Ethyl carbamate

Ethyl carbamate
Structural formula of ethyl carbamate
Names
Preferred IUPAC name
Ethyl carbamate
Other names
Carbamic acid ethyl ester, Urethane, Ethylurethane
Identifiers
3D model (JSmol)
3DMet
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.000.113 Edit this at Wikidata
EC Number
  • 200-123-1
KEGG
MeSH Urethane
RTECS number
  • FA8400000
UNII
UN number 2811
  • InChI=1S/C3H7NO2/c1-2-6-3(4)5/h2H2,1H3,(H2,4,5) checkY
    Key: JOYRKODLDBILNP-UHFFFAOYSA-N checkY
  • InChI=1/C3H7NO2/c1-2-6-3(4)5/h2H2,1H3,(H2,4,5)
    Key: JOYRKODLDBILNP-UHFFFAOYAY
  • CCOC(N)=O
  • O=C(OCC)N
Properties
C3H7NO2
Molar mass 89.094 g·mol−1
Appearance White crystals
Density 1.056 g cm−3
Melting point 46 to 50 °C (115 to 122 °F; 319 to 323 K)
Boiling point 182 to 185 °C (360 to 365 °F; 455 to 458 K)
0.480 g cm−3 at 15 °C
log P -0.190(4)
Vapor pressure 1.3 kPa at 78 °C
Acidity (pKa) 13.58
2.59 D[1][2]
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
 Harmful if swallowed
May cause cancer
GHS labelling:[3]
GHS07: Exclamation markGHS08: Health hazard
Danger
H302, H350
P201, P301+P312+P330, P308+P313
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 1: Exposure would cause irritation but only minor residual injury. E.g. turpentineFlammability 2: Must be moderately heated or exposed to relatively high ambient temperature before ignition can occur. Flash point between 38 and 93 °C (100 and 200 °F). E.g. diesel fuelInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
1
2
0
Flash point 92 °C (198 °F; 365 K)
Related compounds
Related compounds
 Methyl carbamate
Propyl carbamate
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

Ethyl carbamate (also called urethane) is an organic compound with the formula CH3CH2OC(O)NH2. It is an ester of carbamic acid and a white solid. Despite its name, it is not a component of polyurethanes. Because it is a carcinogen, it is rarely used, but naturally forms in low quantities in many types of fermented foods and drinks.

  1. ^ Exner, Otto (1977). "Dipole moments, configurations and conformations of molecules containing X...Y groups". Double-Bonded Functional Groups: Vol. 1 (1977). Chichester, UK: John Wiley & Sons, Ltd. pp. 1–92. doi:10.1002/9780470771501.ch1. ISBN 978-0-470-77150-1.
  2. ^ "ethyl carbamate". stenutz.eu. Retrieved 6 April 2021.
  3. ^ Record of Ethyl carbamate in the GESTIS Substance Database of the Institute for Occupational Safety and Health, accessed on 13 December 2021.