2-Butenoic acid, 4-bromo-, methyl ester

Base Information

• Chemical Name: 2-Butenoic acid, 4-bromo-, methyl ester
• CAS No.: 1117-71-1
• Molecular Formula: C5H7BrO2
• Molecular Weight: 179.013
• Hs Code.: 29161900
• DSSTox Substance ID: DTXSID8061503
• Mol file: 1117-71-1.mol

Synonyms:methyl 4-bromobut-2-enoate;2-Butenoic acid, 4-bromo-, methyl ester;DTXSID8061503;STR01036;AKOS025393589;SY007768;SY112634;FT-0628622;FT-0645548

Chemical Property of 2-Butenoic acid, 4-bromo-, methyl ester

Chemical Property:

• Appearance/Colour: clear yellow liquid
• Vapor Pressure: 0.358mmHg at 25°C
• Refractive Index: n20/D 1.501
• Boiling Point: 198.5 °C at 760 mmHg
• Flash Point: 67.4 °C
• PSA: 26.30000
• Density: 1.475 g/cm³
• LogP: 1.11050
• Storage Temp.: 2-8°C
• Water Solubility.: Slightly soluble in water.
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 177.96294
• Heavy Atom Count: 8
• Complexity: 98.6

Purity/Quality:

99.9% ^*data from raw suppliers

Methyl4-Bromocrotonate,85% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, C
• Hazard Codes: Xi,C
• Statements: 37/38-41-34-20/21/22
• Safety Statements: 26-39-45-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC(=O)C=CCBr
• Uses: It is a useful synthetic intermediate. It was used in the synthesis of irreversible inhibitors of EGFR and HER-2 tyrosine kinases with enhanced antitumor activities.

Technology Process of 2-Butenoic acid, 4-bromo-, methyl ester

There total 19 articles about 2-Butenoic acid, 4-bromo-, methyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 93.1%

methanol (67-56-1) + 4-bromocrotonic acid (13991-36-1) → methyl-4-bromo-2-butenoate (1117-71-1,56699-18-4,6000-00-6)

Guidance literature:

With thionyl chloride; at 0 ℃; for 15h;

Reference yield: 87.0%

crotonic acid methyl ester (623-43-8) → methyl 4-bromocrotonate (1117-71-1)

Guidance literature:

With N,N'-dibromo-N,N'-1,2-ethylene bis(2,5-dimethylbenzene sulfonamide); dibenzoyl peroxide; In tetrachloromethane; at 20 ℃; for 10h;

DOI:10.1081/SCC-120005417

Reference yield: 80.0%

crotonic acid methyl ester (623-43-8) → methyl-4-bromo-2-butenoate (1117-71-1,56699-18-4,6000-00-6)

Guidance literature:

With N-Bromosuccinimide; Perbenzoic acid; In tetrachloromethane; for 5h; Heating;

DOI:10.1039/a608487g

upstream raw materials:

methanol

diethyl ether

Methyl 2-methoxycyclopropanecarboxylate

sodium methylate

Downstream raw materials:

4-[oxy-(4-dimethylamino-phenyl)-imino]-trans-crotonic acid ethyl ester

(E)-methyl 5,5-diphenylpenta-2,4-dienoate

5t-mesityl-penta-2t,4-dienoic acid methyl ester

4-(1-hydroxy-cyclohexyl)-crotonic acid methyl ester