Ethylamine

Title: Ethylamine
CAS Registry Number: 75-04-7
CAS Name: Ethanamine
Additional Names: monoethylamine; aminoethane
Molecular Formula: C2H7N
Molecular Weight: 45.08
Percent Composition: C 53.29%, H 15.65%, N 31.07%
Line Formula: C2H5NH2
Literature References: Prepn from ethyliodide + liq ammonia: Watt, Otto, J. Am. Chem. Soc. 69, 836 (1947); from ethanol + ammonia: Davies et al., US 2609394 (1952 to ICI); Lemon, Myerly, US 3022349 (1962 to Union Carbide). Toxicity study: H. F. Smyth et al., Arch. Ind. Hyg. Occup. Med. 10, 61 (1954).
Properties: Flammable, liq; ammonia odor; strong alkaline reaction. d1515 0.689. bp 16.6°. Solidif -80°. Miscible with water, alcohol, ether. Keep tightly closed and in cold place. LD50 orally in rats: 0.40 g/kg (Smyth).
Boiling point: bp 16.6°
Density: d1515 0.689
Toxicity data: LD50 orally in rats: 0.40 g/kg (Smyth)
Derivative Type: Hydrochloride
CAS Registry Number: 557-66-4
Molecular Formula: C2H7N.HCl
Molecular Weight: 81.54
Percent Composition: C 29.46%, H 9.89%, N 17.18%, Cl 43.48%
Properties: Crystals from ethanol + water, mp 110°. d 1.22. Soluble in 0.4 part water; freely sol in alcohol; slightly sol in chloroform or acetone. Practically insol in ether. Keep well closed.
Melting point: mp 110°
Density: d 1.22
Derivative Type: Hydriodide
CAS Registry Number: 506-58-1
Molecular Formula: C2H7N.HI
Molecular Weight: 173.00
Percent Composition: C 13.89%, H 4.66%, N 8.10%, I 73.36%
Properties: Hygroscopic crystals, mp 188°. d 2.10. Freely sol in water or alcohol. Practically insol in chloroform, ether. Keep well closed and protected from light.
Melting point: mp 188°
Density: d 2.10
Derivative Type: Oleate
CAS Registry Number: 39664-27-2
Additional Names: Ethanamine (Z)-9-octadecenoate
Trademarks: Etalate
Molecular Formula: C2H7N.C18H34O2
Molecular Weight: 327.55
Percent Composition: C 73.34%, H 12.62%, N 4.28%, O 9.77%
Properties: Commercial prepn is a 5% soln with 2% benzyl alcohol as anodyne.
CAUTION: Potential symptoms of overexposure are irritation of eyes, skin and respiratory system; skin burns; dermatitis. See NIOSH Pocket Guide to Chemical Hazards (DHHS/NIOSH 97-140, 1997) p 132.
Use: In resin chemistry; stabilizer for rubber latex; intermediate for dyestuffs, medicinals; in oil refining; in organic syntheses.
Therap-Cat: Oleate as a sclerosing agent.
Keywords: Sclerosing Agent.
Ethylaniline Ethylbenzene Ethylbenzhydramine Ethylbenzylaniline Ethyldimethyl-9-octadecenylammonium Bromide

Ethylamine[1]
Skeletal formula of ethylamine Skeletal formula of ethylamine with all explicit hydrogens added
Ball and stick model of ethylamine Spacefill model of ethylamine
Identifiers
CAS number 75-04-7 YesY
PubChem 6341
ChemSpider 6101 YesY
UNII YG6MGA6AT5 YesY
EC number 200-834-7
UN number 1036
KEGG C00797 YesY
MeSH ethylamine
ChEBI CHEBI:15862 YesY
ChEMBL CHEMBL14449 YesY
RTECS number KH2100000
Beilstein Reference 505933
Gmelin Reference 897
3DMet B00176
Jmol-3D images Image 1
Properties
Molecular formula C2H7N
Molar mass 45.08 g mol−1
Appearance Colourless gas
Odor fishy, ammoniacal
Melting point −85 to −79 °C; −121 to −110 °F; 188 to 194 K
Boiling point 16 to 20 °C; 61 to 68 °F; 289 to 293 K
Solubility in water Miscible
log P 0.037
Vapor pressure 116.5 kPa (at 20 °C)
kH 350 μmol Pa−1 kg−1
Thermochemistry
Std enthalpy of
formation ΔfHo298
−57.7 kJ mol−1
Hazards
GHS pictograms The flame pictogram in the Globally Harmonized System of Classification and Labelling of Chemicals (GHS) The exclamation-mark pictogram in the Globally Harmonized System of Classification and Labelling of Chemicals (GHS)
GHS signal word DANGER
GHS hazard statements H220, H319, H335
GHS precautionary statements P210, P261, P305+351+338, P410+403
EU Index 612-002-00-4
EU classification Flammable F+ Irritant Xi
R-phrases R12, R36/37
S-phrases (S2), S16, S26
NFPA 704
NFPA 704.svg
4
3
0
Flash point −37 °C; −35 °F; 236 K
Autoignition temperature 383 °C; 721 °F; 656 K
Explosive limits 3.5–14%
LD50
  • 265 mg kg−1 (dermal, rabbit)
  • 400 mg kg−1 (oral, rat)
Related compounds
Related alkanamines
  • Methylamine
  • Ethylenediamine
  • Propylamine
  • Isopropylamine
  • 1,2-Diaminopropane
  • 1,3-Diaminopropane
  • Isobutylamine
  • tert-Butylamine
Related compounds
  • Monomethylhydrazine
  • 2-Methyl-2-nitrosopropane
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Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

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

pKa (of protonated form) = 10.7[3]