimethylsulfonium bromide

methyl 4-(2-(methylimino)-1,3-dithiolan-4-yl)benzoate

methyl 4-(2-(methylimino)-1,3-dithiolan-4-yl)benzoate

Conditions
ConditionsYield
In dichloromethane; water at 25℃; for 20.3h;76%
sodium N-methyldithiocarbamate
137-42-8

sodium N-methyldithiocarbamate

triphenyltelluronium chloride
1224-13-1

triphenyltelluronium chloride

C20H19NS2Te

C20H19NS2Te

Conditions
ConditionsYield
In water at 60 - 70℃; for 0.5h;75%
sodium N-methyldithiocarbamate
137-42-8

sodium N-methyldithiocarbamate

Mo(Br)(π-allyl)(CO)2(pyridine)2

Mo(Br)(π-allyl)(CO)2(pyridine)2

Mo(N-methyl dithiocarbamate)(π-allyl)(CO)2(pyridine)

Mo(N-methyl dithiocarbamate)(π-allyl)(CO)2(pyridine)

Conditions
ConditionsYield
In acetone; benzene 1:1 molar ratio (complex:dithio compd.), stirring 45 min; filtration, concn. of filtrate at reduced pressure, product was pptd. by addn. of diethyl ether, n-hexane with stirring and cooling to 0°C, pppt. was filtered off, washed with hexane at 0°C, drying under vac., elem. anal.;75%
sodium N-methyldithiocarbamate
137-42-8

sodium N-methyldithiocarbamate

(2-bromo-1-(4-fluorophenyl)ethyl)dimethylsulfonium bromide

(2-bromo-1-(4-fluorophenyl)ethyl)dimethylsulfonium bromide

4-(4-fluorophenyl)-N-methyl-1,3-dithiolan-2-imine

4-(4-fluorophenyl)-N-methyl-1,3-dithiolan-2-imine

Conditions
ConditionsYield
In dichloromethane; water at 25℃; for 20.3h;72%
sodium N-methyldithiocarbamate
137-42-8

sodium N-methyldithiocarbamate

6-chloro-N-methyl-5-nitropyrimidin-4-amine
23126-82-1

6-chloro-N-methyl-5-nitropyrimidin-4-amine

N,N'-dimethyl-5-nitro-pyrimidine-4,6-diamine
6964-30-3

N,N'-dimethyl-5-nitro-pyrimidine-4,6-diamine

Conditions
ConditionsYield
In ethanol at 20℃;70%
sodium N-methyldithiocarbamate
137-42-8

sodium N-methyldithiocarbamate

[2-bromo-1-(4-methylphenyl)ethyl]dimethylsulfonium bromide
1032818-10-2

[2-bromo-1-(4-methylphenyl)ethyl]dimethylsulfonium bromide

N-methyl-4-(p–tolyl)-1,3-dithiolan-2-imine

N-methyl-4-(p–tolyl)-1,3-dithiolan-2-imine

Conditions
ConditionsYield
In dichloromethane; water at 25℃; for 20.3h;68%
sodium N-methyldithiocarbamate
137-42-8

sodium N-methyldithiocarbamate

(3R,5aS,6R,8aS,9R,10R,12S,12aR)-octahydro-3-chloromethylene-6,9-dimethyl-3,12-oxo-12H-pyrano[4,3-j]-1,2-benzodithiophen-10(3H)alcohol

(3R,5aS,6R,8aS,9R,10R,12S,12aR)-octahydro-3-chloromethylene-6,9-dimethyl-3,12-oxo-12H-pyrano[4,3-j]-1,2-benzodithiophen-10(3H)alcohol

(3R,5aS,6R,8aS,9R,10R,12S,12aR)-octahydro-3-(N-methylaminodithioformate)methylene-6,9-dimethyl-3,12-oxo-12H-pyrano[4,3-j]-1,2-benzodithiophen-10(3H)alcohol

(3R,5aS,6R,8aS,9R,10R,12S,12aR)-octahydro-3-(N-methylaminodithioformate)methylene-6,9-dimethyl-3,12-oxo-12H-pyrano[4,3-j]-1,2-benzodithiophen-10(3H)alcohol

Conditions
ConditionsYield
With potassium iodide In isopropyl alcohol for 12h;67%
sodium N-methyldithiocarbamate
137-42-8

sodium N-methyldithiocarbamate

(2-bromo-1-(4-chlorophenyl)ethyl)dimethylsulfonium bromide
1032818-12-4

(2-bromo-1-(4-chlorophenyl)ethyl)dimethylsulfonium bromide

4-(4-chlorophenyl)-N-methyl-1,3-dithiolan-2-imine

4-(4-chlorophenyl)-N-methyl-1,3-dithiolan-2-imine

Conditions
ConditionsYield
In dichloromethane; water at 25℃; for 20.3h;63%
sodium N-methyldithiocarbamate
137-42-8

sodium N-methyldithiocarbamate

4-Amino-2-dimethylamino-6,7-dihydro-oxazolo[3,2-a][1,3,5]triazin-5-ylium; chloride

4-Amino-2-dimethylamino-6,7-dihydro-oxazolo[3,2-a][1,3,5]triazin-5-ylium; chloride

2-amino-N(3)-(2-methyldithiocarbamoylethyl)-6-dimethylamino-sym-triazin-4-one

2-amino-N(3)-(2-methyldithiocarbamoylethyl)-6-dimethylamino-sym-triazin-4-one

Conditions
ConditionsYield
In water at 20℃; for 6h;61%
sodium N-methyldithiocarbamate
137-42-8

sodium N-methyldithiocarbamate

4-chloro-6-methoxy-5-nitropyrimidine
52854-14-5

4-chloro-6-methoxy-5-nitropyrimidine

(6-methoxy-5-nitro-pyrimidin-4-yl)-methyl-amine
100114-07-6

(6-methoxy-5-nitro-pyrimidin-4-yl)-methyl-amine

Conditions
ConditionsYield
In ethanol at 20℃;57%
sodium N-methyldithiocarbamate
137-42-8

sodium N-methyldithiocarbamate

(2-bromo-1-phenylethyl)dimethylsulphonium bromide
75326-15-7

(2-bromo-1-phenylethyl)dimethylsulphonium bromide

N-methyl-4-phenyl-1,3-dithiolan-2-imine

N-methyl-4-phenyl-1,3-dithiolan-2-imine

Conditions
ConditionsYield
In dichloromethane; water at 25℃; for 20.3h;54%
sodium N-methyldithiocarbamate
137-42-8

sodium N-methyldithiocarbamate

Sodium 3-[(2-chloroacetamido-1,3,4-thiadiazol-5-yl)thiomethyl]-7β-[D,2-(3,4-dihydroxyphenyl)-2-[(4-ethyl-2,3-dioxopiperazin-1-yl)carbonylamino]acetamido]-7α-formamidoceph-3-em-4-carboxylate

Sodium 3-[(2-chloroacetamido-1,3,4-thiadiazol-5-yl)thiomethyl]-7β-[D,2-(3,4-dihydroxyphenyl)-2-[(4-ethyl-2,3-dioxopiperazin-1-yl)carbonylamino]acetamido]-7α-formamidoceph-3-em-4-carboxylate

Sodium 3-[(2-amino-1,3,4-thiadiazol-5-yl)thiomethyl]-7β-[D,2-(3,4-dihydroxyphenyl)-2-[(4-ethyl-2,3-dioxopiperazin-1-yl)carbonylamino]acetamido]-7α-formamidoceph-3-em-4-carboxylate

Sodium 3-[(2-amino-1,3,4-thiadiazol-5-yl)thiomethyl]-7β-[D,2-(3,4-dihydroxyphenyl)-2-[(4-ethyl-2,3-dioxopiperazin-1-yl)carbonylamino]acetamido]-7α-formamidoceph-3-em-4-carboxylate

Conditions
ConditionsYield
In water46%
sodium N-methyldithiocarbamate
137-42-8

sodium N-methyldithiocarbamate

2-propynyl chloride
624-65-7

2-propynyl chloride

3-N-methylthiocarbamoylthio-1-propyne

3-N-methylthiocarbamoylthio-1-propyne

Conditions
ConditionsYield
In diethyl ether; water at 5 - 7℃; for 3.5h;30%

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137-42-8Relevant articles and documents

4-Aryl-2-Imino-1,3-Dithiolanes from the Room Temperature Coupling of Sodium Dithiocarbamates with Sulfonium Salts

Bresciani, Giulio,Marchetti, Fabio,Ciancaleoni, Gianluca,Pampaloni, Guido

, p. 1615 - 1622 (2021)

A series of 4-aryl-2-imino-1,3-dithiolanes was synthesized by means of a straightforward strategy starting from readily available precursors: reactions of dithiocarbamates and arylsulfonium salts, at room temperature in water/CH2Cl2 as biphasic medium, afforded the five-membered cyclic products in good yields. The reaction mechanism was investigated by DFT calculations.

Dithiolane-Isocyanate Imminium Methylides: A Rapid Stereoselective Entry into γ-Lactams

Fishwick, Colin W. G.,Foster, Richard J.,Carr, Robin E.

, p. 9409 - 9412 (2007/10/02)

Methods have been developed for the generation and trapping of dithiolane-isocyanate imminium methylides which are a new type of azomethine methylide-derived 1,3-dipole.These species add efficiently and stereoselectively to electron deficient olefins yielding novel dithiolane-protected γ-lactams which can be efficiently deprotected to yield the corresponding lactam systems.

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