Back اتیل برمواستات AZB Bromessigsäureethylester German Etila bromoacetato Esperanto اتیل برمواستات Persian Etyylibromiasetaatti Finnish Bromoacétate d'éthyle French Etil bromoasetat ID ブロモ酢酸エチル Japanese Bromooctan etylu Polish Bromoacetato de etila Portuguese

Ethyl bromoacetate

Ethyl bromoacetate
Skeletal formula of ethyl bromoacetate
Ball-and-stick model of ethyl bromoacetate
Names
Preferred IUPAC name
Ethyl bromoacetate
Other names
  • Antol
  • Bromoacetic acid, ethyl ester
  • Ethoxycarbonylmethyl bromide
  • Ethyl 2-bromoacetate
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.002.992 Edit this at Wikidata
EC Number
  • 203-290-9
RTECS number
  • AF6000000
UNII
UN number 1603
  • InChI=1S/C4H7BrO2/c1-2-7-4(6)3-5/h2-3H2,1H3 checkY
    Key: PQJJJMRNHATNKG-UHFFFAOYSA-N checkY
  • InChI=1/C4H7BrO2/c1-2-7-4(6)3-5/h2-3H2,1H3
    Key: PQJJJMRNHATNKG-UHFFFAOYAE
  • BrCC(=O)OCC
Properties
BrCH2CO2CH2CH3
Molar mass 167.002 g·mol−1
Appearance Colorless to yellow liquid[1]
Odor Fruity, pungent[2]
Density 1.51 g/cm3
Melting point −38 °C (−36 °F; 235 K)[1]
Boiling point 158 °C (316 °F; 431 K)[1]
Insoluble
−82.8·10−6 cm3/mol
Hazards
GHS labelling:
GHS06: Toxic
Danger
H300, H310, H330
P260, P262, P264, P270, P271, P280, P284, P301+P310, P302+P350, P304+P340, P310, P320, P321, P322, P330, P361, P363, P403+P233, P405, P501
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 4: Very short exposure could cause death or major residual injury. E.g. VX gasFlammability 0: Will not burn. E.g. waterInstability 3: Capable of detonation or explosive decomposition but requires a strong initiating source, must be heated under confinement before initiation, reacts explosively with water, or will detonate if severely shocked. E.g. hydrogen peroxideSpecial hazards (white): no code
4
0
3
Flash point 47 °C (117 °F; 320 K)[1]
Related compounds
Related esters
Related compounds
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

Ethyl bromoacetate is the chemical compound with the formula BrCH2CO2CH2CH3. It is the ethyl ester of bromoacetic acid and is prepared in two steps from acetic acid.[3] It is a lachrymator and has a fruity, pungent odor.[2] It is also a highly toxic alkylating agent and may be fatal if inhaled.

  1. ^ a b c d Chemicalland properties database (dead link 13 September 2018)
  2. ^ a b Criswell, DW; McClure, FL; Schaefer, R; Brower, KR (1980). "War gases as olfactory probes". Science. 210 (4468): 425–6. Bibcode:1980Sci...210..425C. doi:10.1126/science.6968976. PMID 6968976.
  3. ^ Natelson, S.; Gottfried, S. (1955). "Ethyl Bromoacetate". Organic Syntheses; Collected Volumes, vol. 3, p. 381.

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