Ethyl 3-bromopropionate

Ethyl 3-bromopropionate
Names
Preferred IUPAC name
Ethyl 3-bromopropanoate
Other names
Ethyl β-Bromopropionate, Ethyl 2-bromopropanoate
Identifiers
3D model (JSmol)
ChemSpider
EC Number
  • 208-724-0
UNII
  • InChI=1S/C5H9BrO2/c1-2-8-5(7)3-4-6/h2-4H2,1H3
    Key: FQTIYMRSUOADDK-UHFFFAOYSA-N
  • CCOC(=O)CCBr
Properties
C5H9BrO2
Molar mass 181.029 g·mol−1
Appearance colorless liquid
Density 1.4409 g/cm3
Boiling point 135–136 °C (275–277 °F; 408–409 K) 50 mmHg
Hazards
GHS labelling:
GHS07: Exclamation mark
Warning
H315, H319, H335
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Ethyl 3-bromopropionate is the organobromine compound with the formula BrCH2CH2CO2C2H5. It is a colorless liquid and an alkylating agent. It is prepared by the esterification of 3-bromopropionic acid.[1] Alternatively, it can be prepared by hydrobromination of ethyl acrylate, a reaction that proceeds in an anti-Markovnikov sense.[2]

  1. ^ Kendall, E. C.; McKenzie, B. (1923). "Ethyl β-Bromopropionate". Organic Syntheses. 3: 51. doi:10.15227/orgsyn.003.0051.
  2. ^ Mozingo, Ralph; Patterson, L. A. (1940). "Methyl β-Bromopropionate". Organic Syntheses. 20: 64. doi:10.15227/orgsyn.020.0064.