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2-(DIETHYLAMINO)ETHANOL

CAS:    100-37-8
MF:    C6H15NO
MW:    117.19
EINECS:    202-845-2

Description
2-(Diethylamino)ethanol is a chemical compound with the molecular formula C6H15NO. 
2-(Diethylamino)ethanol is used as a precursor in the production of a variety of chemical commodities such as the local anesthetic procaine. 
2-(Diethylamino)ethanol can be reacted with 4-aminobenzoic acid to make procaine. 
2-(Diethylamino)ethanol can be used as a precursor for DEAE-cellulose resin, which is commonly used in ion exchange chromatography. 
2-(Diethylamino)ethanol can also be conveniently obtained from renewable sources. 
2-(Diethylamino)ethanol is chemically stable and able to absorb carbon dioxide (CO2) from its surroundings. 
In solution, 2-(Diethylamino)ethanol can decrease the surface tension of water when the temperature is increased.
2-(Diethylamino)ethanol can be used as a precursor chemical to procaine. 
2-(Diethylamino)ethanol is used as a corrosion inhibitor in steam and condensate lines by neutralizing carbonic acid and scavenging oxygen. 
2-(Diethylamino)ethanol is used for the synthesis of drugs in the pharmaceutical industry and as a catalyst for the synthesis of polymers in the chemical industry. 
2-(Diethylamino)ethanol is also used as a pH stabilizer.

Uses
2-(Diethylamino)ethanolwater treatment products, laboratory chemicals, lubricants and greases, metal working fluids and adhesives and sealants.
2-(Diethylamino)ethanol is used in the following areas: mining.
2-(Diethylamino)ethanol is used for the manufacture of: chemicals and wood and wood products.
Release to the environment of 2-(Diethylamino)ethanol can occur from industrial use: in processing aids at industrial sites, of substances in closed systems with minimal release, in the production of articles and as an intermediate step in further manufacturing of another substance (use of intermediates).
2-(Diethylamino)ethanol can be used as a precursor chemical to procaine. 
2-(Diethylamino)ethanol is used as a corrosion inhibitor in steam and condensate lines by neutralizing carbonic acid and scavenging oxygen. 
2-(Diethylamino)ethanol is used for the synthesis of drugs in the pharmaceutical industry and as a catalyst for the synthesis of polymers in the chemical industry. 
2-(Diethylamino)ethanol is also used as a pH stabilizer.
Water-soluble salts; textile softeners; antirust formulations; fatty acid derivatives; pharmaceuticals; curing agent for resins; emulsifying agents in acid media; organic synthesis.
2-(Diethylamino)ethanol is used mainly as a corrosion inhibitor. 
Other applications of 2-(Diethylamino)ethanol include use in lubricants and as a building block in the agrochemical and pharmaceutical industries.

2-(Diethylamino)ethanol  is used in the pharmaceutical industry for the manufacture of the local anesthetics procaine and chloroquine; and in the chemical industry for the manufacture of water-soluble salts, fatty-acid derivatives, derivatives containing tertiary amine groups, emulsifiers, special soaps, cosmetics and textiles and fibers (HSDB 1988). 
2-(Diethylamino)ethanol  also is used in chromatography in chemistry and biochemistry laboratories (DEAE is useful as an ion-exchange matrix; DEAE-cellulose columns are used for purification of proteins and DNA, and DEAE-silica for phospholipid separations). 
In other industries 2-(Diethylamino)ethanol  is used in some antirust compositions and in textile softeners (Hawley 1977; HSDB 1988). 
2-(Diethylamino)ethanol is also used widely as a steam additive in large buildings requiring humidifiers.

Specifications
Density: 0.883
pH: 11.5
Melting Point: -70°C
Boiling Point: 161°C to 163°C
Flash Point: 52°C (125°F)
Linear Formula: (CH3CH2)2NCH2CH2OH
Odor: Amine-like
UN Number:UN2686
Beilstein: 741863
Merck Index: 14,3112
Refractive Index: 1.4415
Quantity: 1000mL
Solubility Information: It is miscible in water.
Sensitivity: Air and light sensitive; Hygroscopic
Formula Weight :117.19
Percent Purity: 99%
Chemical Name or Material: 2-(Diethylamino)ethanol

Colorless liquid with a nauseating, weak, ammonia odor; hygroscopic; very soluble in water; soluble in alcohol, ether acetone, benzene, and petroleum ether.
Colorless, hygroscopic liquid with a nauseating, ammonia-like odor. 
Experimentally determined detection and recognition odor threshold concentrations were 50 μg/m3 (11 ppbv) and 190 μg/m3 (40 ppbv), respectively (Hellman and Small, 1974).

Safety    
There is a lack of data regarding human toxicity of 2-(Diethylamino)ethanol. 
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.
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 2-(Diethylamino)ethanol for extrapolation to human health risks are severely lacking. 
2-(Diethylamino)ethanol, combined with the lack of data concerning the concentrations of 2-(Diethylamino)ethanol 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 2-(Diethylamino)ethanol.

Reactivity Profile    
2-(Diethylamino)ethanol 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-(Diethylamino)ethanol can react with strong oxidizers and acids.
Flammable. 
Soluble in water. 
2-(Diethylamino)ethanol is sensitive to moisture. 
Slowly hydrolyzes.

Metabolism    
The absorption of 2-(Diethylamino)ethanol (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 2-(Diethylamino)ethanol N-oxide, diethylaminoacetic acid, and ethylaminoethanol.

Production Methods    
2-(Diethylamino)ethanol (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).

Synonyms
2-(Diethylamino)ethanol
2-Diethylaminoethanol
DIETHYLAMINOETHANOL
100-37-8
N,N-Diethylethanolamine
Diethylethanolamine
DEAE
(Diethylamino)ethanol
Ethanol, 2-(diethylamino)-
N,N-Diethyl-2-aminoethanol
(2-Hydroxyethyl)diethylamine
Diethyl(2-hydroxyethyl)amine
Diethylmonoethanolamine
2-Hydroxytriethylamine
Pennad 150
Diaethylaminoaethanol
2-(Diethylamino)Ethan-1-Ol
2-(N,N-Diethylamino)ethanol
N,N-Diethylmonoethanolamine
N,N-Diethyl-2-hydroxyethylamine
beta-Diethylaminoethanol
beta-Hydroxytriethylamine
2-(Diethylamino)ethyl alcohol
Diethylamino ethanol
N-Diethylaminoethanol
2-diethylamino-ethanol
2-N-Diethylaminoethanol
diethyl ethanolamine
DEEA
beta-Diethylaminoethyl alcohol
N-(Diethylamino)ethanol
N,N-Diethyl-N-(beta-hydroxyethyl)amine
NSC 8759
N,N-Diethylaminoethanol
2-(diethylamino)-ethanol
2-N-(Diethylamino)ethanol
.beta.-(Diethylamino)ethanol
ETHANOL,2-DIETHYLAMINO
S6DL4M053U
beta-(Diethylamino)ethyl alcohol
CHEBI:52153
.beta.-(Diethylamino)ethyl alcohol
NSC-8759
N,N-Diethyl-N-(.beta.-hydroxyethyl)amine
DSSTox_CID_1837
DSSTox_RID_76358
DSSTox_GSID_21837
CAS-100-37-8
Diaethylaminoaethanol [German]
CCRIS 4793
HSDB 329
EINECS 202-845-2
UN2686
UNII-S6DL4M053U
AI3-16309
2-Diethylamino
Diathylaminoathanol
Diethylamlnoethanol
MFCD00002850
n,n-diethyl ethanolamine
N, N-Diethylethanolamine
beta-(Diethylamino)ethanol
N,N-diethyl ethanol amine
2-Diethylaminoethanol [UN2686] [Corrosive]
.beta.-Hydroxytriethylamine
EC 202-845-2
SCHEMBL3114
2-Diethylaminoethanol, 9CI
CHEMBL1183
Diaethylaminoaethanol(german)
2-(diethylamino)-1-ethanol
MLS002174251
2-(N,N-diethylamino)-ethanol
2-(Diethylamino)ethanol, 99%
DTXSID5021837
DIETHYLAMINOETHANOL [HSDB]
N-(beta-hydroxyethyl)diethylamine
NSC8759
HMS3039I08
ZINC388479
2-(Diethylamino)ethanol, >=99%
DIETHYL ETHANOLAMINE [INCI]
DIETHYLAMINOETHANOL [MART.]
WLN: Q2N2 & 2
ADAL1185323
DIETHYLAMINOETHANOL [WHO-DD]
N-(hydroxyethyl)-N,N-diethyl amine
Tox21_201463
Tox21_300037
BBL012211
STL163552
2-(DIETHYLAMINO)ETHANOL [MI]
2-(Diethylamino)ethanol, >=99.5%
AKOS000119883
UN 2686
NCGC00090925-01
NCGC00090925-02
NCGC00090925-03
NCGC00253920-01
NCGC00259014-01
A 22
BP-20552
SMR001261425
VS-03234
DB-012722
D0465
2-Diethylaminoethanol [UN2686] [Corrosive]
D88192
2-(Diethylamino)ethanol, purum, >=99.0% (GC)
Q209373
2-Diethylaminoethanol 100 microg/mL in Acetonitrile
J-520312
Diethyl ethanolamine Diethylaminoethanol 2-Hydroxytriethylamine

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