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Buy monoethanolamine (MEA) from China supplier
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USD $ 10.0-10.0 / Kilogram 1 Kilogram 800 Metric Ton/Month Hebei Guanlang Biotechnology Co., Ltd. Contact Supplier
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High purity 141-43-5 Ethanolamine
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Monoethanolamine
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2-Aminoethanol
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EthanolamineCAS NO.: 141-43-5
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Ethanolamine
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141-43-5 Usage

Metabolism

Animal Ethanolamine is a naturally occurring constituent in mammalian urine; the excretion rate is about 1.36 mg/kg/d for rats, 0.91 mg/kg/d for rabbits, and 0.454 mg/kg/d for cats (Luck and Wilcox 1953). It was suggested that deamination of ethanolamine occurs in vivo, since within 24 h after administration of [15N]-ethanolamine to rabbits, 40% of the [15N]-label was excreted as urea (Beard and Noe 1981). Sprinson and Weliky (1969) found that labeled ethanolamine was extensively converted to labeled acetate in rats. Eight h after intraperitoneal injection of 0.52μmoles of [14C]-ethanolamine in Wistar rats, 11.5% of the injected dose was recovered as 14C02 (Taylor and Richardson 1967). At that time, about 50% of the injected radioactivity was found in the liver, and significant amounts (>2% [14C]/g tissue) were detected in the spleen and brain. In the liver, greater than 90% of the radioactivity was found in the lipid fraction; in the kidney, spleen and brain, the per cent in the lipid fraction was about 60, 30, and 54%, respectively. It was suggested that the main metabolic pathway for ethanolamine in rats involves its incorporation into phospholipids, presumably via exchange with serine in phosphatidylserine, resulting in the formation of phosphatidylethanolamine. The incorporation of [14C]-ethanolamine into ethanolamine phosphoglycerides in liver, heart and brain has been extensively studied and is thought to occur via the CDP-ethanolamine pathway or by a base exchange reaction (Ansell and Spanner 1967; Weinhold and Sanders 1971; Zelinski and Choy 1982). Fifty h after topical application of [14C]-ethanolamine to excised pig skin in vitro (4μg/cm2), greater than 60% of the applied dose was found associated with the skin (Klain et al 1985). Twenty-four h after dermal application of [14C]- ethanolamine to athymic nude mice (4μg to 1.45 cm2), 19% of the applied dose was recovered in expired C02; this value was similar to that obtained after ip injection of ethanolamine. Radioactivity from [14C]ethanolamine was widely distributed in the body, with the highest levels found in the liver (26%) and kidneys (2.2%). Radioactivity was observed in hepatic phospholipids as the ethanolamine, serine, and choline bases, and in proteins and amino acids isolated from liver and skin sections. Urinary excretion included radioactive ethanolamine, urea, glycine, serine, uric acid, and choline. Thus, ethanolamine penetrates mouse skin and may be oxidized to C02, incorporated into hepatic phospholipids, or metabolized to amino acids. Twenty-four h after administration of [14C]-ethanolamine to dogs, total radioactivity in the blood was 1.69% of the administered dse (Rhodes and Case 1977). Eleven % of the dose was excreted in the urine. The half-life of the persistent low level of radioactivity in the blood was 19 d. Human Ethanolamine is a naturally occurring constituent in human urine, with a mean excretion rate in males of 0.162 mg/kg/d and in females of 0.491 mg/kg/d (Luck and Wilcox 1953). [14C]-ethanolamine was topically applied to human skin grafted onto athymic nude mice at a dose of 4μg to a 1.45 cm2 graft area (Klain et al 1985). The rate and amount of radioactivity expired as 14C02 was similar to that described above for mice. Thus, the penetration rates of ethanolamine in human skin grafts and mouse skin appear to be similar.

Occupational Health

Monoethanolamine is the most strongly basic material in this family and also has the highest vapor pressure. Breathing vapors can be irritating to the respiratory tract. Eye or skin contact can result in serious chemical burns. Diethanolamine is not as serious a hazard as Monoethanolamine, and Triethanolamine is even less so. Work practices should include adequate workplace ventilation to eliminate irritating vapors and proper protective equipment to prevent skin contact with these chemicals. Cover-all eye goggles should be worn whenever there is a chance material may be splashed into the eyes. Contaminated work clothes must not be taken home.If they are reusable, they should be laundered separately and stored in separate lockers from street clothing.

Uses

Monoethanolamine is used as a dispersing agent for agricultural chemicals, in thesynthesis of surface-active agents, as a softening agent for hides, and in emulsifiers,polishes, and hair solutions.

Air & Water Reactions

Water soluble with evolution of heat.

Chemical Properties

Monoethanolamine is a clear, colorless or pale yellow-colored, moderately viscous liquid with a mild, ammoniacal odor. Ethanolamines can be detected by odor as low as 2-3 ppm.

Environmental fate

Biological. Bridié et al. (1979) reported BOD and COD values of 0.93 and 1.28 g/g using filtered effluent from a biological sanitary waste treatment plant. These values were determined using a standard dilution method at 20 °C for a period of 5 d. Similarly, Heukelekian and Rand (1955) reported a 5-d BOD value of 0.85 g/g which is 65.0% of the ThOD value of 1.31 g/g. Chemical/Physical. Aqueous chlorination of ethanolamine at high pH produced Nchloroethanolamine, which slowly degraded to unidentified products (Antelo et al., 1981). At an influent concentration of 1,012 mg/L, treatment with GAC resulted in an effluent concentration of 939 mg/L. The adsorbability of the carbon used was 15 mg/g carbon (Guisti et al., 1974).

Description

Monoethanolamine is contained in many products, such as metalwork fluids. It is mainly an irritant. Traces may exist in other ethanolamine fluids.

Potential Exposure

Monoethanolamine is widely used in industry for scrubbing acid gases and in production of detergents and alkanolamide surfactants; to remove carbon dioxide and hydrogen from natural gas, to remove hydrogen sulfide and carbonyl sulfide; as an alkaline conditioning agent; as an intermediate for soaps, detergents, dyes, and textile agents. Diethanolamine is an absorbent for gases; a solubilizer for 2,4- dichlorophenoxyacetic acid (2,4-D); and a softener and emulsifier intermediate for detergents. It also finds use in the dye and textile industry. Triethanolamine is used as plasticizers, neutralizer for alkaline dispersions; lubricant additive; corrosion inhibitor; and in the manufacture of soaps, detergents, shampoos, shaving preparations; face and hand creams; cements, cutting oils, insecticides, surface active agents; waxes, polishes, and herbicides.

Contact allergens

Monoethanolamine is contained in many products, such as metalworking fluids. It is mainly an irritant. Traces may exist in other ethanolamine fluids.

Uses

Ethanolamine is used as an absorption agent to remove carbon dioxide and hydrogen sulfide from natural gas and other gases, as a softening agent for hides, and as a dispersing agent for agricultural chemicals. Ethanolamine is also used in polishes, hair waving solutions, emulsifiers, and in the synthesis of surface-active agents (Beyer et al 1983; Mullins 1978; Windholz 1983). Ethanolamine is permitted in articles intended for use in the production, processing, or packaging of food (CFR 1981). Ethanolamine undergoes reactions characteristic of primary amines and of alcohols. Two industrially important reactions of ethanolamine involve reaction with carbon dioxide or hydrogen sulfide to yield water soluble salts, and reaction with long chain fatty acids to form neutral ethanolamine soaps (Mullins 1978). Substituted ethanolamine compounds, such as soaps, are used extensively as emulsifiers, thickeners, wetting agents, and detergents in cosmetic formulations (including skin cleaners, creams, and lotions) (Beyer et al 1983).

storage

Monoethanolamine is very hygroscopic and is unstable when exposed to light. Aqueous monoethanolamine solutions may be sterilized by autoclaving. When monoethanolamine is stored in large quantities, stainless steel is preferable for long-term storage. Copper, copper alloys, zinc, and galvanized iron are corroded by amines and should not be used for construction of storage containers. Ethanolamines readily absorb moisture and carbon dioxide from the air; they also react with carbon dioxide. This can be prevented by sealing the monoethanolamine under an inert gas. Smaller quantities of monoethanolamine should be stored in an airtight container, protected from light, in a cool, dry place.

References

http://www.wisegeek.com/what-is-ethanolamine.htm https://pubchem.ncbi.nlm.nih.gov/compound/Ethanolamine#section=Top

History

Ethanolamines were prepared in 1860 by Wurtz from ethylene chlorohydrin and aqueous ammonia. It was only toward the end of the 19th century that an ethanolamine mixture was separated into its mono-, di-, and trieth- anolamine components; this was achieved by fractional distillation. Ethanolamines were not available commercially before the early 1930s; they assumed steadily growing commercial importance as intermediates only after 1945, because of the large-scale production of ethylene oxide. Since the mid-1970s, production of very pure, colorless triethanolamine in industrial quantities has been possible. All ethanolamines can now be obtained economically in very pure form. The most important uses of ethanolamines are in the production of emulsifiers, detergent raw materials, and textile chemicals; in gas purification processes; in cement production, as milling additives; and as building blocks for agrochemicals. Monoethanolamine is an important feedstock for the production of ethylenediamine and ethylenimine.

Pharmaceutical Applications

Monoethanolamine is used primarily in pharmaceutical formulations for buffering purposes and in the preparation of emulsions. Other uses include as a solvent for fats and oils and as a stabilizing agent in an injectable dextrose solution of phenytoin sodium. Monoethanolamine is also used to produce a variety of salts with therapeutic uses. For example, a salt of monoethanolamine with vitamin C is used for intramuscular injection, while the salicylate and undecenoate monoethanolamine salts are utilized respectively in the treatment of rheumatism and as an antifungal agent. However, the most common therapeutic use of monoethanolamine is in the production of ethanolamine oleate injection, which is used as a sclerosing agent.

Fire Hazard

Special Hazards of Combustion Products: Irritating vapors generated when heated.

Description

Ethanolamine is a kind of viscous hygroscopic amino alcohol contains both amine and alcohol chemical groups. It is widely distributed inside the body and is a component of lecithin. It has many kinds of industrial applications. For example, it can be used in the production of agricultural chemicals including ammonia as well as the manufacturing of pharmaceuticals and detergents. It can also be used as a surfactant, fluorimetric reagent and removing agent of CO2 and H2S. In pharmaceutical field, ethanolamine is used as a Vascular Sclerosing agent. It also has antihistaminic property, which alleviates the negative symptoms caused by H1-receptor binding.

General Description

A clear colorless liquid with an odor resembling that of ammonia. Flash point 185°F. May attack copper, brass, and rubber. Corrosive to tissue. Moderately toxic. Produces toxic oxides of nitrogen during combustion.

Uses

As a chemical intermediate; corrosion inhibitor; in the production of cosmetics, detergents, paints, and polishes

Physical properties

Monoethanolamine and triethanolamine are viscous, colorless, clear, hygroscopic liquids at room temperature; diethanolamine is a crystalline solid. All ethanolamines absorb water and carbon dioxide from the air and are infinitely miscible with water and alcohols. The freezing points of all ethanolamines can be lowered considerably by the addition of water. Ethanolamines are used widely as intermediates in the production of surfactants, which have become commercially important as detergents, textile and leather chemicals, and emulsifiers. Their uses range from drilling and cutting oils to medicinal soaps and highquality toiletries.

Definition

ethanolamine: Any of three lowmeltinghygroscopic colourlesssolids. They are strong bases, smell ofammonia, and absorb water readilyto form viscous liquids. Monoethanolamine,HOCH2CH2NH2, is aprimary amine, m.p. 10.5°C; diethanolamine,(HOCH2CH2)2NH, is asecondary amine, m.p. 28°C; and triethanolamine,(HOCH2CH2)3N, is atertiary amine, m.p. 21°C. All aremade by heating ethylene oxide withconcentrated aqueous ammoniaunder pressure and separating theproducts by fractional distillation.With fatty acids they form neutralsoaps, used as emulsifying agentsand detergents, and in bactericidesand cosmetics.

Physical properties

Colorless, viscous, hygroscopic liquid with an unpleasant, mild, ammonia-like odor. Odor threshold concentration is 2.6 ppm (quoted, Amoore and Hautala, 1983). The lowest taste threshold concentration in potable water at 40 °C was 2.4 mg/L (Alexander et al., 1982).

Health Hazard

Monoethanolamine causes severe irritationof the eyes and mild to moderate irritationof the skin. The pure liquid caused rednessand swelling when applied to rabbits’ skin.The acute oral toxicity of this compound waslow in animals. The toxic symptoms includedsomnolence, lethargy, muscle contraction,and respiratory distress. The oral LD50 valuesshowed a wide variation with species.LD50 value, oral (rabbits): 1000 mg/kgMonoethanolamine showed reproductive tox icity when administered at a dose of850 mg/kg/day, causing 16% mortality topregnant animals (Environmental HealthResearch and Testing 1987). This study alsoindicated that monoethanolamine reduced thenumber of viable litters but had no effect onlitter size, the birth weight, or percentage sur vival of the pups.

Uses

Used as buffer; removal of carbon dioxide and hydrogen sulfide from gas mixtures.

Incompatibilities

Monoethanolamine contains both a hydroxy group and a primary amine group and will thus undergo reactions characteristic of both alcohols and amines. Ethanolamines will react with acids to form salts and esters. Discoloration and precipitation will take place in the presence of salts of heavy metals. Monoethanolamine reacts with acids, acid anhydrides, acid chlorides, and esters to form amide derivatives, and with propylene carbonate or other cyclic carbonates to give the corresponding carbonates. As a primary amine, monoethanolamine will react with aldehydes and ketones to yield aldimines and ketimines. Additionally, monoethanolamine will react with aluminum, copper, and copper alloys to form complex salts. A violent reaction will occur with acrolein, acrylonitrile, epichlorohydrin, propiolactone, and vinyl acetate.

Safety Profile

Poison by intraperitoneal route. Moderately toxic by ingestion, skin contact, subcutaneous, intravenous, and intramuscular routes. A corrosive irritant to skin, eyes, and mucous membranes. Human mutation data reported. Flammable when exposed to heat or flame. A powerful base. Reacts violently with acetic acid, acetic anhydride, acrolein, acrylic acid, acrylonitrile, cellulose, chlorosulfonic acid, epichlorohydrin, HCl, HF, mesityl oxide, HNO3, oleum, H2SO4, p-propiolactone, vinyl acetate. To fight fire, use foam, alcohol foam, dry chemical. When heated to decomposition it emits toxic fumes of NOx. See also AMINES

Shipping

UN2491 Ethanol amine or Ethanolamine solutions, Hazard class: 8; Labels: 8-Corrosive material.

Waste Disposal

Controlled incineration; incinerator equipped with a scrubber or thermal unit to reduce nitrogen oxides emissions

Regulatory Status

Included in parenteral and nonparenteral medicines licensed in the UK and USA. Included in the Canadian List of Acceptable Nonmedicinal Ingredients.

Production Methods

Monoethanolamine is prepared commercially by the ammonolysis of ethylene oxide. The reaction yields a mixture of monoethanolamine, diethanolamine, and triethanolamine, which is separated to obtain the pure products. Monoethanolamine is also produced from the reaction between nitromethane and formaldehyde.

Safety

Monoethanolamine is an irritant, caustic material, but when it is used in neutralized parenteral and topical pharmaceutical formulations it is not usually associated with adverse effects, although hypersensitivity reactions have been reported. Monoethanolamine salts are generally regarded as being less toxic than monoethanolamine. LD50 (mouse, IP): 0.05 g/kg LD50 (mouse, oral): 0.7 g/kg LD50 (rabbit, skin): 1.0 g/kg LD50 (rat, IM): 1.75 g/kg LD50 (rat, IP): 0.07 g/kg LD50 (rat, IV): 0.23 g/kg LD50 (rat, oral): 1.72 g/kg LD50 (rat, SC): 1.5 g/kg

Reactivity Profile

Ethanolamine is a base. Reacts with organic acids (acetic acid, acrylic acid), inorganic acids (hydrochloric acid, hydrofluoric acid, nitric acid, sulfuric acid, chlorosulfonic acid), acetic anhydride, acrolein, acrylonitrile, cellulose, epichlorohydrin, mesityl oxide, beta-propiolactone, vinyl acetate. Emits toxic fumes of nitrogen oxides when heated to decomposition [Sax, 9th ed., 1996, p. 1498].

Preparation

Ethanolamine is produced with diethanolamine and triethanolamine by ammonolysis of ethylene oxide; ethanolamine is then separated by distillation (Mullins 1978).

Definition

ChEBI: A member of the class of ethanolamines that is ethane with an amino substituent at C-1 and a hydroxy substituent at C-2, making it both a primary amine and a primary alcohol.
InChI:InChI=1/C2H7NO/c3-1-2-4/h4H,1-3H2

141-43-5 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
Alfa Aesar (A11697)  Ethanolamine, 98+%    141-43-5 250g 219.0CNY Detail
Alfa Aesar (A11697)  Ethanolamine, 98+%    141-43-5 500g 229.0CNY Detail
Alfa Aesar (A11697)  Ethanolamine, 98+%    141-43-5 2500g 429.0CNY Detail
Alfa Aesar (22793)  Ethanolamine, 99%, H2O 0.5% max    141-43-5 250g 337.0CNY Detail
Alfa Aesar (22793)  Ethanolamine, 99%, H2O 0.5% max    141-43-5 1kg 658.0CNY Detail
Alfa Aesar (36260)  Ethanolamine, ACS, 99+%    141-43-5 500ml 408.0CNY Detail
Alfa Aesar (36260)  Ethanolamine, ACS, 99+%    141-43-5 *4x500ml 1464.0CNY Detail
Sigma-Aldrich (00278)  Ethanolamine  analytical standard 141-43-5 00278-5ML-F 1,040.13CNY Detail
Sigma-Aldrich (Y0001184)  Trolamine impurity A  European Pharmacopoeia (EP) Reference Standard 141-43-5 Y0001184 1,880.19CNY Detail
USP (1445925)  Monoethanolamine  United States Pharmacopeia (USP) Reference Standard 141-43-5 1445925-1ML 4,588.74CNY Detail
Aldrich (411000)  Ethanolamine  purified by redistillation, ≥99.5% 141-43-5 411000-100ML 809.64CNY Detail
Aldrich (411000)  Ethanolamine  purified by redistillation, ≥99.5% 141-43-5 411000-500ML 2,410.20CNY Detail

141-43-5SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name ethanolamine

1.2 Other means of identification

Product number -
Other names Ethanolamine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Specialized Industrial Chemicals
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:141-43-5 SDS

141-43-5Synthetic route

trityl-(3-trityloxy-propyl)-amine

trityl-(3-trityloxy-propyl)-amine

ethanolamine
141-43-5

ethanolamine

Conditions
ConditionsYield
With sodium hydrogen sulfate; silica gel In methanol; dichloromethane at 20℃; for 3.5h;95%
benzylamine
100-46-9

benzylamine

5-(2-hydroxyethyl)hexahydro-1,3,5-dithiazine
88891-55-8

5-(2-hydroxyethyl)hexahydro-1,3,5-dithiazine

A

1,3,5-Tribenzyl-1,3,5-triazacyclohexane
2547-66-2

1,3,5-Tribenzyl-1,3,5-triazacyclohexane

B

ethanolamine
141-43-5

ethanolamine

Conditions
ConditionsYield
at 20℃; for 24h;A 95%
B n/a
2-nitro-1-ethanol
625-48-9

2-nitro-1-ethanol

A

ethanolamine
141-43-5

ethanolamine

B

2-hydroxyethylhydroxylamine
30635-68-8

2-hydroxyethylhydroxylamine

Conditions
ConditionsYield
With hydrogen In para-xylene; isopropyl alcohol at 25℃; under 760.051 Torr; for 3h;A 5%
B 95%
glycine
56-40-6

glycine

ethanolamine
141-43-5

ethanolamine

Conditions
ConditionsYield
With sulfuric acid; hydrogen In water at 79.84℃; under 60006 Torr;92.3%
With zinc borohydride In tetrahydrofuran for 7h; Heating;70%
With sodium tetrahydroborate; iodine In tetrahydrofuran
(2-hydroxyethyl)-formamide
693-06-1

(2-hydroxyethyl)-formamide

ethanolamine
141-43-5

ethanolamine

Conditions
ConditionsYield
With caesium carbonate In methanol at 60℃; for 8h;92%
N-tritylethanolamine
24070-16-4

N-tritylethanolamine

ethanolamine
141-43-5

ethanolamine

Conditions
ConditionsYield
With sodium hydrogen sulfate; silica gel In methanol; dichloromethane at 20℃; for 3.5h;90%
N-Benzylethanolamine
104-63-2

N-Benzylethanolamine

ethanolamine
141-43-5

ethanolamine

Conditions
ConditionsYield
With ammonium formate; palladium on activated charcoal In methanol for 0.166667h; Heating;86%
With 9,10-Dicyanoanthracene In water; acetonitrile Irradiation;80%
With di-isopropyl azodicarboxylate In tetrahydrofuran at 20℃; for 336h;
ethanolamine
141-43-5

ethanolamine

Conditions
ConditionsYield
With ammonium hydroxide; Ni6AlO(z); hydrogen at 80℃; under 3750.38 Torr; for 3h; Autoclave;85%
With ammonia; hydrogen; cobalt/manganese/sodium/phosphorous reduced catalyst In water at 100℃; under 75007.5 Torr; for 8h; Product distribution / selectivity; Autoclave;
2-(3-nitrophenoxy)ethanamine
26646-35-5

2-(3-nitrophenoxy)ethanamine

A

C8H9N2O3(1-)

C8H9N2O3(1-)

B

meta-nitrophenol
554-84-7

meta-nitrophenol

C

N-(2-hydroxyethyl)-3-nitroaniline
55131-09-4

N-(2-hydroxyethyl)-3-nitroaniline

D

ethanolamine
141-43-5

ethanolamine

Conditions
ConditionsYield
With deuteriated sodium hydroxide In water-d2 at 20℃; for 0.833333h; Smiles rearrangement; UV-irradiation;A 15%
B n/a
C 73%
D n/a
methoxycarbonylmethylamine
616-34-2

methoxycarbonylmethylamine

ethanolamine
141-43-5

ethanolamine

Conditions
ConditionsYield
With sodium tetrahydroborate In diethylene glycol dimethyl ether at 76 - 78℃; for 3h;70%
With lithium aluminium tetrahydride In tetrahydrofuran for 5h;
glycolamide
598-42-5

glycolamide

ethanolamine
141-43-5

ethanolamine

Conditions
ConditionsYield
With hydrogen; iridium In cyclohexane; glycerol at 180℃; under 15001.5 Torr; for 3.08h; Reagent/catalyst; Temperature; Solvent; Pressure; Autoclave;61%
2-aminoacetyl chloride
4746-64-9

2-aminoacetyl chloride

ethanolamine
141-43-5

ethanolamine

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran for 2h; Heating;55%
oxirane
75-21-8

oxirane

ammonia
7664-41-7

ammonia

A

triethanolamine
102-71-6

triethanolamine

B

ethanolamine
141-43-5

ethanolamine

C

2,2'-iminobis[ethanol]
111-42-2

2,2'-iminobis[ethanol]

Conditions
ConditionsYield
water at 48.84 - 76.84℃; under 12751.3 Torr; for 0.25h;A 7.7%
B 52.1%
C 40.2%
ethylene glycol
107-21-1

ethylene glycol

A

piperazine
110-85-0

piperazine

B

ethanolamine
141-43-5

ethanolamine

C

2-(2-Aminoethylamino)ethanol
111-41-1

2-(2-Aminoethylamino)ethanol

D

ethylenediamine
107-15-3

ethylenediamine

E

1,5-diamino-3-azapentane
111-40-0

1,5-diamino-3-azapentane

F

2,2'-iminobis[ethanol]
111-42-2

2,2'-iminobis[ethanol]

Conditions
ConditionsYield
Stage #1: ethylene glycol With ammonia; hydrogen at 150℃; under 150015 Torr;
Stage #2: copper oxide; graphite; molybdenum oxide; nickel oxide; zirconium dioxide; mixture of at 170℃; under 150015 Torr;
A 6.8%
B 29%
C 5.7%
D 49.5%
E 3.9%
F 1.7%
With ammonia; hydrogen at 170 - 180℃; under 150015 Torr; Conversion of starting material;
With ammonia; water; hydrogen at 180℃; under 150015 Torr; Conversion of starting material;
With ammonia; hydrogen at 150 - 170℃; under 150015 Torr; Conversion of starting material;
With ammonia; hydrogen at 200℃; under 150015 Torr; Conversion of starting material;
2-(Ethylamino)ethanol
110-73-6

2-(Ethylamino)ethanol

A

formaldehyd
50-00-0

formaldehyd

B

ethylamine
75-04-7

ethylamine

C

ethanolamine
141-43-5

ethanolamine

D

acetaldehyde
75-07-0

acetaldehyde

Conditions
ConditionsYield
With water at 25℃; anodic oxidation, pH 10, carbonate buffer; Further byproducts given;A 14%
B 43%
C 45%
D 44%
2-(Ethylamino)ethanol
110-73-6

2-(Ethylamino)ethanol

A

formaldehyd
50-00-0

formaldehyd

B

ethylamine
75-04-7

ethylamine

C

ethanolamine
141-43-5

ethanolamine

D

acetaldehyde
75-07-0

acetaldehyde

E

Glycolaldehyde
141-46-8

Glycolaldehyde

Conditions
ConditionsYield
With water at 25℃; Product distribution; Mechanism; anodic oxidation, carbonate buffer, pH 10; effect of substituents investigated with different types of β-alkanolamines;A 14%
B 43%
C 45%
D 44%
E n/a
glycine ethyl ester hydrochloride
5680-79-5

glycine ethyl ester hydrochloride

ethanolamine
141-43-5

ethanolamine

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran for 2h; Heating;44%
2-aminoethyl vinyl ether
7336-29-0

2-aminoethyl vinyl ether

A

2-methyl-2,3,4,5-tetrahydroisoxazole
16250-70-7

2-methyl-2,3,4,5-tetrahydroisoxazole

B

N-Ethylideneethanolamine Vinyl Ether
93555-19-2

N-Ethylideneethanolamine Vinyl Ether

C

ethanolamine
141-43-5

ethanolamine

Conditions
ConditionsYield
With palladium dichloride In benzene Heating;A 21%
B 33%
C n/a
mercury(II) diacetate In hexane at 60℃; for 4h;A 20%
B 28.3 g
C 26.1 g
phenyllithium
591-51-5

phenyllithium

N-(1,2,5-trimethylpiperidinylidene-4-)-β-hydroxyethylamine
113556-34-6

N-(1,2,5-trimethylpiperidinylidene-4-)-β-hydroxyethylamine

A

1,2,5-trimethyl-4-piperidone
7516-33-8

1,2,5-trimethyl-4-piperidone

B

ethanolamine
141-43-5

ethanolamine

C

1,2,5-trimethyl-4-phenyl-4-N-(β-hydroxyethyl)aminopiperidine
113556-41-5

1,2,5-trimethyl-4-phenyl-4-N-(β-hydroxyethyl)aminopiperidine

Conditions
ConditionsYield
In diethyl etherA n/a
B n/a
C 11%
benzaldehyde
100-52-7

benzaldehyde

ethanolamine
141-43-5

ethanolamine

N-Benzylethanolamine
104-63-2

N-Benzylethanolamine

Conditions
ConditionsYield
Stage #1: benzaldehyde; ethanolamine In methanol at 20℃; for 0.25h;
Stage #2: With methanol; sodium tetrahydroborate at 0 - 20℃;
100%
With copper chromium spinel oxide; hydrogen; barium(II) oxide at 130℃; under 37503 Torr; for 1h;97.8%
Stage #1: benzaldehyde; ethanolamine With magnesium sulfate In methanol at 20℃; for 18h;
Stage #2: With sodium tetrahydroborate In methanol at 0 - 20℃; for 1h;
95%
formaldehyd
50-00-0

formaldehyd

ethanolamine
141-43-5

ethanolamine

1,3,5-tris(2-hydroxyethyl)-1,3,5-triazacyclohexane
4719-04-4

1,3,5-tris(2-hydroxyethyl)-1,3,5-triazacyclohexane

Conditions
ConditionsYield
In methanol at 20℃; for 16h;100%
In methanol for 48h;86%
With water
In ethanol Cyclization;
at 50 - 80℃; for 1h;92 g
formaldehyd
50-00-0

formaldehyd

ethanolamine
141-43-5

ethanolamine

N-(hydroxyethyl)aminomethanesulfonic acid
88788-08-3

N-(hydroxyethyl)aminomethanesulfonic acid

Conditions
ConditionsYield
Stage #1: formaldehyd; ethanolamine In water at 10℃; for 24h;
Stage #2: With sulfur dioxide In water at 20℃; pH=<= 1.0;
100%
With water und anschliessende Saettigung mit SO2;
methyl cyclohexylacetate
14352-61-5

methyl cyclohexylacetate

ethanolamine
141-43-5

ethanolamine

2-cyclohexyl-N-(2-hydroxyethyl)acetamide

2-cyclohexyl-N-(2-hydroxyethyl)acetamide

Conditions
ConditionsYield
With 2-tert-butylimino-2-diethylamino-1,3-dimethyl-perhydro-1,3,2-diazaphosphorine In acetonitrile at 20℃; for 15h; Schlenk technique; Inert atmosphere;100%
at 100 - 120℃;
ethanolamine
141-43-5

ethanolamine

benzyl chloroformate
501-53-1

benzyl chloroformate

benzyl 2-hydroxyethylcarbamate
77987-49-6

benzyl 2-hydroxyethylcarbamate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; for 1h;100%
In benzene for 0.5h; Ambient temperature;95%
With triethylamine In dichloromethane at 20℃; for 6h; Large scale;95.3%
ethanolamine
141-43-5

ethanolamine

4-methyl-2-pentanone
108-10-1

4-methyl-2-pentanone

(2-aminoethanol)methyl isobutyl ketimine
32781-30-9

(2-aminoethanol)methyl isobutyl ketimine

Conditions
ConditionsYield
at 76 - 99℃; under 252.025 Torr; for 2h; Dean-Stark;100%
In cyclohexane at 90.7 - 105.9℃; for 2h; Dean-Stark; Reflux;99%
In cyclohexane at 90.7 - 105.9℃; for 2h; Dean-Stark;99%
ethanolamine
141-43-5

ethanolamine

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

N-(2-hydroxy-ethyl)-4-methyl-benzenesulfonamide
14316-14-4

N-(2-hydroxy-ethyl)-4-methyl-benzenesulfonamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; for 18h; Inert atmosphere;100%
With triethylamine In dichloromethane at 0 - 20℃; for 24h;99%
With pyridine at 5 - 20℃;96%
ethanolamine
141-43-5

ethanolamine

formic acid ethyl ester
109-94-4

formic acid ethyl ester

(2-hydroxyethyl)-formamide
693-06-1

(2-hydroxyethyl)-formamide

Conditions
ConditionsYield
Stage #1: ethanolamine With sodium ethanolate at 20℃; for 0.5h;
Stage #2: formic acid ethyl ester In ethanol for 1h; Heating; Further stages.;
100%
at 10 - 20℃; for 12h;100%
99%
ethyl trifluoroacetate,
383-63-1

ethyl trifluoroacetate,

ethanolamine
141-43-5

ethanolamine

N-(2-hydroxyethyl)-2,2,2-trifluoroacetamide
6974-29-4

N-(2-hydroxyethyl)-2,2,2-trifluoroacetamide

Conditions
ConditionsYield
In acetonitrile100%
at 20℃; for 2h;100%
With triethylamine In methanol; water95%
ethanolamine
141-43-5

ethanolamine

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

(2-hydroxy-ethyl)-phosphoramidic acid diethyl ester
14662-78-3

(2-hydroxy-ethyl)-phosphoramidic acid diethyl ester

Conditions
ConditionsYield
With potassium carbonate; potassium hydrogencarbonate; tetrabutylammomium bromide In tetrachloromethane; dichloromethane at 15 - 20℃; for 2h;100%
With tetrachloromethane; triethylamine In tetrahydrofuran at 0 - 20℃; Atherton-Tood reaction; Inert atmosphere;100%
With triethylamine In tetrachloromethane; benzene
ethanolamine
141-43-5

ethanolamine

1-phenylbutan-1,3-dione
93-91-4

1-phenylbutan-1,3-dione

(Z)-3-(2-hydroxyethylamino)-1-phenylbut-2-en-1-one
65271-13-8

(Z)-3-(2-hydroxyethylamino)-1-phenylbut-2-en-1-one

Conditions
ConditionsYield
at 130℃; for 0.0833333h; microwave irradiation;100%
With potassium dihydrogenphosphate at 50℃; for 0.5h; neat (no solvent);96%
With β‐cyclodextrin In water at 20℃; for 0.5h; chemospecific reaction;88%
2-[2-(vinyloxy)ethoxymethyl]oxirane
16801-19-7

2-[2-(vinyloxy)ethoxymethyl]oxirane

ethanolamine
141-43-5

ethanolamine

1-{(2-Hydroxy-ethyl)-[2-hydroxy-3-(2-vinyloxy-ethoxy)-propyl]-amino}-3-(2-vinyloxy-ethoxy)-propan-2-ol

1-{(2-Hydroxy-ethyl)-[2-hydroxy-3-(2-vinyloxy-ethoxy)-propyl]-amino}-3-(2-vinyloxy-ethoxy)-propan-2-ol

Conditions
ConditionsYield
at 60℃; for 4h;100%
trimethylsilyl isocyanate
1118-02-1

trimethylsilyl isocyanate

ethanolamine
141-43-5

ethanolamine

<2-(trimethylsilyloxy)ethyl>urea
75226-85-6

<2-(trimethylsilyloxy)ethyl>urea

Conditions
ConditionsYield
at 20 - 80℃; for 2h;100%
2,2,4-trichlorobutanal
87459-26-5

2,2,4-trichlorobutanal

ethanolamine
141-43-5

ethanolamine

7,7-Dichloro-hexahydro-pyrrolo[2,1-b]oxazole
128538-93-2

7,7-Dichloro-hexahydro-pyrrolo[2,1-b]oxazole

Conditions
ConditionsYield
100%
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

ethanolamine
141-43-5

ethanolamine

2-(N-tert-butoxycarbonylamino)ethanol
26690-80-2

2-(N-tert-butoxycarbonylamino)ethanol

Conditions
ConditionsYield
In dichloromethane at 20℃; for 5h;100%
aminosulfonic acid at 25 - 28℃; for 0.0833333h;100%
With sodium hydroxide In 1,4-dioxane; water at 0℃; for 2h;100%
5-(dimethylamino)naphth-1-ylsulfonyl chloride
605-65-2

5-(dimethylamino)naphth-1-ylsulfonyl chloride

ethanolamine
141-43-5

ethanolamine

5-dimethylamino-N-(2-hydroxyethyl)naphthalene-1-sulfonamide
5282-89-3

5-dimethylamino-N-(2-hydroxyethyl)naphthalene-1-sulfonamide

Conditions
ConditionsYield
With pyridine for 17h; sulfonylation;100%
With triethylamine In dichloromethane98%
In water at 80℃;96%
dimethylisocyanatosilane
100238-69-5

dimethylisocyanatosilane

ethanolamine
141-43-5

ethanolamine

(2-Dimethylsilanyloxy-ethyl)-urea

(2-Dimethylsilanyloxy-ethyl)-urea

Conditions
ConditionsYield
In tetrahydrofuran at -5 - 19℃; for 2h;100%
o-formylbenzonitrile
7468-67-9

o-formylbenzonitrile

ethanolamine
141-43-5

ethanolamine

3-(2-Hydroxy-ethylamino)-2,3-dihydro-isoindol-1-one
93679-81-3

3-(2-Hydroxy-ethylamino)-2,3-dihydro-isoindol-1-one

Conditions
ConditionsYield
at 40℃; for 1h;100%
2-(vinyloxy)ethyl isothiocyanate
59565-09-2

2-(vinyloxy)ethyl isothiocyanate

ethanolamine
141-43-5

ethanolamine

1-(2-Hydroxy-ethyl)-3-(2-vinyloxy-ethyl)-thiourea
111290-30-3

1-(2-Hydroxy-ethyl)-3-(2-vinyloxy-ethyl)-thiourea

Conditions
ConditionsYield
100%
C106H123N37O59P9(9-)

C106H123N37O59P9(9-)

ethanolamine
141-43-5

ethanolamine

C99H118N38O59P9(9-)

C99H118N38O59P9(9-)

Conditions
ConditionsYield
In water at 65℃; for 14h;100%
ethanolamine
141-43-5

ethanolamine

2,3:5,6-di-O-cyclohexylidene-D-manno-furanose
61489-23-4

2,3:5,6-di-O-cyclohexylidene-D-manno-furanose

N-(2,3;5,6-di-O-cyclohexylidene-D-mannofuranosyl)ethanolamine

N-(2,3;5,6-di-O-cyclohexylidene-D-mannofuranosyl)ethanolamine

Conditions
ConditionsYield
With acetic acid In benzene for 1h; Heating;100%
ethanolamine
141-43-5

ethanolamine

3-carboethoxy-5-bis(trifluoromethyl)-2-pyrazoline

3-carboethoxy-5-bis(trifluoromethyl)-2-pyrazoline

3-monoethanolamido-5-bis(trifluoromethyl)-2-pyrazoline

3-monoethanolamido-5-bis(trifluoromethyl)-2-pyrazoline

Conditions
ConditionsYield
In diethyl ether; water at 20℃; for 12h;100%
ethanolamine
141-43-5

ethanolamine

4-(ethoxycarbonylamino)-thiophene-3-carboxaldehyde
125215-31-8

4-(ethoxycarbonylamino)-thiophene-3-carboxaldehyde

(4-{[(E)-2-Hydroxy-ethylimino]-methyl}-thiophen-3-yl)-carbamic acid ethyl ester
125215-44-3

(4-{[(E)-2-Hydroxy-ethylimino]-methyl}-thiophen-3-yl)-carbamic acid ethyl ester

Conditions
ConditionsYield
In ethanol for 0.333333h; Heating;100%
ethanolamine
141-43-5

ethanolamine

(2-Ethyl-4-formyl-thiophen-3-yl)-carbamic acid ethyl ester
125215-33-0

(2-Ethyl-4-formyl-thiophen-3-yl)-carbamic acid ethyl ester

(2-Ethyl-4-{[(E)-2-hydroxy-ethylimino]-methyl}-thiophen-3-yl)-carbamic acid ethyl ester
125215-46-5

(2-Ethyl-4-{[(E)-2-hydroxy-ethylimino]-methyl}-thiophen-3-yl)-carbamic acid ethyl ester

Conditions
ConditionsYield
In ethanol for 0.333333h; Heating;100%
ethanolamine
141-43-5

ethanolamine

(4-Formyl-2,5-dimethyl-thiophen-3-yl)-carbamic acid ethyl ester
125215-34-1

(4-Formyl-2,5-dimethyl-thiophen-3-yl)-carbamic acid ethyl ester

(4-{[(E)-2-Hydroxy-ethylimino]-methyl}-2,5-dimethyl-thiophen-3-yl)-carbamic acid ethyl ester
125215-47-6

(4-{[(E)-2-Hydroxy-ethylimino]-methyl}-2,5-dimethyl-thiophen-3-yl)-carbamic acid ethyl ester

Conditions
ConditionsYield
In ethanol for 0.333333h; Heating;100%
ethanolamine
141-43-5

ethanolamine

1-Methyl-6-methylsulfanyl-2,4-dioxo-3-phenyl-1,2,3,4-tetrahydro-pyrimidine-5-carbonitrile
100890-40-2

1-Methyl-6-methylsulfanyl-2,4-dioxo-3-phenyl-1,2,3,4-tetrahydro-pyrimidine-5-carbonitrile

6-(2-Hydroxy-ethylamino)-1-methyl-2,4-dioxo-3-phenyl-1,2,3,4-tetrahydro-pyrimidine-5-carbonitrile
115351-90-1

6-(2-Hydroxy-ethylamino)-1-methyl-2,4-dioxo-3-phenyl-1,2,3,4-tetrahydro-pyrimidine-5-carbonitrile

Conditions
ConditionsYield
In acetonitrile for 0.0833333h; Ambient temperature;100%
ethanolamine
141-43-5

ethanolamine

5-Methoxy-4-phenyl-5,6-dihydro-4H-[1,3,4]thiadiazine
96286-28-1

5-Methoxy-4-phenyl-5,6-dihydro-4H-[1,3,4]thiadiazine

2-(4-Phenyl-5,6-dihydro-4H-[1,3,4]thiadiazin-5-ylamino)-ethanol

2-(4-Phenyl-5,6-dihydro-4H-[1,3,4]thiadiazin-5-ylamino)-ethanol

Conditions
ConditionsYield
Ambient temperature;100%
ethanolamine
141-43-5

ethanolamine

tetramethyl-2,2,3,3-dimethylamino-5-ethoxy-7 carboethoxy-9 trioxa-1,4,6 diaza-8,9 phospha(V)-5 spiro(4,4)noneme-7,8
75386-17-3

tetramethyl-2,2,3,3-dimethylamino-5-ethoxy-7 carboethoxy-9 trioxa-1,4,6 diaza-8,9 phospha(V)-5 spiro(4,4)noneme-7,8

tetramethyl-2,2,3,3 dimethylamino-5 aza-6 trioxa-1,4,9 phospha(V)-5 spiro(4,4) nonane

tetramethyl-2,2,3,3 dimethylamino-5 aza-6 trioxa-1,4,9 phospha(V)-5 spiro(4,4) nonane

Conditions
ConditionsYield
In diethyl ether for 1h; Ambient temperature;100%
ethanolamine
141-43-5

ethanolamine

2-Fluorobenzoyl chloride
393-52-2

2-Fluorobenzoyl chloride

2-fluoro-N-(2-hydroxyethyl)benzamide
111904-31-5

2-fluoro-N-(2-hydroxyethyl)benzamide

Conditions
ConditionsYield
With sodium hydroxide In dichloromethane; water for 1h; Ambient temperature;100%
With triethylamine In dichloromethane at 25℃; for 2h;95%
With potassium carbonate In methanol at 0 - 20℃; for 15h; Inert atmosphere;
ethanolamine
141-43-5

ethanolamine

2-fluoro-2,2-dinitroethylchloroformate, pentafluorosulfanylimine
139649-70-0

2-fluoro-2,2-dinitroethylchloroformate, pentafluorosulfanylimine

N-(2-hydroxyethyl)-2-fluoro-2,2-dinitroethyl carbamate, pentafluorosulfanylimine
139649-73-3

N-(2-hydroxyethyl)-2-fluoro-2,2-dinitroethyl carbamate, pentafluorosulfanylimine

Conditions
ConditionsYield
In dichloromethane at 0℃; for 1.5h;100%
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