(Z)-4-Bromo-2-butenoic acid ethyl ester

Base Information

• Chemical Name: (Z)-4-Bromo-2-butenoic acid ethyl ester
• CAS No.: 6065-32-3
• Molecular Formula: C6H9BrO2
• Molecular Weight: 193.04
• NSC Number: 77083
• Nikkaji Number: J736.575F
• ChEMBL ID: CHEMBL3896702
• Mol file: 6065-32-3.mol

Synonyms:CHEMBL3896702;SCHEMBL12127869;BDBM188323;NSC77083;NSC-77083;(Z)-4-Bromo-2-butenoic acid ethyl ester;US9073941, 171

Chemical Property of (Z)-4-Bromo-2-butenoic acid ethyl ester

Chemical Property:

• Vapor Pressure: 0.161mmHg at 25°C
• Refractive Index: 1.492 (589.3 nm 16℃)
• Boiling Point: 213.9°Cat760mmHg
• Flash Point: 76.7°C
• PSA: 26.30000
• Density: 1.4g/cm³
• LogP: 1.50060
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 191.97859
• Heavy Atom Count: 9
• Complexity: 110

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s): R36/37/38:
• Hazard Codes: Xi:Irritant
• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C=CCBr
• Isomeric SMILES: CCOC(=O)/C=C\CBr

Technology Process of (Z)-4-Bromo-2-butenoic acid ethyl ester

There total 3 articles about (Z)-4-Bromo-2-butenoic acid ethyl 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: 89.0%

ethyl (E)-crotonate (623-70-1) → 4-bromocrotonic ethyl ester (6065-32-3)

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:

ethyl crotonate (10544-63-5) → 4-bromocrotonic ethyl ester (6065-32-3)

Guidance literature:

With N-Bromosuccinimide; dibenzoyl peroxide; In tetrachloromethane;

DOI:10.1021/jm00230a019

Reference yield:

→ 4-bromocrotonic ethyl ester (6065-32-3)

Guidance literature:

upstream raw materials:

ethyl crotonate

ethyl (E)-crotonate

Downstream raw materials:

5,9,13-Trimethyl-tetradecansaeure

Cyclohexanon-(1)-<γ-crotonsaeure>-(2)-aethylester

4-(3',5',5'-Trimethyl-2'-cyclohexyliden)-buten-⁽²⁾-saeure-ethylester

4-(2-Oxo-1-ethoxycarbonyl-cyclohexyl)-crotonsaeureethylester

Refernces

• 1、 -. "COMPOUNDS AND METHODS OF USE THEREOF". Page/Page column 143. . Retrieved 2011/02/24.
• 2、 Khazaei, Ardeshir,Vaghei, Ramin Ghorbani,Karkhanei, Ebrahim. "Bromination of organic allylic compounds by using N,N′-dibromo-N,N′-1,2-ethane diyl bis(2,5-dimethyl benzene sulphonyl)amine". . p. 2107 - 2113. Retrieved 2007/10/03.