Ethylamine

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Ethylamine
Image:EtNH2.png
Image:Ethylamine-3D-balls.png
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.

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^[1] 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.^[1]

It is a basic compound.

References

External links

• Safety data at www.inchem.org
• Safety MSDS dataTemplate:Amine-stub

de:Ethylamin ja:エチルアミン