(2E)-3-(3,4-Dichlorophenyl)acryloyl chloride

Base Information

• Chemical Name: (2E)-3-(3,4-Dichlorophenyl)acryloyl chloride
• CAS No.: 39156-98-4
• Molecular Formula: C9H5 Cl3 O
• Molecular Weight: 235.497
• Hs Code.: 2916399090
• DSSTox Substance ID: DTXSID70452658
• Nikkaji Number: J1.842.763J
• Wikidata: Q82273417
• Mol file: 39156-98-4.mol

Synonyms:39156-98-4;(2E)-3-(3,4-DICHLOROPHENYL)ACRYLOYL CHLORIDE;(E)-3-(3,4-dichlorophenyl)prop-2-enoyl Chloride;3-(3,4-DICHLOROPHENYL)-2-PROPENOYLHLORIDE;(2E)-3-(3,4-dichlorophenyl)prop-2-enoyl chloride;SCHEMBL2905065;SCHEMBL2905071;DTXSID70452658;SQOOOIAYRCYPSW-DUXPYHPUSA-N;BBL015042;AKOS005173526;(E)-3-(3,4-dichloro-phenyl)-acryloyl chloride;(E)-3-(3,4-Dichlorophenyl)acrylic acid chloride

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

Chemical Property:

• Boiling Point: 340.2±32.0 °C(Predicted)
• PSA: 17.07000
• Density: 1.446±0.06 g/cm3(Predicted)
• LogP: 3.77200
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 233.940598
• Heavy Atom Count: 13
• Complexity: 215

Purity/Quality:

98%min ^*data from raw suppliers

(2E)-3-(3,4-Dichlorophenyl)acryloyl chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

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

There total 5 articles about (2E)-3-(3,4-Dichlorophenyl)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-dichlorocinnamic acid (1202-39-7) → (E)-3,4-dichlorocinnamoyl chloride (39156-98-4,82476-03-7)

Guidance literature:

With thionyl chloride; N,N-dimethyl-formamide; In toluene; Product distribution / selectivity; Heating / reflux;

Reference yield:

3,4-dichlorocinnamic acid (1202-39-7) → 3-(3,4-dichlorophenyl)acryloyl chloride (39156-98-4)

Guidance literature:

With thionyl chloride;

DOI:10.1021/jm00291a004

Reference yield:

3,4-dichlorobenzaldehyde (6287-38-3) → (E)-3,4-dichlorocinnamoyl chloride (39156-98-4,82476-03-7)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine; piperidine

2: thionyl chloride; N,N-dimethylformamide / 1,2-dichloro-ethane / 6 h / Heating

With piperidine; pyridine; thionyl chloride; N,N-dimethyl-formamide; In 1,2-dichloro-ethane; 1: Knoevenagel reaction;

DOI:10.1016/S0223-5234(02)01414-9

upstream raw materials:

3,4-dichlorocinnamic acid

3,4-dichlorobenzaldehyde

Downstream raw materials:

4-chloro-2-[(E)-3-(3,4-dichloro-phenyl)-acryloylamino]-benzoic acid

(E)-N-[5-chloro-2-(1H-tetrazol-5-yl)-phenyl]-3-(3,4-dichloro-phenyl)-acrylamide

Refernces

• 1、 Chung, Shu-Ting,Chien, Pei-Yu,Huang, Wen-Hsin,Yao, Chen-Wen,Lee, An-Rong. "Synthesis and anti-influenza activities of novel baicalein analogs". . p. 415 - 421. Retrieved 2014/05/20.
• 2、 -. "NOVEL CINNAMIC AMIDE DERIVATIVES USEFUL AS ION CHANNEL MODULATORS". Page/Page column 27-28. . Retrieved 2008/12/06.