Ethyl (E)-4-bromo-2-butenoate
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Ethyl (E)-4-bromo-2-butenoate
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CAS No:
37746-78-4
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Formula:
C6H9BrO2
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Chemical Name:
Ethyl (E)-4-bromo-2-butenoate
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Synonyms:
2-Butenoic acid,4-bromo-,ethyl ester,(2E)-;2-Butenoic acid,4-bromo-,ethyl ester,(E)-;trans-Ethyl γ-bromocrotonate;Ethyl (E)-4-bromo-2-butenoate;Ethyl 4-bromo-2-(E)-butenoate;Ethyl bromocrotonate;(2E)-4-Bromo-2-butenoic acid ethyl ester;(E)-Ethyl 4-bromocrotonate;(E)-4-Bromo-2-butenoic acid ethyl ester;Ethyl (E)-4-bromobutenoate;(E)-4-Bromobut-2-enoic acid ethyl ester;(E)-Ethyl 4-bromobut-2-enoate;Ethyl trans-4-bromo-2-butenoate;trans-Ethyl 4-bromocrotonate;Ethyl (E)-4-bromocrotonate;Ethyl (2E)-4-bromobut-2-enoate
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CAS No:
Characteristics
26.3
1.5
Clear light yellow to brown Liquid
1.4±0.1 g/cm3
91-93 °C @ Press: 10 Torr
207 °F
1.484
Insoluble in water.
2-8°C
Safety Information
III
8
UN 3265 8/PG 2
3
34-36/37/38
26-36/37/39-45-24/25
C,Xi
P280-P305 + P351 + P338-P310
H314
Ethyl (E)-4-bromo-2-butenoate Use and Manufacturing
To a round bottom flask containing ethyl (2E)-but-2- enoate (10.9 g, 87.6 mmol) and CciTo a round bottom flask containing ethyl (2E)-but-2-enoate (10.9 g, 87.6 mmol) and CCl Step 2Triphenyl phosphine (295 g, 1.12 mol) and methylene chloride (665 mL) were introduced into a 3 L one-neck flask and were stirred for 10 minutes at 0° C. And then, bromine (179.3 g) dissolved in methylene chloride (665 mL) was slowly added as droplets therein for 1 hours. At this time, the temperature of the reactor was maintained to be 0° C. The reaction product was further stirred for 30 minutes after all of bromine was added. (E)-ethyl 4-hydroxybut-2-enoate (133 g, 1.02 mol) dissolved in methylene chloride (665 mL) was slowly added as droplets into the reaction mixture for 1 hours. At this time, the temperature of the reactor was also maintained to be 0° C. After all of (E)-ethyl 4-hydroxybut-2-enoate was added, the mixture was further stirred for 30 minutes at 0° C. (the reaction was confirmed with TLC, EtOAc:hexane=1:4). After washing the organic layer of the reaction product with water (900 mL.x.2), the organic layer was dried with anhydrous MgSO
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