(2E)-3-(4-Bromophenyl)acryloyl chloride

Base Information

• Chemical Name: (2E)-3-(4-Bromophenyl)acryloyl chloride
• CAS No.: 13565-09-8
• Molecular Formula: C₉H₆BrClO
• Molecular Weight: 245.503
• Hs Code.: 2916399090
• DSSTox Substance ID: DTXSID401264174
• Nikkaji Number: J2.826.558A
• Mol file: 13565-09-8.mol

Synonyms:(2E)-3-(4-BROMOPHENYL)ACRYLOYL CHLORIDE;13565-09-8;(E)-3-(4-bromophenyl)prop-2-enoyl Chloride;(2E)-3-(4-bromophenyl)prop-2-enoyl chloride;SCHEMBL1920585;DTXSID401264174;MFCD01320500;AKOS005173511;VS-04809;(2E)-3-(4-Bromophenyl)-2-propenoyl chloride;(2E)-3-(4-BROMOPHENYL)ACRYLOYLCHLORIDE

Chemical Property of (2E)-3-(4-Bromophenyl)acryloyl chloride

Chemical Property:

• Melting Point: 70-71 °C
• Boiling Point: 318.5±17.0 °C(Predicted)
• PSA: 17.07000
• Density: 1.582±0.06 g/cm3(Predicted)
• LogP: 3.22770
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 243.92906
• Heavy Atom Count: 12
• Complexity: 183

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C=CC(=O)Cl)Br
• Isomeric SMILES: C1=CC(=CC=C1/C=C/C(=O)Cl)Br

Technology Process of (2E)-3-(4-Bromophenyl)acryloyl chloride

There total 13 articles about (2E)-3-(4-Bromophenyl)acryloyl chloride 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: 100.0%

3-(4-bromophenyl)acrylic acid (1200-07-3) → 4-bromocinnamoyl chloride (13565-09-8,27465-66-3)

Guidance literature:

With phosgene; In water; at 20 ℃; for 4h;

DOI:10.1016/j.ejmech.2019.02.074

Reference yield: 100.0%

trans-4-bromocinnamic acid (1200-07-3,5676-63-1,17916-60-8) → 4-bromocinnamoyl chloride (27465-66-3,13565-09-8)

Guidance literature:

With oxalyl dichloride; In tetrahydrofuran; DMF (N,N-dimethyl-formamide); for 0.5h;

Reference yield:

trans-4-bromocinnamic acid (1200-07-3,5676-63-1,17916-60-8) + trifluoroacetyl chloride (76-02-8) → 4-bromocinnamoyl chloride (27465-66-3,13565-09-8)

Guidance literature:

With triethylamine; In tetrahydrofuran; at -78 - 0 ℃; for 1.5h;

upstream raw materials:

3-(4-bromophenyl)acrylic acid

4-bromo-benzaldehyde

trans-4-bromocinnamic acid

diethyl 2-(4-bromobenzyl)malonate

Downstream raw materials:

1-[3-(4-bromo-phenyl)-acryloyl]-piperazine

p-bromocinnamamide

3-(4-bromo-phenyl)-N-(4-propyl-cyclohexyl)-acrylamide

3-(4-bromo-phenyl)-N-methoxy-acrylamide