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61898-49-5

Basic Information
CAS No.: 61898-49-5
Name: ETHYL BROMOACETATE-13C2
Article Data: 3
Molecular Structure:
Molecular Structure of 61898-49-5 (ETHYL BROMOACETATE-13C2)
Formula: C4H7 Br O2
Molecular Weight: 168.98
Synonyms: Acetic-13C2acid, bromo-, ethyl ester (9CI); Bromoacetic-13C2 acid ethyl ester; Ethyl[1,2-12C2]-bromoacetate; Ethyl bromoacetate-1,2-13C
Density: 1.524 g/mL at 25 °C
Boiling Point: 159 °C(lit.)
Flash Point: 118 °F
Hazard Symbols: T+
Risk Codes: R26/27/28
Safety: 5328898
PSA: 26.30000
LogP: 0.94440
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Chemistry

Ethyl 2-bromoacetate is the chemical compound with the formula CH2BrCO2C2H5. It is the ethyl ester of Bromoacetic acid and is prepared in two steps from acetic acid.In organic synthesis, it is a versatile alkylating agent. Its major application involves the Reformatsky reaction, wherein it reacts with ZINC to form a ZINC enolate. The resulting BrZnCH2CO2Et condenses with carbonyl compounds to give a β-hydroxy-esters.It is also the starting point for the preparation of several other reagents.

History

In World War I, ethyl bromoacetate was used as a lachrymatory agent and tear gas agent for chemical warfare under the German code Weisskreuz , and later as odorant or warning agent in odourless, toxic gases. It is listed by the WHO as a riot control agent, and was first employed for that purpose by French police in 1912. The French may have employed gas grenades of this substance in 1914 during World War I. The German army then used this attack to justify their subsequent employment of chemical weapons in 1915.