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DIETHYL AMINE

DIETHYL AMINE

CAS Number:109-89-7
Molecule Formula:C4H11N
Molecular Weight:73.14

Diethylamine is an organic compound with the formula (CH3CH2)2NH. 
Diethyl Amine is a secondary amine.
Diethyl Amine is a flammable, weakly alkaline liquid that is miscible with most solvents. 
Diethyl Amine is a colorless liquid, but commercial samples often appear brown due to impurities. 
Diethyl Amine has a strong ammonia-like odor.

-Computed Properties-
Molecular Weight: 73.14
XLogP3: 0.6
Hydrogen Bond Donor Count: 1
Hydrogen Bond Acceptor Count: 1
Rotatable Bond Count: 2
Exact Mass: 73.089149355
Monoisotopic Mass: 73.089149355
Topological Polar Surface Area: 12 Ų
Heavy Atom Count: 5
Formal Charge: 0
Complexity: 11.1
Isotope Atom Count: 0
Defined Atom Stereocenter Count: 0
Undefined Atom Stereocenter Count: 0
Defined Bond Stereocenter Count: 0
Undefined Bond Stereocenter Count: 0
Covalently-Bonded Unit Count: 1
Compound Is Canonicalized: Yes

-Physical Description-
Diethylamine appears as a clear colorless liquid with an ammonia-like odor. 
Density 5.9 lb / gal. 
Flash point -15°F. A respiratory irritant.
Corrosive to the eyes and skin. Vapors heavier than air. 
Toxic oxides of nitrogen produced during combustion.

-Physical properties-
Colorless liquid with a fishy, ammonia-like odor. 
Experimentally determined detection and recognition odor threshold concentrations were 60 μg/m3 (20 ppbv) and 180 μg/m3 (60 ppbv), respectively (Hellman and Small, 1974). 
Diethylamine is a very strong base in aqueous solution (pKb = 3.0). 
Its chemistry is governed by the unshared electron pair on the nitrogen, thus it tends to react with acids to form salts.

-Description-
Diethylamine is a colourless, strongly alkaline, fish odour liquid, and highly inflammable. 
Diethyl Amine has an ammonia-like odour and is completely soluble in water.
On burning, diethylamine releases ammonia, carbon monoxide, carbon dioxide, and nitrogen oxides.
Diethyl Amine is incompatible with several chemical substances such as strong oxidisers, acids, cellulose nitrate, some metals, and dicyanofuroxan. 
N-nitrosamines, many of which are known to be potent carcinogens, may be formed when diethylamine comes in contact with nitrous acid, nitrates, or atmospheres with high nitrous oxide concentrations. 
The applications of Diethylamine are numerous.
Diethylamine is used in the production of pesticides. 
Diethyl Amine is used in a mixture for the production of DEET which goes into the repellents that are found readily in supermarkets for general use. 
Diethylamine is also mixed with other chemicals to form Diethylaminoethanole, which is used mainly as a corrosion inhibitor in water treatment facilities as well as production of dyes, rubber, resins, and pharmaceuticals. Diethylamine is also used in manufacture of basic chemicals and pharmaceuticals.

-Occurrence-
Diethylamine occurs in low concentrations in food and other biological materials. 
Concentrations (in p.p.m.) in fresh products include: spinach (15), apples (3), butterbeans (2.4), shelled peas (0.1), bean salad (1.5) and red cabbage (2.4) (HSDB 1989). 
Pickled vegetables contain 0-3.2 p.p.m. diethylamine while concentrations (in p.p.m.) in other materials include herring (0-5.2), barley (5.7), hops (3.1), boiled beef (2), tobacco leaf (0.1-35) and cigarette smoke concentrate (0-0.4). 
Interest in the occurrence of diethylamine in foods arises in part because of its possible formation of a carcinogenic N-nitroso derivative (Neurath et al 1977). 
Diethylamine has been reported in the exhaust from a gasoline engine (Hampton et al 1982).

-Structure-
Diethylamine is the smallest and simplest molecule that features a supramolecular helix as its lowest energy aggregate. 
Other similarly sized hydrogen-bonding molecules favor cyclic structures.

-Air & Water Reactions-
Highly flammable. 
Soluble in water. 
Sensitive to heat. 
May be sensitive to prolonged exposure to air.

-Uses-
In flotation agents, resins, dyes, resins, pesticides, rubber chemicals, and pharmaceuticals; selective solvent; polymerization and corrosion inhibitors; petroleum chemicals; electroplating; organic synthesis.

Diethylamine is manufactured by heating ethyl chloride and alcoholic ammonia under pressure or by hydrogenation of aziridines in the presence of catalysts.
DEA is used as a solvent, as a rubber accelerator, in the organic synthesis of resins, dyes, pesticides, and pharmaceuticals, in electroplating, and as a polymerization inhibitor. 
Other applications include uses as a corrosion inhibitor. 
It was reported noneffective as a skin depigmentator.

In the rubber and petroleum industry; in flotation agents; in resins, dyes, pharmaceuticals

Diethylamine, like many of the other short chain aliphatic amines, has achieved widespread industrial use as an intermediate in the manufacture of a number of commercial products. 
Among these are included insecticides, pharmaceuticals, textile finishing agents, and corrosion inhibitors (Hawley 1981; Schweizer et al 1978). 
It is used as a polymerization inhibitor and/or catalyst in the polymer industry and in the manufacture of surfactants and rubber processing accelerators. 
This amine also is useful as a depilatory agent for animal skins, as a selective solvent for the removal of impurities from oils, fats, and waxes, and as a flotation agent in the petroleum industry (NIOSH/OSHA 1981; HSDB 1989).

-Production Methods-
Diethylamine is produced using the three methods also used for the manufacture of ethylamine with very slight modification. 
The most widely used method is the passing of ammonia and ethanol over a catalyst such as alumina or silica (Schweizer et al 1978). 
Diethylamine can be separated from the mixture by selective distillations and extractions. 
This secondary amine can also be produced by the other two methods which involve: 1) passing ammonia, ethanol, and hydrogen over a dehydrogenation catalyst; and 2) passing ammonia and an aldehyde or ketone and hydrogen over a hydrogenation catalyst. 
U.S. production in 1984 is estimated at 19.7 million pounds (HSDB 1989).

-Sampling Procedures-
Analyte: diethylamine; matrix: air; procedure: adsorption on silica gel, desorption with 0.2 N sulfuric acid in 10% methanol.
Analyte: aliphatic amines; matrix: air; procedure: adsorption on silica gel; elution with acid.
A sampling and analytical procedure for methyl-, dimethyl-, ethyl-, and diethylamine was developed in order to avoid problems typically encountered in the sampling and analysis of low molecular weight aliphatic amines. 
Samples are collected with adsorbent tubes containing Amberlite XAD-7 resin coated with the derivatizing reagent, NBD chloride (7-chloro-4-nitrobenzo-2-oxa-1,3-diazole). 
Analysis is performed by HPLC with the use of a fluorescence and/or UV/visible detector. 
All four amines can be monitored simultaneously, and neither collection nor storage is affected by humidity. 
Samples are stable at room temperature for at least two weeks. 
The methodology has been tested for each amine at sample loadings equivalent to air concn ranges of 0.5 to 30 ppm for a sample volume of 10 liters. 
The method shows promise for determining other airborne primary and secondary low molecular weight aliphatic amines.

-Synonyms-
diethylamine
diethylamine acetate
diethylamine hydrobromide
diethylamine hydrochloride
diethylamine perchlorate
diethylamine phosphate (1:1)
diethylamine sulfate
diethylamine sulfite (1:1)
DIETHYLAMINE
N-Ethylethaamine
109-89-7
N,N-Diethylamine
Ethanamine, N-ethyl-
Diethamine
Diaethylamin
Dwuetyloamina
Dietilamina
diethyl amine
Diethylamin
Diethyl-amine
UNII-B035PIS86W
Et2NH
(C2H5)2NH
MFCD00009032
B035PIS86W
CHEBI:85259
N-Ethyl-Ethanamine
Diaethylamin [German]
Dietilamina [Italian]
Diethylamine, 99+%, extra pure
Dwuetyloamina [Polish]
Diethylamine, 99.5%, for analysis
CCRIS 4792
HSDB 524
Diethylamine, 99.5%, extra pure, redistilled
EINECS 203-716-3
UN1154
dietylamine
di-ethylamine
AI3-24215
N,N-diethyl amine
diethylamine (DEA)
Diethylamine, 98%
Diethylamine Anhydrous
Diethylamine, BioXtra
HNEt2
PubChem17237
C[C]NCC
ACMC-1BS8V
DSSTox_CID_1909
EC 203-716-3
Diethylamine, >=99.5%
CHEMBL1189
DSSTox_RID_76397
DSSTox_GSID_21909
Diethylamine, LR, >=99%
(CH3CH2)2 NH
(ethyl-$l^{2}-azanyl)ethane
Diethylamine, p.a., 99.0%
DTXSID6021909
STR00027
ZINC1661184
Tox21_202506
ANW-16103
CS0041
STL197470
Diethylamine, for synthesis, 99.0%
AKOS000269031
MCULE-6895602113
UN 1154
Diethylamine, purum, >=99.0% (GC)
NCGC00090709-01
NCGC00090709-02
NCGC00260055-01
CAS-109-89-7
Diethylamine, SAJ first grade, >=98.0%
D0462
Diethylamine [UN1154] [Flammable liquid]
Diethylamine, SAJ special grade, >=99.0%
FT-0624870
7514-EP2269610A2
7514-EP2269977A2
7514-EP2269989A1
7514-EP2269999A1
7514-EP2270002A1
7514-EP2270006A1
7514-EP2270010A1
7514-EP2270011A1
7514-EP2270014A1
7514-EP2272509A1
7514-EP2272516A2
7514-EP2272517A1
7514-EP2272537A2
7514-EP2272817A1
7514-EP2272822A1
7514-EP2272825A2
7514-EP2272832A1
7514-EP2272841A1
7514-EP2272844A1
7514-EP2274983A1
7514-EP2275412A1
7514-EP2275420A1
7514-EP2275421A1
7514-EP2275424A1
7514-EP2277848A1
7514-EP2277863A1
7514-EP2277867A2
7514-EP2277875A2
7514-EP2279750A1
7514-EP2280000A1
7514-EP2280003A2
7514-EP2280006A1
7514-EP2280008A2
7514-EP2280010A2
7514-EP2281563A1
7514-EP2281813A1
7514-EP2281822A1
7514-EP2284157A1
7514-EP2284159A1
7514-EP2284160A1
7514-EP2284172A1
7514-EP2286811A1
7514-EP2287152A2
7514-EP2287157A1
7514-EP2287160A1
7514-EP2287163A1
7514-EP2289510A1
7514-EP2289868A1
7514-EP2289883A1
7514-EP2289891A2
7514-EP2289896A1
7514-EP2292576A2
7514-EP2292592A1
7514-EP2292593A2
7514-EP2292597A1
7514-EP2292610A1
7514-EP2292612A2
7514-EP2292619A1
7514-EP2292630A1
7514-EP2295399A2
7514-EP2295407A1
7514-EP2295409A1
7514-EP2295411A1
7514-EP2295415A1
7514-EP2295416A2
7514-EP2295423A1
7514-EP2295432A1
7514-EP2295437A1
7514-EP2295503A1
7514-EP2298734A2
7514-EP2298736A1
7514-EP2298742A1
7514-EP2298743A1
7514-EP2298748A2
7514-EP2298750A1
7514-EP2298755A1
7514-EP2298761A1
7514-EP2298764A1
7514-EP2298765A1
7514-EP2298767A1
7514-EP2298768A1
7514-EP2298770A1
7514-EP2298775A1
7514-EP2298778A1
7514-EP2298779A1
7514-EP2298828A1
7514-EP2301627A1
7514-EP2301923A1
7514-EP2301928A1
7514-EP2301931A1
7514-EP2301936A1
7514-EP2305250A1
7514-EP2305257A1
7514-EP2305651A1
7514-EP2305652A2
7514-EP2305667A2
7514-EP2305673A1
7514-EP2305676A1
7514-EP2305677A1
7514-EP2305678A1
7514-EP2305679A1
7514-EP2305682A1
7514-EP2308510A1
7514-EP2308562A2
7514-EP2308812A2
7514-EP2308828A2
7514-EP2308838A1
7514-EP2308840A1
7514-EP2308851A1
7514-EP2308854A1
7514-EP2308873A1
7514-EP2308875A1
7514-EP2308879A1
7514-EP2308880A1
7514-EP2311808A1
7514-EP2311824A1
7514-EP2311829A1
7514-EP2311831A1
7514-EP2311834A1
7514-EP2314295A1
7514-EP2314584A1
7514-EP2314585A1
7514-EP2314587A1
7514-EP2314588A1
7514-EP2314590A1
7514-EP2314593A1
7514-EP2316457A1
7514-EP2316458A1
7514-EP2316459A1
7514-EP2316470A2
7514-EP2316824A1
7514-EP2316825A1
7514-EP2316826A1
7514-EP2316827A1
7514-EP2316828A1
7514-EP2316832A1
7514-EP2316833A1
7514-EP2316836A1
7514-EP2380874A2
Diethylamine, puriss. p.a., >=99.5% (GC)
37264-EP2275398A1
37264-EP2295503A1
37264-EP2301937A1
37264-EP2311802A1
37264-EP2311803A1
59608-EP2284166A1
59608-EP2295436A1
59608-EP2298769A1
59608-EP2298773A1
59608-EP2308852A1
Diethylamine, purified by redistillation, 99.5%
Q414196
J-002340
J-520311
F2190-0302

 
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