ChemicalBook > CAS DataBase List > Ethyl 4-bromocrotonate

Ethyl 4-bromocrotonate

Product Name
Ethyl 4-bromocrotonate
CAS No.
37746-78-4
Chemical Name
Ethyl 4-bromocrotonate
Synonyms
Ethyl (E)-4-bromobut-2-enoate;Ethyl (E)-4-bromo-2-butenoate;(E)-Ethyl 4-broMobut-2-enoate;Neratinib Impurity 26;thyl 4-bromocrotonate;ETHYL 4-BROMOCROTONATE;Ethyl-4-bromocrotanate;4- broMoethyl crotonate;Ethylbromocrotonatepract;Ethyl gamma-bromocrotonate
CBNumber
CB3111015
Molecular Formula
C6H9BrO2
Formula Weight
193.04
MOL File
37746-78-4.mol
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Ethyl 4-bromocrotonate Property

Boiling point:
94-95 °C/12 mmHg (lit.)
Density 
1.402 g/mL at 25 °C (lit.)
refractive index 
n20/D 1.493(lit.)
Flash point:
207 °F
storage temp. 
2-8°C
solubility 
Chloroform (Sparingly), Methanol (Slightly)
form 
Liquid
Specific Gravity
1.402
color 
Clear light yellow to brown
Water Solubility 
Insoluble in water.
BRN 
1721388
Stability:
Light Sensitive
InChIKey
FHGRPBSDPBRTLS-ONEGZZNKSA-N
CAS DataBase Reference
37746-78-4(CAS DataBase Reference)
NIST Chemistry Reference
2-Butenoic acid, 4-bromo-, ethyl ester, (E)-(37746-78-4)
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Safety

Hazard Codes 
C,Xi
Risk Statements 
34-36/37/38
Safety Statements 
26-36/37/39-45-24/25
RIDADR 
UN 3265 8/PG 2
WGK Germany 
3
F 
10-19-23
HazardClass 
8
PackingGroup 
III
HS Code 
29161995
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H314Causes severe skin burns and eye damage

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P363Wash contaminated clothing before reuse.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
E13830
Product name
Ethyl 4-bromocrotonate
Purity
75%, technical grade
Packaging
5g
Price
$53.2
Updated
2025/07/31
Sigma-Aldrich
Product number
E13830
Product name
Ethyl 4-bromocrotonate
Purity
75%, technical grade
Packaging
25g
Price
$157
Updated
2025/07/31
TRC
Product number
E676685
Product name
(E)-Ethyl4-Bromobut-2-enoate(>80%)
Packaging
1g
Price
$50
Updated
2021/12/16
TRC
Product number
E676685
Product name
(E)-Ethyl4-Bromobut-2-enoate(>80%)
Packaging
5g
Price
$70
Updated
2021/12/16
AK Scientific
Product number
C269
Product name
Ethyl 4-bromocrotonate
Packaging
5g
Price
$27
Updated
2021/12/16
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Ethyl 4-bromocrotonate Chemical Properties,Usage,Production

Chemical Properties

clear yellow liquid

Uses

Ethyl 4-bromocrotonate is an important raw material and intermediate used in Organic Synthesis, Pharmaceuticals, Agrochemicals and Dyestuffs.

Synthesis

623-70-1

37746-78-4

General procedure for the synthesis of ethyl (E)-4-bromobut-2-enoate from ethyl crotonate: To a round-bottomed flask containing ethyl (2E)-but-2-enoate (10.9 g, 87.6 mmol) and carbon tetrachloride (100 mL), N-bromosuccinimide (NBS, 17 g, 96 mmol) and azobisisobutyronitrile (AIBN, 4.3 g, 26 mmol). The reaction mixture was stirred at 80 °C for 12 hours. After completion of the reaction, the reaction mixture was diluted with dichloromethane (DCM) and washed sequentially with saturated sodium bicarbonate solution, water and brine. The organic layer was dried with anhydrous sodium sulfate and concentrated under reduced pressure to remove the solvent to give ethyl (E)-4-bromobut-2-enoate (7.5 g, 44% yield) as an oil.

References

[1] Journal of the American Chemical Society, 2001, vol. 123, # 21, p. 4966 - 4973
[2] Patent: WO2017/100668, 2017, A1. Location in patent: Page/Page column 150
[3] Patent: WO2018/103058, 2018, A1. Location in patent: Page/Page column 150
[4] Bulletin de la Societe Chimique de France, 1966, p. 1315 - 1324
[5] Journal of Organometallic Chemistry, 1973, vol. 60, p. 209 - 217

Ethyl 4-bromocrotonate Preparation Products And Raw materials

Raw materials

Benzoyl peroxide N-Bromosuccinimide ETHYL CROTONATE Sodium sulfate Carbon tetrachloride Phosphorus pentoxide

Preparation Products

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Ethyl 4-bromocrotonate Suppliers

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View Lastest Price from Ethyl 4-bromocrotonate manufacturers

Hebei Chuanghai Biotechnology Co., Ltd
Product
Ethyl 4-bromocrotonate 37746-78-4
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
20 mt
Release date
2024-11-20
Career Henan Chemical Co
Product
Ethyl 4-bromocrotonate 37746-78-4
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
25kg
Release date
2019-07-10

37746-78-4, Ethyl 4-bromocrotonateRelated Search:

Ethylbenzene Ethyl acetate 4-BROMOCROTONIC ACID Triethyl citrate Ethyl glyoxalate Ethyl formate Diethyl malonate Ethyl acrylate Ethyl crotonate Ethyl bromoacetate Ethylparaben Ethyl bromodifluoroacetate Ethyl cellulose Ethanol Ethyl 4-bromobutyrate ETHYL 3-AMINOCROTONATE Crotonic acid 3-Amino-2-butenoic acid ethyl ester

  • TRANS-ETHYL-4-BROMOCROTONATE
  • 4-BROMOCROTONIC ACID ETHYL ESTER
  • ETHYL TRANS-4-BROMO-2-BUTENOATE
  • ETHYL 4-BROMOCROTONATE
  • Ethyl (2E)-4-bromo-2-butenoate
  • Ethyl (E)-4-bromo-2-butenoate
  • Ethyl gamma-bromocrotonate
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  • Ethyl 4-bromocrotonate, 75%, tech.
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  • (2E)-Ethyl 4-bromocrotonate
  • (E)-Ethyl 4-broMobut-2-enoate
  • Ethyl 4-broMocrotonate, GC 75%
  • 4- broMoethyl crotonate
  • Ethyl 4-broMocrotonate 75%, technical grade
  • (E)-Ethyl 4-Bromobut-2-enoate (>80%)
  • Ethyl-4-bromocrotanate
  • Neratinib Impurity 26
  • Ethyl 4-Bromocrotonate,>70%
  • Ethyl 4-bromocrotonate 70%
  • thyl 4-bromocrotonate
  • 37746-78-4
  • C6H9BrO2
  • BrCH2CHCHCO2C2H5
  • BrCH2CHCHCO2CH2CH3
  • C6H9O2Br
  • HALOGEN
  • Carbonyl Compounds
  • C6 to C7
  • Building Blocks
  • Esters
  • Organic Building Blocks
  • Building Blocks
  • C6 to C7
  • Carbonyl Compounds
  • Chemical Synthesis
  • Esters
  • Organic Building Blocks
  • Pharmaceutical Intermediates