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Diethanolamine Manufacturer/High quality/Best price/In stock
Cas No: 111-42-2
USD $ 3.0-3.0 / Kilogram 1 Kilogram 1-100 Metric Ton/Month Dayang Chem (Hangzhou) Co.,Ltd. Contact Supplier
High quality 2,2'-Iminodiethanol supplier in China
Cas No: 111-42-2
No Data 1 Kilogram 3000 Metric Ton/Month Simagchem Corporation Contact Supplier
High Quality Diethanolamine
Cas No: 111-42-2
USD $ 1.1-1.4 / Kilogram 1 Kilogram 100 Metric Ton/Day EAST CHEMSOURCES LIMITED Contact Supplier
Factory Supply Diethanolamine
Cas No: 111-42-2
No Data 1 1 Ality Chemical Corporation Contact Supplier
Amadis Chemical offer CAS#111-42-2;CAT#A802359
Cas No: 111-42-2
No Data 10 Milligram Amadis Chemical Co., Ltd. Contact Supplier
2,2-Iminodiethanol
Cas No: 111-42-2
USD $ 1.0-1.0 / Kilogram 1 Kilogram 1000 Metric Ton/Year Henan Sinotech Import&Export Corporation Contact Supplier
Factory Price Top Quality 99% Diethanolamine /DEA as Intermediate, CAS.111-42-2
Cas No: 111-42-2
USD $ 1.0-3.0 / Kilogram 1 Kilogram 10 Metric Ton/Month Hebei yanxi chemical co.,LTD. Contact Supplier
DiethanolamineCAS NO.: 111-42-2
Cas No: 111-42-2
USD $ 4.0-5.0 / Kilogram 1 Kilogram 10000 Gram/Day Henan Wentao Chemical Product Co., Ltd. Contact Supplier
2,2'-Iminodiethanol best price
Cas No: 111-42-2
No Data 1 Metric Ton 1 Metric Ton/Day Henan Tianfu Chemical Co., Ltd. Contact Supplier
Diethanolamine
Cas No: 111-42-2
No Data 1 Kilogram 300 Metric Ton/Year Jinan Finer Chemical Co., Ltd Contact Supplier

111-42-2 Usage

Safety Profile

Poison by intraperitoneal route. Moderately toxic by ingestion and subcutaneous routes. Mildly toxic by skin contact. A severe eye and mild skin irritant. Experimental reproductive effects. Combustible when exposed to heat or flame; can react with oxidizing materials. To fight fire, use alcohol foam, water, Co2, dry chemical. When heated to decomposition it emits toxic fumes such as NOx. See also AMINES.

Metabolism

Treatment of Wistar or Sherman rats with diethanolamine caused increases in the formation of hepatic phospholipids (Artom et al 1949). In addition, dietary administration led to incorporation of ethanolamine into hepatic phospholipids (Artom et al 1949), and repeated oral administration of diethanolamine in drinking water (one to three wk) at a dose of 320 mg/kg/d was found to reduce the level of incorporation of ethanolamine and choline into hepatic and renal phospholipids in Sprague-Dawley rats (Barbee and H?rtung 1979b). Dermal absorption of diethanolamine is suggested to occur in rats since Nnitrosodiethanolamine was excreted in the urine of male Sprague-Dawley rats which had been administered diethanolamine by dermal application and given nitrite in their drinking water (Preussman et al 1981).

Uses

Diethanolamine is used in the production ofsurface-active agents and lubricants for thetextile industry; as an intermediate for rubberchemicals; as an emulsifier; as a humectantand softening agent; as a detergent in paints,shampoos, and other cleaners; and as anintermediate in resins and plasticizers.

General Description

Oily colorless liquid or solid white crystals. Slight rotten fish or ammonia odor. Denser than water.

Industrial uses

Diethanolamine undergoes reactions characteristic of secondary amines and of alcohols. Two industrially important reactions of the ethanolamines 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). Diethanolamine is used as a dispersing agent in various agricultural chemicals, as an absorbent for acidic gases (hydrogen sulfide and carbon dioxide), as a humectant, as an intermediate in the synthesis of morpholine, as a surface-active agent in cutting fluids, as a corrosion inhibitor, as a component in textile specialty agents, and as a secondary vulcanization accelerator in the rubber industry. Diethanolamine is also used in cleaners and pharmaceutical ointments, in polyurethane formulations, in herbicides, and in a variety of organic syntheses (Beyer et al 1983; Mullins 1978; Windholz 1983). Diethanolamine is permitted in articles intended for use in the production, processing, or packaging of food (CFR 1981), and is permitted as a secondary direct food additive from use in delinting cottonseed in the production of cottonseed oil or meal cake (Fed. Reg. 1982). Because of the wide industrial and consumer uses, large amounts of this chemical are discharged into water and sewage in an unaltered form (Yordy and Alexander 1981).

Description

Diethanolamine is an organic base which has been used as an emulsifying and dispersing agent.It can also be used as a basic buffer, with optimal pH about pH 9, if titrated with HCl or other acid. Other uses include: to "scrub" gases, as a chemical intermediate, as humectant or softening agent.

Shipping

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

Preparation

Diethanolamine 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.

Fire Hazard

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

Chemical Reactivity

Reactivity with Water : No reaction; Reactivity with Common Materials: No reaction; Stability During Transport: Stable; Neutralizing Agents for Acids and Caustics: Flush with water; Polymerization: Not pertinent; Inhibitor of Polymerization: Not pertinent.

Potential Exposure

Diethanolamine is present in machining and grinding fluids and has been detected in workplace air in the metal manufacturing industry. It was present in bulk cutting fluids at levels ranging from 4 to 5% (Kenyon et al., 1993). Diethanolamine has also been reported to be present in wetting fluids used in road paving. A level of 0.05 mg/m3 was detected in a stationary sample at a slurry machine discharging a bitumen emulsion containing 0.2% of the amine. All personal exposures were below the detection limit (0.02 mg/m3) (Levin et al., 1994). In a German study (1992–94), diethanolamine was measured in samples of metalworking fluids in a range of 0–44% (n = 69). The number of samples with diethanolamine present steadily declined from 90% to 60% over the study period (Pfeiffer et al., 1996).

Pharmaceutical Applications

Diethanolamine is primarily used in pharmaceutical formulations as a buffering agent, such as in the preparation of emulsions with fatty acids. In cosmetics and pharmaceuticals it is used as a pH adjuster and dispersant. Diethanolamine has also been used to form the soluble salts of active compounds, such as iodinated organic acids that are used as contrast media. As a stabilizing agent, diethanolamine prevents the discoloration of aqueous formulations containing hexamethylenetetramine-1,3-dichloropropene salts. Diethanolamine is also used in cosmetics.

Reactivity Profile

2,2'-Iminodiethanol is an aminoalcohol. Amines are chemical bases. They neutralize acids to form salts plus water. These acid-base reactions are exothermic. The amount of heat that is evolved per mole of amine in a neutralization is largely independent of the strength of the amine as a base. Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides. 2,2'-Iminodiethanol is hygroscopic. 2,2'-Iminodiethanol may be sensitive to exposure to air and light. 2,2'-Iminodiethanol can react with oxidizing materials, acids, CO2, copper alloys, aluminum, zinc, galvanized iron and copper.

Health Hazard

The irritant action of diethanolamine on theeyes can be severe. Direct contact of thepure liquid can impair vision. Irritation onthe skin may be mild to moderate. Theacute oral toxicity of this compound waslow in test animals. The toxic symptomsinclude somnolence, excitement, and musclecontraction.LD50 value, oral (mice): 3300 mg/kgThe vapor pressure of diethanolamine isnegligibly low (<0.01 torr at 20°C (68°F)).At ordinary temperature, this compoundshould not cause any inhalation hazard. Themists, fumes, or vapors at high temperatures,however, can produce eye, skin, and respiratory tract irritation.In contrast to monoethanolamine, dieth anolamine administered to mice at 1125 mg/kg/day caused no change in maternal mortality, litter size, or percentage survival of thepups (Environmental Health Research andTesting 1987).

Incompatibilities

Diethanolamine is a secondary amine that contains two hydroxy groups. It is capable of undergoing reactions typical of secondary amines and alcohols. The amine group usually exhibits the greater activity whenever it is possible for a reaction to take place at either the amine or a hydroxy group.Diethanolamine will react 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 secondary amine, diethanolamine reacts with aldehydes and ketones to yield aldimines and ketimines. Diethanolamine also reacts with copper to form complex salts. Discoloration and precipitation will take place in the presence of salts of heavy metals.

Waste Disposal

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

Purification Methods

Fractionally distil the amine twice, then fractionally crystallise it from its melt. Its solubility in H2O is 10% at 20o. [Perrin & Dempsey Buffers for pH and Metal Ion Control Chapman & Hall, London 1974, Beilstein 4 H 283, 4 II 729, 4 III 689, 4 IV 1514.]

Uses

Diethanolamine similar to triethanolamine (T775580) is used as a surfactant. It also has the potential to be a corrosion inhibitor by means of chemisorption.

Air & Water Reactions

Water soluble.

Uses

To scrub gases as indicated under ethanolamine. Diethanolamine can be used with cracking gases and coal or oil gases which contain carbonyl sulfide that would react with monoethanolamine. As rubber chemicals intermediate. In the manufacture of surface active agents used in textile specialties, herbicides, petroleum demulsifiers. As emulsifier and dispersing agent in various agricultural chemicals, cosmetics, and pharmaceuticals. In the production of lubricants for the textile industry. As humectant and softening agent. In organic syntheses.

Contact allergens

Diethanolamine is contained in many products, as a metalworking fuid. Traces may exist in other etha- nolamine-containing fuids.

storage

Diethanolamine is hygroscopic and light- and oxygen-sensitive; it should be stored in an airtight container, protected from light, in a cool, dry place.

Safety

Diethanolamine is used in topical and parenteral pharmaceutical formulations, with up to 1.5% w/v being used in intravenous infusions. Experimental studies in dogs have shown that intravenous administration of larger doses of diethanolamine results in sedation, coma, and death.Animal toxicity studies suggest that diethanolamine is less toxic than monoethanolamine, although in rats the oral acute and subacute toxicity is greater. Diethanolamine is said to be heptacarcinogenic in mice and has also been reported to induce hepatic choline deficiency in mice.Diethanolamine is an irritant to the skin, eyes, and mucous membranes when used undiluted or in high concentration. However, in rabbits, aqueous solutions containing 10% w/v diethanolamine produce minor irritation. The lethal human oral dose of diethanolamine is estimated to be 5–15g/kg body-weight. The US Cosmetic Ingredient Review Expert Panel evaluated diethanolamine and concluded that it is safe for use in cosmetic formulations designed for discontinuous, brief use followed by thorough rinsing from the surface of the skin. In products intended for prolonged contact with the skin, the concentration of ethanolamines should not exceed 5%. Diethanolamine should not be used in products containing N-nitrosating agents.LD50 (guinea pig, oral): 2.0g/kgLD50 (mouse, IP): 2.3g/kg LD50 (mouse, oral): 3.3g/kgLD50 (rabbit, skin): 12.2g/kg LD50 (rat, IM): 1.5g/kgLD50 (rat, IP): 0.12g/kgLD50 (rat, IV): 0.78g/kgLD50 (rat, oral): 0.71g/kgLD50 (rat, SC): 2.2g/kg

Carcinogenicity

When DEA was administered cutaneously to pregnant rats and rabbits during organogenesis, developmental toxicity (skeletal variations) was observed only in the rat and only at doses causing significant maternal toxicity. The 2003 ACGIH threshold limit valuetime- weighted average (TLV-TWA) is 3ppm (13mg/m3).

Regulatory Status

Included in the FDA Inactive Ingredients Database (IV infusions, ophthalmic solutions, and topical preparations). Included in medicines licensed in the UK. Included in the Canadian List of Acceptable Non-medicinal Ingredients.

Definition

ChEBI: A member of the class of ethanolamines that is ethanolamine having a N-hydroxyethyl substituent.

Production Methods

Diethanolamine is produced with monoethanolamine and triethanolamine by ammonolysis of ethylene oxide; diethanolamine is then separated by distillation (Mullins 1978). In 1984, 166.2 million pounds of diethanolamine were produced in the United States (USTIC 1985).

Chemical Properties

The USP32–NF27 describes diethanolamine as a mixture of ethanolamines consisting largely of diethanolamine. At about room temperature it is a white, deliquescent solid. Above room temperature diethanolamine is a clear, viscous liquid with a mildly ammoniacal odor. Diethanolamine is used as surface-active agent in metal-cutting fluids and oils, as a corrosion inhibitor, as a dispersant in agricultural chemical formulations, and as an intermediate in the production of other compounds such as fatty acid condensates of diethanolamine which are extensively used in soaps and cosmetics as emulsifiers, thickeners, wetting agents and detergents (Beyer et al., 1983). In the cosmetic formulations, the concentration of diethanolamine may range from 1 to 25% (National Toxicology Program, 1999a).
InChI:InChI=1/C4H11NO2/c6-3-1-5-2-4-7/h5-7H,1-4H2

111-42-2 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
Alfa Aesar (A13389)  Diethanolamine, 99%    111-42-2 250g 219.0CNY Detail
Alfa Aesar (A13389)  Diethanolamine, 99%    111-42-2 500g 315.0CNY Detail
Alfa Aesar (A13389)  Diethanolamine, 99%    111-42-2 2500g 871.0CNY Detail
Sigma-Aldrich (16957)  Diethanolamine  analytical standard 111-42-2 16957-1ML-F 255.06CNY Detail
Sigma-Aldrich (16957)  Diethanolamine  analytical standard 111-42-2 16957-5ML-F 993.33CNY Detail
Sigma-Aldrich (PHR1220)  Diethanolamine  pharmaceutical secondary standard; traceable to USP 111-42-2 PHR1220-3.2ML 658.48CNY Detail
Sigma-Aldrich (31590)  Diethanolamine  puriss. p.a., ACS reagent, ≥99.0% (GC) 111-42-2 31590-250G 522.99CNY Detail
Sigma-Aldrich (31590)  Diethanolamine  puriss. p.a., ACS reagent, ≥99.0% (GC) 111-42-2 31590-1KG 1,061.19CNY Detail
Sigma-Aldrich (Y0001183)  Trolamine impurity B  European Pharmacopoeia (EP) Reference Standard 111-42-2 Y0001183 1,880.19CNY Detail
USP (1192808)  Diethanolamine  United States Pharmacopeia (USP) Reference Standard 111-42-2 1192808-3ML 4,326.66CNY Detail
Sigma-Aldrich (D8885)  Diethanolamine  reagent grade, ≥98.0% 111-42-2 D8885-25G 279.63CNY Detail
Sigma-Aldrich (D8885)  Diethanolamine  reagent grade, ≥98.0% 111-42-2 D8885-100G 379.08CNY Detail

111-42-2SDS

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 Diethanolamine

1.2 Other means of identification

Product number -
Other names DEA

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Diethanolamine is used in cutting oils, soaps, shampoos, cleaners, polishers, cosmetics, and pharmaceuticals. It is also used as an intermediate in the rubber chemicals industry, as a humectant and softening agent, and as an emulsifier and dispersing agent in various agricultural 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:111-42-2 SDS

111-42-2Synthetic route

oxirane
75-21-8

oxirane

ethanolamine
141-43-5

ethanolamine

A

triethanolamine
102-71-6

triethanolamine

B

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

2,2'-iminobis[ethanol]

Conditions
ConditionsYield
With ammonia; ZSM-5 type zeolite ion exchange with lanthanum at 45℃; under 75007.5 Torr; Industry scale; Adiabatic conditions;A 91.1%
B 7.6%
With ammonia In water Continous process;A 85.3%
B 9.3%
With ammonia; ZSM-5 type zeolite ion exchange with lanthanum at 45℃; under 75007.5 Torr; Adiabatic conditions; Industry scale;A 76.6%
B 9.9%
In water Industry scale;
With ammonia; La/zeolites(ZSM-5) at 45℃; under 75007.5 Torr;
C9H19NO2
1586805-11-9

C9H19NO2

A

2-pentanol
584-02-1

2-pentanol

B

1-(2-hydroxyethyl)-2-ethyl-3-methylpyrrole

1-(2-hydroxyethyl)-2-ethyl-3-methylpyrrole

C

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

2,2'-iminobis[ethanol]

Conditions
ConditionsYield
With potassium hydroxide Reflux;A n/a
B 81%
C n/a
2,2-hexamethylene-3-(2-hydroxyethyl)oxazolidine
91322-91-7

2,2-hexamethylene-3-(2-hydroxyethyl)oxazolidine

A

cycloheptanol
502-41-0

cycloheptanol

B

1-(2-hydroxyethyl)-5,6,7,8-tetrahydrocyclohepta(b)pyrrole
91322-87-1

1-(2-hydroxyethyl)-5,6,7,8-tetrahydrocyclohepta(b)pyrrole

C

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

2,2'-iminobis[ethanol]

Conditions
ConditionsYield
With potassium hydroxide Reflux;A n/a
B 76%
C n/a
2-Spirocyclohexyl-3-(β-hydroxyethyl)oxazolidine
2359-11-7

2-Spirocyclohexyl-3-(β-hydroxyethyl)oxazolidine

A

1-(2-hydroxyethyl)-4,5,6,7-tetrahydro-1H-indole
51265-34-0

1-(2-hydroxyethyl)-4,5,6,7-tetrahydro-1H-indole

B

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

2,2'-iminobis[ethanol]

C

cyclohexanol
108-93-0

cyclohexanol

Conditions
ConditionsYield
With potassium hydroxide for 4h; Product distribution; Heating; alcoholates(C1-C4) of K, Na, Li, Ba, Ba, Al as reagents;A 73%
B n/a
C n/a
With potassium hydroxide for 4h; Heating; CH3ONa as reagent;A 73%
B n/a
C n/a
2,2-dipropyl-3-(2-hydroxyethyl)oxazolidine
91322-93-9

2,2-dipropyl-3-(2-hydroxyethyl)oxazolidine

A

heptan-4-ol
589-55-9

heptan-4-ol

B

1-(2-hydroxyethyl)-2-propyl-3-ethylpyrrole
91322-89-3

1-(2-hydroxyethyl)-2-propyl-3-ethylpyrrole

C

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

2,2'-iminobis[ethanol]

Conditions
ConditionsYield
With potassium hydroxide Reflux;A n/a
B 64%
C n/a
2-(6-Methyl-1-oxa-4-aza-spiro[4.5]dec-4-yl)-ethanol
106345-17-9

2-(6-Methyl-1-oxa-4-aza-spiro[4.5]dec-4-yl)-ethanol

A

2-Methylcyclohexanol
583-59-5

2-Methylcyclohexanol

B

2-(7-Methyl-4,5,6,7-tetrahydro-indol-1-yl)-ethanol
106345-21-5

2-(7-Methyl-4,5,6,7-tetrahydro-indol-1-yl)-ethanol

C

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

2,2'-iminobis[ethanol]

Conditions
ConditionsYield
With potassium hydroxide Heating; CH3ONa as reagent;A n/a
B 59%
C n/a
C13H27NO2
1586805-13-1

C13H27NO2

A

5-nonanol
623-93-8

5-nonanol

B

2-butyl-1-(2-hydroxyethyl)-3-propylpyrrole
1586805-19-7

2-butyl-1-(2-hydroxyethyl)-3-propylpyrrole

C

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

2,2'-iminobis[ethanol]

Conditions
ConditionsYield
With potassium hydroxide Reflux;A n/a
B 53%
C n/a
C14H29NO2
69470-38-8

C14H29NO2

A

1-Decanol
112-30-1

1-Decanol

B

1-(2-hydroxyethyl)-3-octylpyrrole
1586805-20-0

1-(2-hydroxyethyl)-3-octylpyrrole

C

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

2,2'-iminobis[ethanol]

Conditions
ConditionsYield
With potassium hydroxide Reflux;A n/a
B 53%
C n/a
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;
C12H17NO2
495419-32-4

C12H17NO2

A

1-(2-hydroxyethyl)-2-phenylpyrrole

1-(2-hydroxyethyl)-2-phenylpyrrole

B

1-Phenylethanol
98-85-1, 13323-81-4

1-Phenylethanol

C

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

2,2'-iminobis[ethanol]

Conditions
ConditionsYield
With potassium hydroxide Reflux;A 34%
B n/a
C n/a
C9H19NO2

C9H19NO2

A

i-Amyl alcohol
123-51-3

i-Amyl alcohol

B

1-(2-hydroxyethyl)-3-isopropylpyrrole

1-(2-hydroxyethyl)-3-isopropylpyrrole

C

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

2,2'-iminobis[ethanol]

Conditions
ConditionsYield
With potassium hydroxide Reflux;A n/a
B 30%
C n/a
2-(2,2-dimethyl-oxazolidin-3-yl)-ethanol
80136-05-6

2-(2,2-dimethyl-oxazolidin-3-yl)-ethanol

A

N-hydroxy-2 ethyl-1 methyl-2 pyrrole
104803-80-7

N-hydroxy-2 ethyl-1 methyl-2 pyrrole

B

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

2,2'-iminobis[ethanol]

C

isopropyl alcohol
67-63-0

isopropyl alcohol

Conditions
ConditionsYield
With potassium hydroxide Reflux;A 20%
B n/a
C n/a
oxirane
75-21-8

oxirane

A

ethanolamine
141-43-5

ethanolamine

B

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

2,2'-iminobis[ethanol]

Conditions
ConditionsYield
With ammonia at 79.84℃; under 60006 Torr;
With ammonia at 130℃; under 82376.9 Torr;
With ammonia at 110℃; Temperature; Reagent/catalyst;
oxirane
75-21-8

oxirane

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

2,2'-iminobis[ethanol]

Conditions
ConditionsYield
With ammonia; water at 100℃; under 44130.5 - 58840.6 Torr;
With ammonia
oxirane
75-21-8

oxirane

A

triethanolamine
102-71-6

triethanolamine

B

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

2,2'-iminobis[ethanol]

Conditions
ConditionsYield
With ammonia; water; ethanolamine at 15℃;
With ammonia In water
With ammonia; water; ethanolamine at 15℃;
pyridine
110-86-1

pyridine

triethanolamine
102-71-6

triethanolamine

dibenzoyl peroxide
94-36-0

dibenzoyl peroxide

A

Glycolaldehyde
141-46-8

Glycolaldehyde

B

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

2,2'-iminobis[ethanol]

N,N-bis-(2-hydroxy-ethyl)-hydroxylamine
95073-63-5

N,N-bis-(2-hydroxy-ethyl)-hydroxylamine

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

2,2'-iminobis[ethanol]

Conditions
ConditionsYield
With hydrogenchloride; zinc at 0℃;
tris(2-hydroxyethyl)amine-N-oxide
7529-23-9

tris(2-hydroxyethyl)amine-N-oxide

furan-2,3,5(4H)-trione pyridine (1:1)

furan-2,3,5(4H)-trione pyridine (1:1)

A

triethanolamine
102-71-6

triethanolamine

B

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

2,2'-iminobis[ethanol]

tris(2-hydroxyethyl)amine-N-oxide
7529-23-9

tris(2-hydroxyethyl)amine-N-oxide

A

triethanolamine
102-71-6

triethanolamine

B

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

2,2'-iminobis[ethanol]

Conditions
ConditionsYield
With sodium hydroxide
With water; zinc beim Erhitzen mit Natronlauge;
glycolonitrile
107-16-4

glycolonitrile

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

2,2'-iminobis[ethanol]

Conditions
ConditionsYield
With methanol; nickel at 100℃; Hydrogenation;
2-chloro-ethanol
107-07-3

2-chloro-ethanol

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

2,2'-iminobis[ethanol]

Conditions
ConditionsYield
With ammonia
oxirane
75-21-8

oxirane

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
With ammonia; wofatit KPS at 80℃; under 44253.5 Torr; for 0.25h; Product distribution; 10 - 30 min, water as a catalyst;A 10.8 % Chromat.
B 55.5 % Chromat.
C 33.7 % Chromat.
With ammonia In water at 60℃;
With ammonia In water under 90009 - 105011 Torr; Heating;
triethanolamine
102-71-6

triethanolamine

A

acetaldehyde
75-07-0

acetaldehyde

B

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

2,2'-iminobis[ethanol]

Conditions
ConditionsYield
In water Mechanism; Rate constant; radiolysis;
bis(2-hydroxyethyl)carbamate
116849-46-8

bis(2-hydroxyethyl)carbamate

A

carbon dioxide
124-38-9

carbon dioxide

B

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

2,2'-iminobis[ethanol]

Conditions
ConditionsYield
In water at 25℃; Thermodynamic data; Equilibrium constant; ΔH,ΔG, ΔS;
sodium diethanolamine carbamate

sodium diethanolamine carbamate

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

2,2'-iminobis[ethanol]

Conditions
ConditionsYield
With sodium hydroxide; sodium perchlorate; sodium hydrogencarbonate at 29.9 - 57.9℃; Equilibrium constant;
2,2'-iminobis[ethanol]
111-42-2

2,2'-iminobis[ethanol]

1-Bromooctadecane
112-89-0

1-Bromooctadecane

N,N-diethanolstearylamine
10213-78-2

N,N-diethanolstearylamine

Conditions
ConditionsYield
In acetonitrile Heating;100%
With potassium carbonate; potassium iodide In acetonitrile100%
With potassium hydrogencarbonate; potassium iodide In acetonitrile for 3h; Heating / reflux;100%
With 2-pentanol das Hydrobromid ensteht;
benzyl bromide
100-39-0

benzyl bromide

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

2,2'-iminobis[ethanol]

N-benzyl-diethanolamine
101-32-6

N-benzyl-diethanolamine

Conditions
ConditionsYield
With potassium carbonate In acetone Reflux;100%
With potassium carbonate In acetone for 8h; Heating;97%
With potassium carbonate In acetone for 8h; Heating / reflux;97%
phenyl isocyanate
103-71-9

phenyl isocyanate

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

2,2'-iminobis[ethanol]

1,1-[Di-(2-hydroxyethyl)]-3-phenylurea
20074-78-6

1,1-[Di-(2-hydroxyethyl)]-3-phenylurea

Conditions
ConditionsYield
In dichloromethane100%
In benzene
In dichloromethane; toluene at 20℃;
In dichloromethane at 20℃; for 0.0166667h; Inert atmosphere;1.14 g
2,2'-iminobis[ethanol]
111-42-2

2,2'-iminobis[ethanol]

bis(2-bromoethyl)amine
3890-99-1

bis(2-bromoethyl)amine

Conditions
ConditionsYield
With hydrogen bromide Reflux;100%
With hydrogen bromide
1,2-bis(2-chloroethoxy)ethane
112-26-5

1,2-bis(2-chloroethoxy)ethane

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

2,2'-iminobis[ethanol]

3,12-Bis(2-hydroxyethyl)-6,9-dioxa-3,12-diaza-1,14-tetradecanediol
78995-84-3

3,12-Bis(2-hydroxyethyl)-6,9-dioxa-3,12-diaza-1,14-tetradecanediol

Conditions
ConditionsYield
With sodium carbonate In xylene for 48h; Heating;100%
With sodium carbonate In xylene Yield given;
2-[2-(vinyloxy)ethoxymethyl]oxirane
16801-19-7

2-[2-(vinyloxy)ethoxymethyl]oxirane

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

2,2'-iminobis[ethanol]

N-<2-hydroxy-2-(2-vinyloxyethoxymethyl)ethyl>-bis(2-hydroxyethyl)amine
122278-65-3

N-<2-hydroxy-2-(2-vinyloxyethoxymethyl)ethyl>-bis(2-hydroxyethyl)amine

Conditions
ConditionsYield
at 55 - 60℃; under 760 Torr; for 2h;100%
at 20 - 60℃; for 1.5h;80%
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

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

2,2'-iminobis[ethanol]

N,N-bis(2-hydroxyethyl)-O-tert-butylcarbamate
103898-11-9

N,N-bis(2-hydroxyethyl)-O-tert-butylcarbamate

Conditions
ConditionsYield
In tetrahydrofuran at 0 - 20℃; for 24h;100%
In tetrahydrofuran for 24h; Ambient temperature;100%
In tetrahydrofuran at 20℃; for 24h;100%
2-(vinyloxy)ethyl isothiocyanate
59565-09-2

2-(vinyloxy)ethyl isothiocyanate

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

2,2'-iminobis[ethanol]

1,1-Bis-(2-hydroxy-ethyl)-3-(2-vinyloxy-ethyl)-thiourea
121612-58-6

1,1-Bis-(2-hydroxy-ethyl)-3-(2-vinyloxy-ethyl)-thiourea

Conditions
ConditionsYield
100%
2,2'-iminobis[ethanol]
111-42-2

2,2'-iminobis[ethanol]

phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

bis-(2-hydroxy-ethyl)-amidophosphoric acid diethyl ester
2359-07-1

bis-(2-hydroxy-ethyl)-amidophosphoric 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 chloroform at 10 - 20℃;
With tetrabutylammomium bromide; potassium carbonate; potassium hydrogencarbonate In tetrahydrofuran; tetrachloromethane for 1h; Ambient temperature; Yield given;
carbon monoxide
201230-82-2

carbon monoxide

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

2,2'-iminobis[ethanol]

cyclohexanecarbaldehyde
2043-61-0

cyclohexanecarbaldehyde

2-(2-cyclohexyl-oxazolidin-3-yl)-ethanol
55135-29-0

2-(2-cyclohexyl-oxazolidin-3-yl)-ethanol

Conditions
ConditionsYield
With 1-Methylpyrrolidine; water; 3>PF6 at 140℃; under 51714.8 Torr; for 6h;100%
3-chloro-4-fluoronitrobenzene
350-30-1

3-chloro-4-fluoronitrobenzene

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

2,2'-iminobis[ethanol]

2-[(2-Chloro-4-nitro-phenyl)-(2-hydroxy-ethyl)-amino]-ethanol
65976-57-0

2-[(2-Chloro-4-nitro-phenyl)-(2-hydroxy-ethyl)-amino]-ethanol

Conditions
ConditionsYield
at 130℃; for 2h;100%
In dimethyl sulfoxide64%
2,2'-iminobis[ethanol]
111-42-2

2,2'-iminobis[ethanol]

bis-(2-chloroethyl)amine hydrochloride
821-48-7

bis-(2-chloroethyl)amine hydrochloride

Conditions
ConditionsYield
With thionyl chloride In 1,2-dichloro-ethane at 50℃; for 3h;100%
With thionyl chloride In dichloromethane for 24h;100%
With thionyl chloride In chloroform at 50℃; for 4h; Temperature;98.8%
2,2'-iminobis[ethanol]
111-42-2

2,2'-iminobis[ethanol]

tert-butylchlorodiphenylsilane
58479-61-1

tert-butylchlorodiphenylsilane

N,N-[bis(2-tert-butyldiphenylsilyloxyethyl)]amine
189279-33-2

N,N-[bis(2-tert-butyldiphenylsilyloxyethyl)]amine

Conditions
ConditionsYield
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 0.5h;100%
With triethylamine; dmap In dichloromethane at 0 - 20℃; for 20h; Product distribution / selectivity;90%
With dmap; triethylamine In dichloromethane at 0 - 20℃; for 20h;90%
With dmap; triethylamine In methanol; dichloromethane2.53 g (2.13 mmol, 29%)
With dmap; triethylamine In methanol; dichloromethane2.53 g (2.13 mmol, 29%)
2,2'-iminobis[ethanol]
111-42-2

2,2'-iminobis[ethanol]

(4R,5R)-2-thioxo-4,5-bis(tert-butyloxycarbonyl)-1,3-dioxolane
464188-90-7

(4R,5R)-2-thioxo-4,5-bis(tert-butyloxycarbonyl)-1,3-dioxolane

(2R,3R)-di-tert-butyl 2-[bis(2-hydroxyethyl)]thiocarbamoyloxy-3-hydroxysuccinate

(2R,3R)-di-tert-butyl 2-[bis(2-hydroxyethyl)]thiocarbamoyloxy-3-hydroxysuccinate

Conditions
ConditionsYield
In dichloromethane at 20℃; for 0.5h;100%
lauryl acrylate
2156-97-0

lauryl acrylate

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

2,2'-iminobis[ethanol]

3-[bis-(2-hydroxy-ethyl)-amino]-propionic acid dodecyl ester

3-[bis-(2-hydroxy-ethyl)-amino]-propionic acid dodecyl ester

Conditions
ConditionsYield
at 50℃; Michael addition;100%
2,2'-iminobis[ethanol]
111-42-2

2,2'-iminobis[ethanol]

C50H98O25

C50H98O25

C54H109NO27

C54H109NO27

Conditions
ConditionsYield
at 50℃; Michael addition;100%
[4-(4-Benzyloxycarbonylaminobutyl)phenoxy]acetic acid ethyl ester
587880-74-8

[4-(4-Benzyloxycarbonylaminobutyl)phenoxy]acetic acid ethyl ester

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

2,2'-iminobis[ethanol]

[4-(4-{[N,N-bis-(2-hydroxyethyl)carbamoyl]methoxy}phenyl)butyl]carbamic acid benzyl ester
847201-08-5

[4-(4-{[N,N-bis-(2-hydroxyethyl)carbamoyl]methoxy}phenyl)butyl]carbamic acid benzyl ester

Conditions
ConditionsYield
With ethanol at 70℃; for 72h;100%
2,2'-iminobis[ethanol]
111-42-2

2,2'-iminobis[ethanol]

C4H11NO2*C20H30O2
467222-19-1

C4H11NO2*C20H30O2

Conditions
ConditionsYield
In tetrahydrofuran; methanol for 1h;100%
2,2'-iminobis[ethanol]
111-42-2

2,2'-iminobis[ethanol]

hexadecanyl bromide
112-82-3

hexadecanyl bromide

2,2'-(hexadecylazanediyl)diethanol
18924-67-9

2,2'-(hexadecylazanediyl)diethanol

Conditions
ConditionsYield
With potassium hydrogencarbonate; potassium iodide In acetonitrile for 3h; Reflux;100%
With potassium carbonate; potassium iodide In acetonitrile for 12h; Inert atmosphere; Reflux;96.1%
With potassium carbonate; potassium iodide In acetonitrile
With N-ethyl-N,N-diisopropylamine In methanol for 96h; Reflux;
1-[6-fluoro-8-methoxy-3-({[2-methyl-4-(trifluoromethoxy)benzyl]amino}carbonyl)-4-oxo-1-(2,2,2-trifluoroethyl)-1,4-dihydroquinolin-7-yl]piperidine-4-carboxylic acid
945892-54-6

1-[6-fluoro-8-methoxy-3-({[2-methyl-4-(trifluoromethoxy)benzyl]amino}carbonyl)-4-oxo-1-(2,2,2-trifluoroethyl)-1,4-dihydroquinolin-7-yl]piperidine-4-carboxylic acid

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

2,2'-iminobis[ethanol]

1-[6-fluoro-8-methoxy-3-({[2-methyl-4-(trifluoromethoxy)benzyl]amino}carbonyl)-4-oxo-1-(2,2,2-trifluoroethyl)-1,4-dihydroquinolin-7-yl]piperidine-4-carboxylic acid diethanolamine salt
945892-80-8

1-[6-fluoro-8-methoxy-3-({[2-methyl-4-(trifluoromethoxy)benzyl]amino}carbonyl)-4-oxo-1-(2,2,2-trifluoroethyl)-1,4-dihydroquinolin-7-yl]piperidine-4-carboxylic acid diethanolamine salt

Conditions
ConditionsYield
In water; acetonitrile at 20℃;100%
(2′Z-3′E)-6-bromoindirubin-3′-[O-(2-bromoethyl)oxime]
1067884-35-8

(2′Z-3′E)-6-bromoindirubin-3′-[O-(2-bromoethyl)oxime]

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

2,2'-iminobis[ethanol]

(2'Z-3'E)-6-bromoindirubin-3'-[O-(2-(N,N-(2-hydroxyethyl)amino)ethyl)oxime]
1067884-43-8

(2'Z-3'E)-6-bromoindirubin-3'-[O-(2-(N,N-(2-hydroxyethyl)amino)ethyl)oxime]

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 50℃;100%
4-methoxy-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-ylboronic acid
1159105-82-4

4-methoxy-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-ylboronic acid

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

2,2'-iminobis[ethanol]

2-(4-methoxy-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)-1,3,6,2-dioxazaborocane
1159105-98-2

2-(4-methoxy-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)-1,3,6,2-dioxazaborocane

Conditions
ConditionsYield
In tetrahydrofuran at 25℃; for 1h; Inert atmosphere;100%
4-ethoxy-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-ylboronic acid
1159105-85-7

4-ethoxy-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-ylboronic acid

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

2,2'-iminobis[ethanol]

2-(4-ethoxy-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)-1,3,6,2-dioxazaborocane
1159106-01-0

2-(4-ethoxy-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)-1,3,6,2-dioxazaborocane

Conditions
ConditionsYield
In tetrahydrofuran at 25℃; for 1h; Inert atmosphere;100%
4-propoxy-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-ylboronic acid
245435-17-0

4-propoxy-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-ylboronic acid

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

2,2'-iminobis[ethanol]

2-(4-propoxy-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)-1,3,6,2-dioxazaborocane
1159106-04-3

2-(4-propoxy-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)-1,3,6,2-dioxazaborocane

Conditions
ConditionsYield
In tetrahydrofuran at 25℃; for 1h; Inert atmosphere;100%
4-butoxy-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-ylboronic acid
1159105-89-1

4-butoxy-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-ylboronic acid

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

2,2'-iminobis[ethanol]

2-(4-butoxy-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)-1,3,6,2-dioxazaborocane
1159106-07-6

2-(4-butoxy-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)-1,3,6,2-dioxazaborocane

Conditions
ConditionsYield
In tetrahydrofuran at 25℃; for 1h; Inert atmosphere;100%
4-pentyloxy-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-ylboronic acid
1159105-92-6

4-pentyloxy-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-ylboronic acid

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

2,2'-iminobis[ethanol]

2-(4-pentyloxy-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)-1,3,6,2-dioxazaborocane
1159106-10-1

2-(4-pentyloxy-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)-1,3,6,2-dioxazaborocane

Conditions
ConditionsYield
In tetrahydrofuran at 25℃; for 1h; Inert atmosphere;100%
4-hexyloxy-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-ylboronic acid
1159105-95-9

4-hexyloxy-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-ylboronic acid

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

2,2'-iminobis[ethanol]

2-(4-hexyloxy-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)-1,3,6,2-dioxazaborocane
1159106-14-5

2-(4-hexyloxy-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)-1,3,6,2-dioxazaborocane

Conditions
ConditionsYield
In tetrahydrofuran at 25℃; for 1h; Inert atmosphere;100%
C28H20ClN5O5S2
1112459-57-0

C28H20ClN5O5S2

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

2,2'-iminobis[ethanol]

2-Hydroxy-N-(2-hydroxyethyl)ethanaminium 3-(2-{4-[2-amino-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}thio)-3,5-dicyanopyridin-4-yl]phenoxy}ethoxy)-3-oxopropanoate
1112459-39-8

2-Hydroxy-N-(2-hydroxyethyl)ethanaminium 3-(2-{4-[2-amino-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}thio)-3,5-dicyanopyridin-4-yl]phenoxy}ethoxy)-3-oxopropanoate

Conditions
ConditionsYield
In 1,4-dioxane; water at 20℃;100%
Ixazomib
1072833-77-2

Ixazomib

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

2,2'-iminobis[ethanol]

2,5-dichloro-N-[(2-((1R)-3-methyl-1-[1,3,6,2]-dioxaborolan-2-yl)-butylamino)-2-oxyethyl]benzamide

2,5-dichloro-N-[(2-((1R)-3-methyl-1-[1,3,6,2]-dioxaborolan-2-yl)-butylamino)-2-oxyethyl]benzamide

Conditions
ConditionsYield
In ethyl acetate at 20℃; for 2h; Product distribution / selectivity;100%
3-(2,6-dichloropyridin-4-yl)-4-methylaniline

3-(2,6-dichloropyridin-4-yl)-4-methylaniline

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

2,2'-iminobis[ethanol]

2,2'-((4-(5-amino-2-methylphenyi)-6-chloropyridin-2-yl)azanediyl)diethanol

2,2'-((4-(5-amino-2-methylphenyi)-6-chloropyridin-2-yl)azanediyl)diethanol

Conditions
ConditionsYield
at 105℃;100%

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