(2E)-3-(3-Chlorophenyl)acryloyl chloride

Base Information

• Chemical Name: (2E)-3-(3-Chlorophenyl)acryloyl chloride
• CAS No.: 13565-06-5
• Molecular Formula: C₉H₆Cl₂O
• Molecular Weight: 201.052
• Hs Code.: 2916399090
• DSSTox Substance ID: DTXSID201256559
• Nikkaji Number: J2.054.914I
• Mol file: 13565-06-5.mol

Synonyms:13565-06-5;(2E)-3-(3-CHLOROPHENYL)ACRYLOYL CHLORIDE;39096-24-7;2-Propenoyl chloride, 3-(3-chlorophenyl)-;2-Propenoyl chloride, 3-(3-chlorophenyl)-, (E)-;(2E)-3-(3-chlorophenyl)prop-2-enoyl chloride;SCHEMBL1556590;(E)-3-chlorocinnamoyl chloride;Trans 3-chlorocinnamoyl chloride;trans-3-chlorocinnamoyl chloride;SCNRDAIXZJFMEX-SNAWJCMRSA-N;DTXSID201256559;3-Chlorobenzeneacrylic acid chloride;BBL015031;AKOS005173499;(2E)-3-(3-Chlorophenyl)-2-propenoyl chloride

Chemical Property of (2E)-3-(3-Chlorophenyl)acryloyl chloride

Chemical Property:

• PSA: 17.07000
• LogP: 3.11860
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 199.9795702
• Heavy Atom Count: 12
• Complexity: 189

Purity/Quality:

98%min ^*data from raw suppliers

(2E)-3-(3-chlorophenyl)acryloylchloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of (2E)-3-(3-Chlorophenyl)acryloyl chloride

There total 7 articles about (2E)-3-(3-Chlorophenyl)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:

3-chlorocinnamic acid (1866-38-2,14473-90-6) → 3-chlorocinnamoyl chloride (13565-06-5,39096-24-7)

Guidance literature:

With thionyl chloride;

DOI:10.1271/bbb.65.161

Reference yield:

3-chlorocinnamic acid (1866-38-2,14473-90-6) → 3-chlorocinnamoyl chloride (39096-24-7,13565-06-5)

Guidance literature:

With thionyl chloride; for 5h; Reflux;

DOI:10.1016/j.ejmech.2011.03.067

Reference yield:

m-Chlorobenzaldehyde (587-04-2) → 3-chlorocinnamoyl chloride (39096-24-7,13565-06-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: pyridine; piperidine

1.2: HCl / Heating

2.1: thionyl chloride / 20 °C

With piperidine; pyridine; thionyl chloride; 1.1: Knoevenaegel-Hans condensation;

DOI:10.1016/S0223-5234(02)01401-0

upstream raw materials:

3-chlorocinnamic acid

m-Chlorobenzaldehyde

oxalyl dichloride

m-Chlorocinnamic acid

Downstream raw materials:

3-(3-chloro-phenyl)-acrylic acid ethyl ester

4-Chloromethyl-2-(3-chlorostyryl)-5-methyloxazole

{2-[(E)-2-(3-Chloro-phenyl)-vinyl]-5-methyl-oxazol-4-yl}-methanol

2-(3-Chlorostyryl)-4-cyanomethyl-5-methyloxazole