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Ethyl bromoacetate

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Name

Ethyl bromoacetate

EINECS N/A
CAS No. 61898-49-5 Density 1.524 g/mL at 25 °C
PSA 26.30000 LogP 0.94440
Solubility N/A Melting Point N/A
Formula C4H7 Br O2 Boiling Point 159 °C(lit.)
Molecular Weight 168.98 Flash Point 118 °F
Transport Information N/A Appearance N/A
Safety 5328898 Risk Codes R26/27/28
Molecular Structure Molecular Structure of 61898-49-5 (ETHYL BROMOACETATE-13C2) Hazard Symbols T+
Synonyms

Acetic-13C2acid, bromo-, ethyl ester (9CI); Bromoacetic-13C2 acid ethyl ester; Ethyl[1,2-12C2]-bromoacetate; Ethyl bromoacetate-1,2-13C

Article Data 3

Ethyl bromoacetate Chemical Properties

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.

Ethyl bromoacetate 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.

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