2-Chlorocinnamoyl chloride

Base Information

• Chemical Name: 2-Chlorocinnamoyl chloride
• CAS No.: 35086-82-9
• Molecular Formula: C₉H₆Cl₂O
• Molecular Weight: 201.052
• Hs Code.: 2916399090
• European Community (EC) Number: 626-265-8
• DSSTox Substance ID: DTXSID601256856
• Nikkaji Number: J62.872G,J2.561.762B
• Wikidata: Q76310531
• Mol file: 35086-82-9.mol

Synonyms:2-Chlorocinnamoyl chloride;35086-82-9;(2E)-3-(2-chlorophenyl)acryloyl chloride;120681-06-3;(e)-3-(2-chlorophenyl)acryloyl chloride;(E)-3-(2-chlorophenyl)prop-2-enoyl chloride;2-Propenoyl chloride, 3-(2-chlorophenyl)-, (E)-;SCHEMBL1569435;(E)-2-chlorocinnamoyl chloride;2-Chlorocinnamoyl chloride, 97%;DTXSID601256856;BBL015030;MFCD00039311;AKOS005173498;3-(2-Chlorophenyl)acrylic acid chloride;(2E)-3-(2-Chlorophenyl)-2-propenoyl chloride;2,4,5,6-TETRACHLORO-M-XYLENE-A,A-DIOL;J-019863

Chemical Property of 2-Chlorocinnamoyl chloride

Chemical Property:

• Vapor Pressure: 0.00147mmHg at 25°C
• Melting Point: 37-39°C
• Refractive Index: 1.604
• Boiling Point: 155-160°C 12mm
• Flash Point: 118.9°C
• PSA: 17.07000
• Density: 1.332g/cm³
• LogP: 3.11860
• Sensitive.: Moisture Sensitive
• XLogP3: 3.5
• 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:

99% ^*data from raw suppliers

2-Chlorocinnamoyl chloride ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C,Xi
• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

Technology Process of 2-Chlorocinnamoyl chloride

There total 2 articles about 2-Chlorocinnamoyl 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%

o-chlorocinnamic acid (3752-25-8,939-58-2) → 3-(2-chlorophenyl)propenoyl chloride (120681-06-3,35086-82-9)

Guidance literature:

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

DOI:10.1016/j.ejmech.2019.02.074

Reference yield:

→ 3-(2-chlorophenyl)propenoyl chloride (120681-06-3,35086-82-9)

Guidance literature:

o-Chlor-zimtsaeure, SOCl2;

Reference yield: 94.0%

2-acetylpiperidine tert-butylhydrazone (106335-63-1) + 3-(2-chlorophenyl)propenoyl chloride (120681-06-3,35086-82-9) → N-(o-chlorocinnamoyl)-2-acetylpiperidine tert-butylhydrazone (106318-73-4)

Guidance literature:

With triethylamine; In dichloromethane; at -78 ℃; for 0.166667h;

DOI:10.1021/jo00378a012

upstream raw materials:

o-chlorocinnamic acid

Downstream raw materials:

2-chloro-cinnamic acid anilide

2-chlorocinnamaldehyde

3-(2-chloro-phenyl)-N-(5-nitro-thiazol-2-yl)-acrylamide

3-(2-chloro-phenyl)-N-(4-phenyl-thiazol-2-yl)-acrylamide

Refernces

• 1、 Rocaboy, Ronan,Baudoin, Olivier. "1,4-Palladium Shift/C(sp3)-H Activation Strategy for the Remote Construction of Five-Membered Rings". supporting information. p. 1434 - 1437. Retrieved 2019/02/19.
• 2、 Chen, Xiangning,Gao, Bao,Su, Yijin,Huang, Hanmin. "Enantioselective Epoxidation of Electron-Deficient Alkenes Catalyzed by Manganese Complexes with Chiral N4 Ligands Derived from Rigid Chiral Diamines". supporting information. p. 2535 - 2541. Retrieved 2017/08/16.