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Ethylamine



Ethylamine[1]
IUPAC name Ethanamine
Other names Ethylamine, Monoethylamine, Aminoethane, 1-Aminoethane
Identifiers
CAS number 75-04-7
PubChem 6341
EINECS number 200-834-7
RTECS number KH2100000
SMILES CCN
InChI InChI=1/C2H7N/c1-2-3/h2-3H2,1H3
Properties
Molecular formula C2H7N
Molar mass 45.08 g/mol
Appearance Light yellow liquid
Density 0.689 g/cm3
Melting point

-81 °C

Boiling point

16.6 °C

Solubility in water Miscible
Vapor pressure 121 kPa (20 °C)
Hazards
Main hazards Harmful, corrosive, highly flammable
NFPA 704
4
3
0
ALK
R-phrases R12, R20, R22, R34, R36, R37, R38
S-phrases S16, S26, S29
Flash point -17 °C
Autoignition
temperature
385 °C
Explosive limits 3.5-14 %V
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and references

Ethylamine is a chemical compound with the formula CH3CH2NH2. It has a strong ammonia-like odor. It is miscible with virtually all solvents and is considered to be a weak base, as is typical for amines. Ethylamine is widely used in chemical industry and organic synthesis.

Additional recommended knowledge

Ethylamine, like some other amines, has the unusual property of dissolving lithium metal to give the ion [Li(amine)4]+ and the solvated electron. Evaporation of these solutions, gives back lithium metal. Such solutions are used for the reduction of unsaturated organic compounds, such as naphthalenes[2] and alkynes.

Synthesis and reactions

Ethylamine can be prepared in a laboratory by reaction of ethylene with ammonia in the presence of a catalyst.

H2C=CH2 + NH3 → CH3CH2NH2

It can also be synthesized from acetaldehyde and ammonium chloride.[citation needed]

2 CH3CHO + NH4Cl → CH3CH2NH3Cl + CH3CO2H
CH3CH2NH3Cl + NaOH → CH3CH2NH2 + NaCl + H2O

Reaction of ethylamine with sulfuryl chloride followed by oxidaton of the sulfonamide give diethyldiazene, EtN=NEt.[3]

It is a basic compound.

References

  1. ^ Merck Index, 12th Edition, 3808.
  2. ^ Kaiser, E. M.; Benkeser R. A. "Δ9,10-Octalin" Organic Syntheses, Collected Volume 6, p.852 (1988). http://www.orgsyn.org/orgsyn/pdfs/CV6P0852.pdf
  3. ^ Ohme, R.; Preuschhof, H.; Heyne, H.-U. "Azoethane" Organic Syntheses, Collected Volume 6, p.78 (1988). http://www.orgsyn.org/orgsyn/pdfs/CV6P0078.pdf
 
This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Ethylamine". A list of authors is available in Wikipedia.
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