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  • 100-37-8 Structure
  • Basic information

    1. Product Name: Diethylaminoethanol
    2. Synonyms: N,N-DIETHYLETHANOLAMINE, A PRODUCT OF ATOFINA EUROPE 99,5+%;2-(DIETHYLAMINO)ETHANOL (N,N-DIETHYLETHA NOLAMIN);N,N-DIETHYLETHANOLAMINE, 99.5+%;Rotec A.O.;2-DiethylaminoethanolForSynthesis;Di-EthylEthanolamine(Deea);2-ChloroethanolGr;β-Diethylaminoethyl alcohol
    3. CAS NO:100-37-8
    4. Molecular Formula: C6H15NO
    5. Molecular Weight: 117.19
    6. EINECS: 202-845-2
    7. Product Categories: N/A
    8. Mol File: 100-37-8.mol
    9. Article Data: 26
  • Chemical Properties

    1. Melting Point: -70 °C
    2. Boiling Point: 161 °C(lit.)
    3. Flash Point: 120 °F
    4. Appearance: White to pale yellow/Crystalline Powder
    5. Density: 0.884 g/mL at 25 °C(lit.)
    6. Vapor Density: 4.04 (vs air)
    7. Vapor Pressure: 1 mm Hg ( 20 °C)
    8. Refractive Index: n20/D 1.441(lit.)
    9. Storage Temp.: Flammables area
    10. Solubility: soluble
    11. PKA: 14.74±0.10(Predicted)
    12. Explosive Limit: 0.7%(V)
    13. Water Solubility: soluble
    14. Stability: Stable. Flammable. Incompatible with strong oxidizing agents, acids. Moisture sensitive. Hygroscopic.
    15. Merck: 14,3112
    16. BRN: 741863
    17. CAS DataBase Reference: Diethylaminoethanol(CAS DataBase Reference)
    18. NIST Chemistry Reference: Diethylaminoethanol(100-37-8)
    19. EPA Substance Registry System: Diethylaminoethanol(100-37-8)
  • Safety Data

    1. Hazard Codes: C
    2. Statements: 10-20/21/22-34
    3. Safety Statements: 25-26-36/37/39-45
    4. RIDADR: UN 2686 8/PG 2
    5. WGK Germany: 1
    6. RTECS: KK5075000
    7. TSCA: Yes
    8. HazardClass: 8
    9. PackingGroup: II
    10. Hazardous Substances Data: 100-37-8(Hazardous Substances Data)

100-37-8 Usage

Description

Diethylaminoethanol, also known as 2-diethylaminoethanol, is a colorless, hygroscopic liquid with a nauseating, weak, ammonia-like odor. It is a member of the ethanolamines class, a tertiary amino compound, and a primary alcohol. Diethylaminoethanol is derived from an ethanolamine and a hydride of a triethylamine. It is very soluble in water and also soluble in alcohol, ether, acetone, benzene, and petroleum ether.

Uses

Diethylaminoethanol is used in various industries for different applications due to its unique properties. Here are some of its uses:
1. Pharmaceutical Industry:
Diethylaminoethanol is used as a precursor chemical to procaine, a local anesthetic. It is also used in the synthesis of drugs such as chloroquine.
2. Chemical Industry:
It is used for the manufacture of water-soluble salts, fatty-acid derivatives, derivatives containing tertiary amine groups, emulsifiers, special soaps, cosmetics, and textiles and fibers.
3. Corrosion Inhibition:
Diethylaminoethanol is used as a corrosion inhibitor in steam and condensate lines by neutralizing carbonic acid and scavenging oxygen.
4. Catalyst for Polymer Synthesis:
It serves as a catalyst for the synthesis of polymers in the chemical industry.
5. pH Stabilizer:
Diethylaminoethanol is used as a pH stabilizer in various applications.
6. Chromatography:
In chemistry and biochemistry laboratories, Diethylaminoethanol (DEAE) is used as an ion-exchange matrix. DEAE-cellulose columns are used for the purification of proteins and DNA, and DEAE-silica for phospholipid separations.
7. Antirust Compositions and Textile Softeners:
It is used in some antirust compositions and in textile softeners.
8. Steam Additive:
Diethylaminoethanol is widely used as a steam additive in large buildings requiring humidifiers.

Production Methods

2-Diethylaminoethanol (DEAE) is a tertiary amine produced by reaction of ethylene oxide or ethylene chlorhydrin and diethylamine (RTECS 1988). Itokazu (1987) has modified this process for manufacture of DEAE without eventual discoloration. Production in this country exceeds 2866 pounds per year (HSDB 1988).

Air & Water Reactions

Flammable. Soluble in water. Diethylaminoethanol is sensitive to moisture. Slowly hydrolyzes.

Reactivity Profile

Diethylaminoethanol 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. Diethylaminoethanol can react with strong oxidizers and acids.

Health Hazard

INHALATION: Irritation of mucous membranes. EYES: Corrosive, causes intense pain. SKIN: Severe irritation. May cause allergic skin reaction. INGESTION: Gastrointestinal irritation.Breathing Diethylaminoethanol can irritate the nose, throat and lungs causing coughing, wheezing and/or shortness of breath.

Flammability and Explosibility

Flammable

Safety

There is a lack of data regarding human toxicity of Diethylaminoethanol. The greatest industrial hazard however, is thought to be to the eyes from contact with the fluid, which is comparable in severity to ammonium hydroxide as an eye irritant (ACGIH 1980).Diethylaminoethanol(DEAE) is permitted by the U.S. Food and Drug Administration for some applications as a food additive. Applications include protective coatings for fresh fruits and vegetables, and as an additive in steam which directly contacts food products (excluding milk products). The National Research Council Committee on Toxicology (NRC 1983) has concluded that data on long-term, low-level airborne exposures of animals to DEAE for extrapolation to human health risks are severely lacking. This, combined with the lack of data concerning the concentrations of DEAE in humidified buildings did not allow sufficient information to set guidelines for long-term exposures or estimate the health risks from such exposures. The NRC was able to make some general recommendations based on the assumption that the nitrosation reactions (below) may occur, and that the amine should be considered as hazardous as the nitroso compound formed from it.

Carcinogenicity

DEAE was not mutagenic or clastogenic in a variety of in vitro and in vivo assays. The 2003 ACGIH threshold limit valuetime- weighted average (TLV-TWA) for 2- diethylaminoethanol is 2 ppm (9.6mg/m3) with a notation for skin absorption.

Environmental Fate

DEAE, when compared with other amino alcohols, was observed to be biologically undecomposable in an experiment using activated sludge (HSDB 1988).

Metabolism

The absorption of DEAE (administered orally as DEAE acid malate or 'Cerebrol') in healthy adult rats is very rapid, reaching a peak plasma level in 30 min (Bismut et al 1986). The biological half-life is 3.5 h with 39% of the excreted product appearing in the urine after 48 h (Bismut et al 1986). In an earlier study, Schulte et al (1972) demonstrated that in rats, following a single oral dose, excretion occurs mainly through the kidneys with 37-59% being eliminated in the first 24 h. After 48 h, elimination was independent of dose. The brain and spinal cord showed the highest concentration after 7 d. Metabolites produced were observed to be diethylaminoethanol N-oxide, diethylaminoacetic acid, and ethylaminoethanol.

Check Digit Verification of cas no

The CAS Registry Mumber 100-37-8 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,0 and 0 respectively; the second part has 2 digits, 3 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 100-37:
(5*1)+(4*0)+(3*0)+(2*3)+(1*7)=18
18 % 10 = 8
So 100-37-8 is a valid CAS Registry Number.
InChI:InChI=1/C6H15NO/c1-4-7(5-2)6(3)8/h6,8H,4-5H2,1-3H3

100-37-8 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • Aldrich

  • (471321)  2-(Diethylamino)ethanol  ≥99.5%

  • 100-37-8

  • 471321-100ML

  • 386.10CNY

  • Detail
  • Aldrich

  • (471321)  2-(Diethylamino)ethanol  ≥99.5%

  • 100-37-8

  • 471321-500ML

  • 425.88CNY

  • Detail
  • Aldrich

  • (471321)  2-(Diethylamino)ethanol  ≥99.5%

  • 100-37-8

  • 471321-2L

  • 1,248.39CNY

  • Detail
  • Aldrich

  • (471321)  2-(Diethylamino)ethanol  ≥99.5%

  • 100-37-8

  • 471321-18L

  • 5,769.27CNY

  • Detail

100-37-8SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-diethylaminoethanol

1.2 Other means of identification

Product number -
Other names N,N-Diethylethanolamine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Corrosion inhibitors and anti-scaling agents,Processing aids, specific to petroleum production,Surface active agents
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:100-37-8 SDS

100-37-8Synthetic route

oxirane
75-21-8

oxirane

diethylamine
109-89-7

diethylamine

2-(Diethylamino)ethanol
100-37-8

2-(Diethylamino)ethanol

Conditions
ConditionsYield
With 3-amino-2-propanol at 70℃; under 4500.45 Torr; for 3h; Pressure; Temperature;99.4%
With water
water at 85.84 - 94.84℃; under 1500.15 Torr; for 0.116667h; Heating / reflux;
at 76.84 - 112.84℃; under 1500.15 Torr; for 0.133333h; Heating / reflux;
diethylamine
109-89-7

diethylamine

2-bromoethanol
540-51-2

2-bromoethanol

2-(Diethylamino)ethanol
100-37-8

2-(Diethylamino)ethanol

Conditions
ConditionsYield
In ethanol at 60℃; for 6h; Inert atmosphere;96%
methanol
67-56-1

methanol

2-(diethylamino)ethyl crotonate
84115-05-9

2-(diethylamino)ethyl crotonate

A

crotonic acid methyl ester
623-43-8

crotonic acid methyl ester

B

2-(Diethylamino)ethanol
100-37-8

2-(Diethylamino)ethanol

Conditions
ConditionsYield
With toluene-4-sulfonic acid for 4h; Heating;A 90%
B 82%
2-(diethylamino)ethyl crotonate
84115-05-9

2-(diethylamino)ethyl crotonate

A

crotonic acid methyl ester
623-43-8

crotonic acid methyl ester

B

2-(Diethylamino)ethanol
100-37-8

2-(Diethylamino)ethanol

Conditions
ConditionsYield
With methanol; toluene-4-sulfonic acid for 4h; Heating;A 90%
B 82%
2-methyl-4,5-dihydro-1,3-oxazole
1120-64-5

2-methyl-4,5-dihydro-1,3-oxazole

A

2-(Ethylamino)ethanol
110-73-6

2-(Ethylamino)ethanol

B

2-(Diethylamino)ethanol
100-37-8

2-(Diethylamino)ethanol

Conditions
ConditionsYield
With platinum on carbon; hydrogen at 25℃; under 7500.75 Torr; for 16h;A 60%
B 19%
2-amino-ethanol hydrochloride
2002-24-6

2-amino-ethanol hydrochloride

ethyl iodide
75-03-6

ethyl iodide

2-(Diethylamino)ethanol
100-37-8

2-(Diethylamino)ethanol

Conditions
ConditionsYield
Stage #1: 2-amino-ethanol hydrochloride With potassium carbonate; ethanolamine In acetonitrile Heating;
Stage #2: ethyl iodide for 6h; Heating;
7.8%
carbonic acid ethyl ester-(2-diethylamino-ethyl ester)
20570-43-8

carbonic acid ethyl ester-(2-diethylamino-ethyl ester)

A

2-(Diethylamino)ethanol
100-37-8

2-(Diethylamino)ethanol

B

Diethyl carbonate
105-58-8

Diethyl carbonate

diethyl sulfate
64-67-5

diethyl sulfate

ethanolamine
141-43-5

ethanolamine

2-(Diethylamino)ethanol
100-37-8

2-(Diethylamino)ethanol

Conditions
ConditionsYield
With sodium hydroxide at 40℃;
ethylene glycol
107-21-1

ethylene glycol

triethylamine
121-44-8

triethylamine

2-(Diethylamino)ethanol
100-37-8

2-(Diethylamino)ethanol

Conditions
ConditionsYield
at 300℃;
diethylamine
109-89-7

diethylamine

2-chloro-ethanol
107-07-3

2-chloro-ethanol

2-(Diethylamino)ethanol
100-37-8

2-(Diethylamino)ethanol

2-diethylamino-ethanol; protonated form
22451-37-2

2-diethylamino-ethanol; protonated form

2,6-Di-tert-butyl-4-(3,5-di-tert-butyl-4-oxo-cyclohexa-2,5-dienylidenemethyl)-phenol anion
22719-43-3

2,6-Di-tert-butyl-4-(3,5-di-tert-butyl-4-oxo-cyclohexa-2,5-dienylidenemethyl)-phenol anion

A

2,6-di-tert-butyl-4-(3,5-di-tert-butyl-4-hydroxy-benzylidene)-cyclohexa-2,5-dienone
4359-97-1

2,6-di-tert-butyl-4-(3,5-di-tert-butyl-4-hydroxy-benzylidene)-cyclohexa-2,5-dienone

B

2-(Diethylamino)ethanol
100-37-8

2-(Diethylamino)ethanol

Conditions
ConditionsYield
In acetonitrile at 25℃; under 682.6 Torr; Equilibrium constant; var. temp., var. pressures; ΔH0, ΔS0;
Diethyl-(2-hydroxy-ethyl)-methoxymethyl-ammonium; bromide
76441-70-8

Diethyl-(2-hydroxy-ethyl)-methoxymethyl-ammonium; bromide

A

2-Diethylamino-1-methoxymethoxy-ethan
76441-74-2

2-Diethylamino-1-methoxymethoxy-ethan

B

2-(Diethylamino)ethanol
100-37-8

2-(Diethylamino)ethanol

Conditions
ConditionsYield
With 2,3-dimercapto-succinic acid at 50℃;
ethylene glycol
107-21-1

ethylene glycol

diethylamine
109-89-7

diethylamine

A

N,N,N',N'-Tetraethylethylenediamine
150-77-6

N,N,N',N'-Tetraethylethylenediamine

B

2-(Diethylamino)ethanol
100-37-8

2-(Diethylamino)ethanol

Conditions
ConditionsYield
With tris(triphenylphosphine)ruthenium(II) chloride at 120℃; for 2h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
With ruthenium trichloride at 120℃; for 2.5h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
2-(diethylamino)ethyl chloride
100-35-6

2-(diethylamino)ethyl chloride

2-(Diethylamino)ethanol
100-37-8

2-(Diethylamino)ethanol

Conditions
ConditionsYield
With methanol at 25℃; Kinetics; Thermodynamic data; pH 12; ΔH(excit.), ΔS(excit.);
C14H26N2O(2+)*HO(1-)*I(1-)

C14H26N2O(2+)*HO(1-)*I(1-)

A

4-ethenyl-1-methylpyridinium iodide
21351-43-9

4-ethenyl-1-methylpyridinium iodide

B

2-(Diethylamino)ethanol
100-37-8

2-(Diethylamino)ethanol

Conditions
ConditionsYield
In water at 25℃; Rate constant; ionic strength 0.1 mol dm-3;
phenyl-carbamic acid-(2-diethylamino-ethyl ester); hydrochloride
3739-10-4

phenyl-carbamic acid-(2-diethylamino-ethyl ester); hydrochloride

A

carbon dioxide
124-38-9

carbon dioxide

B

aniline
62-53-3

aniline

C

2-(Diethylamino)ethanol
100-37-8

2-(Diethylamino)ethanol

Conditions
ConditionsYield
With sodium hydroxide In ethanol; water at 40℃; Rate constant; Thermodynamic data; var. temp., EA;
Procaine
59-46-1

Procaine

A

4-amino-benzoic acid
150-13-0

4-amino-benzoic acid

B

2-(Diethylamino)ethanol
100-37-8

2-(Diethylamino)ethanol

Conditions
ConditionsYield
With Tris-HCl buffer; human liver carboxylesterase pI 4.5 at 37℃; pH=7.4; Enzyme kinetics; Hydrolysis;
With sodium hydroxide Kinetics;
diethylaminoacetic acid ester

diethylaminoacetic acid ester

2-(Diethylamino)ethanol
100-37-8

2-(Diethylamino)ethanol

Conditions
ConditionsYield
With ethanol; sodium
diethylamine
109-89-7

diethylamine

ethylene dioxide

ethylene dioxide

2-(Diethylamino)ethanol
100-37-8

2-(Diethylamino)ethanol

Conditions
ConditionsYield
at 150℃;
With methanol at 45 - 60℃;
at 150℃;
ethylene glycol
107-21-1

ethylene glycol

triethylamine
121-44-8

triethylamine

Fuller's earth

Fuller's earth

2-(Diethylamino)ethanol
100-37-8

2-(Diethylamino)ethanol

Conditions
ConditionsYield
at 300℃; unter Druck;
2-(diethylamino)ethyl chloride
100-35-6

2-(diethylamino)ethyl chloride

sodium arsenite

sodium arsenite

2-(Diethylamino)ethanol
100-37-8

2-(Diethylamino)ethanol

Conditions
ConditionsYield
Produkt 2: ein ungesaettigtes Amin;
oxirane
75-21-8

oxirane

methanol
67-56-1

methanol

diethylamine
109-89-7

diethylamine

A

2-(Diethylamino)ethanol
100-37-8

2-(Diethylamino)ethanol

B

mono-2-diethylamino-ethyl ether of ethylene glycol

mono-2-diethylamino-ethyl ether of ethylene glycol

C

mono-2-diethylamino-ethyl ether of diethylene glycol

mono-2-diethylamino-ethyl ether of diethylene glycol

D

mono-2-diethylamino-ethyl ether of triethylene glycol

mono-2-diethylamino-ethyl ether of triethylene glycol

Conditions
ConditionsYield
at 45 - 60℃; Pr.5: Mono-2-diaethylamino-aethylaether von Tetraaethylenglykol;
diethyl ether
60-29-7

diethyl ether

N,N-diacetyl-glycine ethyl ester
98426-78-9

N,N-diacetyl-glycine ethyl ester

LiAlH4

LiAlH4

2-(Diethylamino)ethanol
100-37-8

2-(Diethylamino)ethanol

Conditions
ConditionsYield
at 5℃; bei der Reduktion;
carbonic acid-(2-diethylamino-ethyl ester)-menthyl ester

carbonic acid-(2-diethylamino-ethyl ester)-menthyl ester

A

(-)-menthol
2216-51-5

(-)-menthol

B

2-(Diethylamino)ethanol
100-37-8

2-(Diethylamino)ethanol

C

carbonic acid bis-<β-diethylamino-ethyl ester>

carbonic acid bis-<β-diethylamino-ethyl ester>

D

di-l-menthyl carbonate

di-l-menthyl carbonate

Conditions
ConditionsYield
zerfaellt beim Erhitzen;
procaine hydrochloride
51-05-8

procaine hydrochloride

2-(Diethylamino)ethanol
100-37-8

2-(Diethylamino)ethanol

Conditions
ConditionsYield
With water; sodium dodecyl-sulfate; sodium hydroxide at 40℃; Kinetics; Reagent/catalyst; Temperature;
triethylamine
121-44-8

triethylamine

2-(Diethylamino)ethanol
100-37-8

2-(Diethylamino)ethanol

Conditions
ConditionsYield
With potassium tetrachloroplatinate(II); copper(II) choride dihydrate; sulfuric acid; water at 150℃; for 24h; Sealed tube;
2-methyl-4-oxo-3,1-benzoxazine
525-76-8

2-methyl-4-oxo-3,1-benzoxazine

2-(Diethylamino)ethanol
100-37-8

2-(Diethylamino)ethanol

β-(diethylamino)ethyl o-acetamidobenzoate
82679-12-7

β-(diethylamino)ethyl o-acetamidobenzoate

Conditions
ConditionsYield
at 100℃; for 1h;100%
2-phenylethynyl-quinoline-3-carbaldehyde
868765-12-2

2-phenylethynyl-quinoline-3-carbaldehyde

2-(Diethylamino)ethanol
100-37-8

2-(Diethylamino)ethanol

C24H26N2O2
1262748-30-0

C24H26N2O2

Conditions
ConditionsYield
With triphenylphosphine at 20℃; for 0.5h;100%
C14H11NO2
947697-83-8

C14H11NO2

2-(Diethylamino)ethanol
100-37-8

2-(Diethylamino)ethanol

C20H26N2O3
1262748-23-1

C20H26N2O3

Conditions
ConditionsYield
With silver(l) oxide at 20℃; for 1.5h; Inert atmosphere; regioselective reaction;100%
With triphenylphosphine at 20℃; for 2h;99%
C12H10BrN3O3
1313913-27-7

C12H10BrN3O3

2-(Diethylamino)ethanol
100-37-8

2-(Diethylamino)ethanol

C18H23BrN4O3
1313913-34-6

C18H23BrN4O3

Conditions
ConditionsYield
With di-tert-butyl-diazodicarboxylate In dichloromethane at 20℃; for 0.5h; Mitsunobu reaction;100%
dimethyl sulfate
77-78-1

dimethyl sulfate

2-(Diethylamino)ethanol
100-37-8

2-(Diethylamino)ethanol

N,N-diethyl-N-2-hydroxyethyl-N-methylammonium methylsulfate

N,N-diethyl-N-2-hydroxyethyl-N-methylammonium methylsulfate

Conditions
ConditionsYield
In acetonitrile at -20 - 40℃; for 60.5h;100%
In acetonitrile at 20 - 40℃; for 60.5h;100%
2-(Diethylamino)ethanol
100-37-8

2-(Diethylamino)ethanol

methyl iodide
74-88-4

methyl iodide

N,N-diethyl-N-methyl-N-(2-methoxyethyl)ammonium iodide

N,N-diethyl-N-methyl-N-(2-methoxyethyl)ammonium iodide

Conditions
ConditionsYield
Stage #1: 2-(Diethylamino)ethanol With sodium hydride In tetrahydrofuran at 25 - 40℃; for 0.5h;
Stage #2: methyl iodide at 40℃; for 7h; Product distribution / selectivity;
99.1%
Stage #1: 2-(Diethylamino)ethanol With sodium hydride In tetrahydrofuran at 25 - 40℃; for 0.5h;
Stage #2: methyl iodide In tetrahydrofuran at 40℃; for 7h;
99.1%
2-(3,3-dimethylbut-1-ynyl)quinoline-3-carbaldehyde
947698-03-5

2-(3,3-dimethylbut-1-ynyl)quinoline-3-carbaldehyde

2-(Diethylamino)ethanol
100-37-8

2-(Diethylamino)ethanol

C22H30N2O2
1262748-21-9

C22H30N2O2

Conditions
ConditionsYield
With silver(l) oxide at 20℃; for 3h; Inert atmosphere; regioselective reaction;99%
2-(Diethylamino)ethanol
100-37-8

2-(Diethylamino)ethanol

2-(N-methylmethylsulfonamido)ethyl methanesulfonate

2-(N-methylmethylsulfonamido)ethyl methanesulfonate

N,N-diethyl-2-hydroxy-N-(2-(methylsulfonamido)ethyl)ethaneammonium methanesulfonate
1392481-58-1

N,N-diethyl-2-hydroxy-N-(2-(methylsulfonamido)ethyl)ethaneammonium methanesulfonate

Conditions
ConditionsYield
In ethanol at 100℃; for 24h;99%
2,6-dichloropyrazine
4774-14-5

2,6-dichloropyrazine

2-(Diethylamino)ethanol
100-37-8

2-(Diethylamino)ethanol

2-(6-chloropyrazin-2-yloxy)-N,N-diethylethanamine
1247497-41-1

2-(6-chloropyrazin-2-yloxy)-N,N-diethylethanamine

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran at 20℃;99%
Stage #1: 2-(Diethylamino)ethanol With sodium hydride In tetrahydrofuran at 20℃; for 0.166667h;
Stage #2: 2,6-dichloropyrazine In tetrahydrofuran at 50℃; for 0.166667h; Microwave irradiation;
95%
2-Amino-4,6-dichloropyrimidine
56-05-3

2-Amino-4,6-dichloropyrimidine

2-(Diethylamino)ethanol
100-37-8

2-(Diethylamino)ethanol

4-chloro-6-(2-(diethylamino)ethoxy)pyrimidin-2-amine
1507138-87-5

4-chloro-6-(2-(diethylamino)ethoxy)pyrimidin-2-amine

Conditions
ConditionsYield
With sodium hydride for 0.166667h; Microwave irradiation;99%
C23H34O6Si

C23H34O6Si

2-(Diethylamino)ethanol
100-37-8

2-(Diethylamino)ethanol

C29H47NO6Si

C29H47NO6Si

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 7h;99%
2-(Diethylamino)ethanol
100-37-8

2-(Diethylamino)ethanol

2-chloro-N,N-diethylethylamine hydrochloride
869-24-9

2-chloro-N,N-diethylethylamine hydrochloride

Conditions
ConditionsYield
Stage #1: 2-(Diethylamino)ethanol With thionyl chloride In dichloromethane at -10 - 35℃; for 2.5h;
Stage #2: With hydrogenchloride
98.08%
With thionyl chloride; chloroform at -5℃;
With thionyl chloride In chloroform
2-(Diethylamino)ethanol
100-37-8

2-(Diethylamino)ethanol

4-nitro-benzoic acid
62-23-7

4-nitro-benzoic acid

2-(diethylamino)ethyl 4-nitrobenzoate
13456-39-8

2-(diethylamino)ethyl 4-nitrobenzoate

Conditions
ConditionsYield
With formic acid In 5,5-dimethyl-1,3-cyclohexadiene for 24h; Reflux;98%
With Candida antarctica lipase B immobilised in a macroporous DVB crosslinked polymer (Novozym 435) In cyclohexane at 80℃; for 48h; Enzymatic reaction;
(1R,3S,9aS)-3-((R)-1-Nitroso-piperidin-2-yl)-octahydro-quinolizine-1-carboxylic acid methyl ester

(1R,3S,9aS)-3-((R)-1-Nitroso-piperidin-2-yl)-octahydro-quinolizine-1-carboxylic acid methyl ester

2-(Diethylamino)ethanol
100-37-8

2-(Diethylamino)ethanol

(1R,3S,9aS)-3-((R)-1-Nitroso-piperidin-2-yl)-octahydro-quinolizine-1-carboxylic acid 2-diethylamino-ethyl ester

(1R,3S,9aS)-3-((R)-1-Nitroso-piperidin-2-yl)-octahydro-quinolizine-1-carboxylic acid 2-diethylamino-ethyl ester

Conditions
ConditionsYield
With sodium97.2%
Butyl chloroethynyl sulfide
56424-15-8

Butyl chloroethynyl sulfide

2-(Diethylamino)ethanol
100-37-8

2-(Diethylamino)ethanol

2-(Butylthiomethylene)-3,3-diethyl-1,3-oxazolidinium chloride
91418-10-9

2-(Butylthiomethylene)-3,3-diethyl-1,3-oxazolidinium chloride

Conditions
ConditionsYield
In diethyl ether97%
In diethyl ether at 20℃; for 3h;97%
(iso-butylthio)chloroacetylene
66566-81-2

(iso-butylthio)chloroacetylene

2-(Diethylamino)ethanol
100-37-8

2-(Diethylamino)ethanol

3,3-Diethyl-2-[1-isobutylsulfanyl-meth-(E)-ylidene]-oxazolidin-3-ium; chloride
97427-23-1

3,3-Diethyl-2-[1-isobutylsulfanyl-meth-(E)-ylidene]-oxazolidin-3-ium; chloride

Conditions
ConditionsYield
In diethyl ether at 20℃; for 3h;97%
ethyl 4-nitrobenzoate
99-77-4

ethyl 4-nitrobenzoate

2-(Diethylamino)ethanol
100-37-8

2-(Diethylamino)ethanol

Procaine
59-46-1

Procaine

Conditions
ConditionsYield
With hydrogen; palladium-containing anion exchanger AV-17-8 In ethanol at 45℃; under 760 Torr;97%
methyl 3-pyridinecarboxylate
93-60-7

methyl 3-pyridinecarboxylate

2-(Diethylamino)ethanol
100-37-8

2-(Diethylamino)ethanol

nicametate
3099-52-3

nicametate

Conditions
ConditionsYield
With N,N'-biscyclohexyl-imidazol-2-ylidene; 4 A molecular sieve In tetrahydrofuran at 20℃; for 2h;97%
With tetraethylammonium bicarbonate at 60℃; for 2h;84%
With platinum; 1-butyl-3-methylimidazolium Tetrafluoroborate at 20 - 60℃; for 2h; Inert atmosphere; Electrochemical reaction; Green chemistry;62%
homoalylic alcohol
627-27-0

homoalylic alcohol

1,1'-carbonyldiimidazole
530-62-1

1,1'-carbonyldiimidazole

2-(Diethylamino)ethanol
100-37-8

2-(Diethylamino)ethanol

C11H21NO3

C11H21NO3

Conditions
ConditionsYield
Stage #1: homoalylic alcohol; 1,1'-carbonyldiimidazole In dichloromethane at 0 - 20℃; for 3h; Inert atmosphere;
Stage #2: 2-(Diethylamino)ethanol In dichloromethane at 20℃; Inert atmosphere;
97%
5-[6-(3-hydroxy-phenyl)-pyridazin-3-yl]-hexahydro-pyrrolo[3,4-c]pyrrole-2-carboxylic acid tert-butyl ester
848592-40-5

5-[6-(3-hydroxy-phenyl)-pyridazin-3-yl]-hexahydro-pyrrolo[3,4-c]pyrrole-2-carboxylic acid tert-butyl ester

2-(Diethylamino)ethanol
100-37-8

2-(Diethylamino)ethanol

5-[6-[3-(2-diethylamino-ethoxy)-phenyl]-pyridazin-3-yl]-hexahydro-pyrrolo[3,4-c]pyrrole-2-carboxylic acid tert-butyl ester

5-[6-[3-(2-diethylamino-ethoxy)-phenyl]-pyridazin-3-yl]-hexahydro-pyrrolo[3,4-c]pyrrole-2-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; triphenylphosphine In dichloromethane at 0 - 20℃; for 2h;96%
With di-isopropyl azodicarboxylate; polymer-bound triphenylphosphine In dichloromethane at 0 - 20℃; for 73h;54%
carbon monoxide
201230-82-2

carbon monoxide

1-bromo-4-butoxybenzene
39969-57-8

1-bromo-4-butoxybenzene

2-(Diethylamino)ethanol
100-37-8

2-(Diethylamino)ethanol

butoxycaine
3772-43-8

butoxycaine

Conditions
ConditionsYield
With dmap; sodium carbonate; bis(dibenzylideneacetone)-palladium(0); catacxium A In toluene at 100℃; for 18h; Glovebox; Sealed tube; Inert atmosphere;96%
With dmap; sodium carbonate; bis(dibenzylideneacetone)-palladium(0); catacxium A In toluene at 80℃; Inert atmosphere; Sealed chamber;87.4 mg
2-(Diethylamino)ethanol
100-37-8

2-(Diethylamino)ethanol

aspirin
50-78-2

aspirin

diethylaminoethylacetylsalicylate acetylsalicylate

diethylaminoethylacetylsalicylate acetylsalicylate

Conditions
ConditionsYield
Stage #1: aspirin With dicyclohexyl-carbodiimide In chloroform at 5 - 20℃; for 2h;
Stage #2: 2-(Diethylamino)ethanol at 20℃; for 3h;
96%
2-(Diethylamino)ethanol
100-37-8

2-(Diethylamino)ethanol

aspirin
50-78-2

aspirin

diethylaminoethyl acetylsalicylate acetylsalicylic acid salt

diethylaminoethyl acetylsalicylate acetylsalicylic acid salt

Conditions
ConditionsYield
Stage #1: aspirin With dicyclohexyl-carbodiimide In chloroform at 5 - 20℃; for 2h;
Stage #2: 2-(Diethylamino)ethanol In chloroform at 20℃; for 3h;
96%
Stage #1: aspirin With dicyclohexyl-carbodiimide In chloroform at 5 - 20℃; for 2h;
Stage #2: 2-(Diethylamino)ethanol In chloroform at 20℃; for 3h;
96%
diethylamine
109-89-7

diethylamine

2-(Diethylamino)ethanol
100-37-8

2-(Diethylamino)ethanol

acetylene
74-86-2

acetylene

1,5-bis-(N,N-diethylamino)diethylether
3030-43-1

1,5-bis-(N,N-diethylamino)diethylether

Conditions
ConditionsYield
With sodium ethanolate In dibutyl ether at 50℃; for 7h;95.3%
acetic anhydride
108-24-7

acetic anhydride

2-(Diethylamino)ethanol
100-37-8

2-(Diethylamino)ethanol

2-(diethylamino)ethyl acetate
10369-82-1

2-(diethylamino)ethyl acetate

Conditions
ConditionsYield
With nickel dichloride at 20℃; for 0.5h; Neat (no solvent);95%
With benzene
bromethyl methyl ether
13057-17-5

bromethyl methyl ether

2-(Diethylamino)ethanol
100-37-8

2-(Diethylamino)ethanol

Diethyl-(2-hydroxy-ethyl)-methoxymethyl-ammonium; bromide
76441-70-8

Diethyl-(2-hydroxy-ethyl)-methoxymethyl-ammonium; bromide

Conditions
ConditionsYield
In diethyl ether temperature not higher than 5 deg C;95%
4,7-dichloroquinoline
86-98-6

4,7-dichloroquinoline

2-(Diethylamino)ethanol
100-37-8

2-(Diethylamino)ethanol

O-(7-chloro-4-quinolyl)-2-(N,N-diethylamino)ethanol

O-(7-chloro-4-quinolyl)-2-(N,N-diethylamino)ethanol

Conditions
ConditionsYield
Stage #1: 2-(Diethylamino)ethanol With sodium hydride In N,N-dimethyl-formamide for 0.5h;
Stage #2: 4,7-dichloroquinoline In N,N-dimethyl-formamide for 0.5h;
95%
2-ethoxy-4,4,6-trimethyl-1,3,2-dioxaborinane
52386-21-7

2-ethoxy-4,4,6-trimethyl-1,3,2-dioxaborinane

2-(Diethylamino)ethanol
100-37-8

2-(Diethylamino)ethanol

2-diethylaminoethoxy-4,4,6-trimethyl-1,3,2-dioxaborinane
13561-17-6

2-diethylaminoethoxy-4,4,6-trimethyl-1,3,2-dioxaborinane

Conditions
ConditionsYield
In benzene byproducts: ethanol; amine added to B compd., benzene added, shaken and refluxed for 2 h, moisture excluded; EtOH-benzene distd. azeotropically, solvent evapd. in vac. at room temp., distd.; elem. anal.;95%

100-37-8Related news

Ultra-trace level analysis of morpholine, cyclohexylamine, and Diethylaminoethanol (cas 100-37-8) in steam condensate by gas chromatography with multi-mode inlet, and flame ionization detection07/20/2019

Steam condensate water treatment is a vital and integral part of the overall cooling water treatment process. Steam condensate often contains varying levels of carbon dioxide and oxygen which acts as an oxidizer. Carbon dioxide forms corrosive carbonic acid when dissolved in condensed steam. To ...detailed

Thermodynamic modelling of CO2 absorption into aqueous solutions of 2-Diethylaminoethanol (cas 100-37-8), piperazine, and blended Diethylaminoethanol (cas 100-37-8) with piperazine07/19/2019

In this study, the Deshmukh–Mather (D-M) model was used to evaluate the equilibrium behaviour of CO2 + diethylaminoethanol (DEAE) + H2O, CO2 + piperazine (PZ) + H2O, and CO2 + DEAE + PZ + H2O systems. The binary interaction parameters of the model for mentioned systems were obtained by using ex...detailed

100-37-8Relevant articles and documents

-

Kornet,M.J. et al.

, p. 3637 - 3639 (1968)

-

Hydrogenolysis of Amide Acetals and Iminium Esters

Kadyrov, Renat

, p. 170 - 172 (2018)

Amide acetals and iminium esters were hydrogenated into amines under very mild reaction conditions over common hydrogenation catalysts. This finding provides a new strategy for the selective reduction of amides. The synthetic utility of this approach was demonstrated by the selective reduction of amides bearing ester and nitrile groups.

Synthesis and Antibacterial Activity of Polymerizable Acryloyloxyalkyltriethyl Ammonium Salts

Mancuso, Raffaella,Amuso, Roberta,Armentano, Biagio,Grasso, Giuseppe,Rago, Vittoria,Cappello, Anna Rita,Galiano, Francesco,Figoli, Alberto,De Luca, Giorgio,Hoinkis, Jan,Gabriele, Bartolo

, p. 1235 - 1244 (2017)

This study reports an efficient and practical synthetic approach for the synthesis of a particularly important class of polymerizable quaternary ammonium salts (PQASs), that is, acryloxyalkyltriethylammonium bromides (AATEABs), which may find application as antimicrobial coatings for commercial membranes with antifouling and anti-biofouling properties, to be used for wastewater treatment. The synthetic method is based on a simple two-step procedure from commercially available substrates, entirely carried out under air and without any need for chromatographic purification. All the newly synthesized AATEABs were tested for their antimicrobial activity, and the results showed that AATEABs bearing an alkyl chain of 11 and particularly 12 carbon atoms possessed significant activity against Gram positive bacteria and yeast strains.

Kinetics of hydrolysis of procaine in aqueous and micellar media

Al-Blewi, Fawzia Faleh,Al-Lohedan, Hamad A.,Rafiquee,Issa, Zuheir A.

, p. 1 - 9 (2013)

The kinetics of alkaline hydrolysis of procaine under the pseudo-first-order condition ([OH-] a [procaine]) has been carried out. N,N-Diethylaminoethanol and p-aminobenzoate anion were obtained as the hydrolysis product. The rate of hydrolysis was found to be linearly dependent upon [NaOH]. The addition of cationic cetyltrimethylammonium bromide (CTAB), dodecyltrimethylammonium bromide (DDTAB) and tetradecyltrimethylammonium bromide, and anionic sodium dodecyl sulfate (SDS) micelles inhibited the rate of hydrolysis. The maximum inhibitive effect on the reaction rate was observed for SDS micelles, whereas among the cationic surfactants, CTAB inhibited most. The variation in the rate of hydrolysis of procaine in the micellar media is attributed to the orientation of a reactive molecule to the surfactant and the binding constant of procaine with micelles. The rate of hydrolysis of procaine is negligible in DDTAB micelles. The observed results in the presence of cationic micelles were treated on the basis of the pseudophase ion exchange model. The results obtained in the presence of anionic micelles were treated by the pseudophase model, and the various kinetic parameters were determined.

Inclusion complexation of novocaine by β-cyclodextrin in aqueous solutions

Iglesias, Emilia

, p. 4383 - 4392 (2006)

The formation of inclusion complexes between β-cyclodextrin (β-CD) and the local anesthetic 2-(diethylamino)ethyl-p-amino-benzoate (novocaine) in aqueous solutions under different acidity conditions, using steady-state fluorescence or UV-vis spectroscopie

Design, Synthesis, and Biological Evaluation of Scutellarein Derivatives Based on Scutellarin Metabolic Mechanism in Vivo

Dong, Ze-Xi,Shi, Zhi-Hao,Li, Nian-Guang,Zhang, Wei,Gu, Ting,Zhang, Peng-Xuan,Wu, Wen-Yu,Tang, Yu-Ping,Fang, Fang,Xue, Xin,Li, He-Min,Cheng, Hai-Bo,Yang, Jian-Ping,Duan, Jin-Ao

, p. 946 - 957 (2016/05/24)

Three series of scutellarein derivatives have been designed and synthesized based on metabolic mechanism of scutellarin (1) in vivo. Their thrombin inhibition activities were tested through the analyzation of prothrombin time (PT), activated partial thromboplastin time (APTT), thrombin time (TT), and fibrinogen (FIB). The antioxidant activities of these target products were assessed by 1,1-diphenyl-2-picrylhydrazyl radical (DPPH) assay and the ability to protect PC12 cells against H2O2-induced cytotoxicity, and their solubilities were evaluated by ultraviolet (UV) spectrophotometer. The results showed that the two isopropyl groups substituted derivative (18c) demonstrated stronger anticoagulant activity, better water solubility, and good antioxidant activity compared with scutellarein (2), which warrants further development of 18c as a promising agent for ischemic cerebrovascular disease treatment. Three series of scutellarein derivatives have been designed and synthesized based on metabolic mechanism of scutellarin (1) in vivo. The results of the biological evaluation showed that the two isopropyl groups substituted derivative (18c) demonstrated stronger anticoagulant activity, better water solubility, and good antioxidant activity compared with scutellarein (2), which warrants further development of 18c as a promising agent for ischemic cerebrovascular disease treatment.

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