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4-BROMOCROTONIC ACID

Product Name
4-BROMOCROTONIC ACID
CAS No.
13991-36-1
Chemical Name
4-BROMOCROTONIC ACID
Synonyms
4-bromocrotonic aci;4-BROMOCROTONIC ACID;r-bromocrotonic acid;Remazolam impurity 4;Neratinib Impurity 25;Remimazolam Impurity 4;4-BroMobut-2-enoic acid;gamma-Bromocrotonic acid;(E)-4-Bromocrotonic acid;4-Bromocrotonic Acid >
CBNumber
CB1669800
Molecular Formula
C4H5BrO2
Formula Weight
164.99
MOL File
13991-36-1.mol
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4-BROMOCROTONIC ACID Property

Melting point:
74 °C
Boiling point:
288℃
Density 
1.718
Flash point:
128℃
storage temp. 
Inert atmosphere,2-8°C
solubility 
Chloroform (Sparingly), Methanol (Slightly)
form 
Solid
pka
4.13±0.10(Predicted)
color 
Pale Yellow to Pale Beige
InChI
InChI=1S/C4H5BrO2/c5-3-1-2-4(6)7/h1-2H,3H2,(H,6,7)/b2-1+
InChIKey
DOTGZROJTAUYFQ-OWOJBTEDSA-N
SMILES
C(O)(=O)/C=C/CBr
CAS DataBase Reference
13991-36-1
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Safety

Risk Statements 
34
Safety Statements 
36/37/39
RIDADR 
3261
HazardClass 
8
PackingGroup 
III
HS Code 
29161900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H290May be corrosive to metals

H314Causes severe skin burns and eye damage

Precautionary statements

P234Keep only in original container.

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

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

P390Absorb spillage to prevent material damage.

P405Store locked up.

P406Store in corrosive resistant/… container with a resistant inner liner.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

TCI Chemical
Product number
B2298
Product name
4-Bromocrotonic Acid
Purity
>98.0%(GC)(T)
Packaging
1g
Price
$199
Updated
2025/07/31
TCI Chemical
Product number
B2298
Product name
4-Bromocrotonic Acid
Purity
>98.0%(GC)(T)
Packaging
5g
Price
$597
Updated
2025/07/31
TRC
Product number
B682580
Product name
(E)-4-BromocrotonicAcid
Packaging
1g
Price
$140
Updated
2021/12/16
TRC
Product number
B682580
Product name
(E)-4-BromocrotonicAcid
Packaging
5g
Price
$525
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB46446
Product name
4-Bromocrotonic acid - min 98%
Packaging
250mg
Price
$105
Updated
2021/12/16
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4-BROMOCROTONIC ACID Chemical Properties,Usage,Production

Chemical Properties

White solid

Uses

(E)-4-Bromocrotonic Acid acts as a fatty acid blocking agent. It is used to selectively adjust levels of long-chain acyl CoA and carnitine in aerobic and ischemic myocardium. It is also an intermediate used to prepare tetrahydropyridothienopyrimidine derivatve with antiproliferative activities.

Synthesis

107-93-7

13991-36-1

General procedure for the synthesis of (E)-4-bromobut-2-enoic acid from crotonic acid: a mixture of (E)-but-2-enoic acid (10.00 g, 116.16 mmol), N-bromosuccinimide (NBS, 1.02 g, 118.48 mmol), and 2,2'-azobis(2-methylpropionitrile) (AIBN, 381.49 mg, 2.32 mmol ) were dissolved in carbon tetrachloride (CCl4, 120 mL) and the reaction was stirred at 90 °C for 4 hours. After completion of the reaction, the mixture was filtered and the filtrate was concentrated. The residue was recrystallized with hexane to afford the target product (E)-4-bromobut-2-enoic acid (19.17 g, 42.2% yield).

References

[1] Archiv der Pharmazie, 2014, vol. 347, # 8, p. 552 - 558
[2] Bioorganic and Medicinal Chemistry, 2014, vol. 22, # 7, p. 2366 - 2378
[3] Patent: CN107556289, 2018, A. Location in patent: Paragraph 0112; 0114; 0115; 0116
[4] Journal of Organic Chemistry, 2011, vol. 76, # 11, p. 4467 - 4481
[5] Tetrahedron Letters, 2018, vol. 59, # 18, p. 1776 - 1778

4-BROMOCROTONIC ACID Preparation Products And Raw materials

Raw materials

Preparation Products

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4-BROMOCROTONIC ACID Suppliers

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View Lastest Price from 4-BROMOCROTONIC ACID manufacturers

Henan Bao Enluo International TradeCo.，LTD
Product
4-BROMOCROTONIC ACID 13991-36-1
Price
US $50.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
1000tons
Release date
2023-08-03
Hebei Best Biological Technology Co., Ltd
Product
4-bromocrotonic acid 13991-36-1
Price
US $200.00/g
Min. Order
10g
Purity
99%
Supply Ability
1000t/month
Release date
2022-11-10
Zhuozhou Wenxi import and Export Co., Ltd
Product
4-BROMOCROTONIC ACID 13991-36-1
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-06-27

13991-36-1, 4-BROMOCROTONIC ACIDRelated Search:

4-Bromomethyl-7-methoxycoumarin 5-Bromo-2-hydroxynicotinic acid ETHYL 4-BROMO-3-ETHOXY-2-BUTENOATE 4-Bromocrotonic acid phenacyl ester,4-Bromocrotonic acid benzoylmethyl ester 4-BROMOCROTONIC ACID METHYL ESTER,methyl 4-bromocrotonate (4-bromocrotonic acid methyl ester) 4-BROMOCROTONIC ACID METHYL 5-BROMO-2-OXO-1,2-DIHYDRO-3-PYRIDINECARBOXYLATE ETHYL 4-BROMOCROTONATE (4-BROMOCROTONIC ACID ETHYL ESTER),4-BROMOCROTONIC ACID ETHYL ESTER 4-BROMOMETHYL-6,7-DIMETHOXYCOUMARIN 4-BROMOCROTONIC ACID METHYL ESTER 2-Methylbenzyl chloride 7-ACETOXY-4-BROMOMETHYLCOUMARIN 5-BROMO-1-(3-FLUOROBENZYL)-2-OXO-1,2-DIHYDRO-3-PYRIDINECARBOXYLIC ACID 5-BROMO-1-(2,4-DICHLOROBENZYL)-2-OXO-1,2-DIHYDRO-3-PYRIDINECARBOXYLIC ACID 5-BROMO-2-OXO-1-[3-(TRIFLUOROMETHYL)BENZYL]-1,2-DIHYDRO-3-PYRIDINECARBOXYLIC ACID 1-BENZYL-5-BROMO-2-OXO-1,2-DIHYDRO-3-PYRIDINECARBOXYLIC ACID 3-Bromocrotonic acid 2-Bromocrotonic acid

  • TRANS-4-BROMO-2-BUTENOIC ACID
  • 2-Butenoic acid, 4-bromo-, (E)-
  • 4-BroMobut-2-enoic acid
  • (2E)-4-Bromo-2-butenoic acid
  • 2-Butenoic acid,4-broMo-, (2E)-
  • (E)-4-Bromo-2-butenoic acid
  • (E)-4-Bromocrotonic acid
  • r-bromocrotonic acid
  • 4-BROMOCROTONIC ACID
  • Remimazolam Impurity 4
  • gamma-Bromocrotonic acid
  • gamma-Bromocrotonic acid, tech
  • 4-Bromocrotonic acid - min 98%
  • 4-Bromocrotonic Acid &gt
  • 4-bromocrotonic aci
  • Neratinib Impurity 25
  • Remazolam impurity 4
  • 4-bromocrotonic Acid CAS NO.13991-36-1
  • 13991-36-1
  • 13991-36-1