4-Chloro-(alpha-phenyl)cinnamic acid

Base Information

• Chemical Name: 4-Chloro-(alpha-phenyl)cinnamic acid
• CAS No.: 7466-99-1
• Molecular Formula: C₁₅H₁₁ClO₂
• Molecular Weight: 258.704
• Hs Code.: 2916399090
• NSC Number: 400625
• Mol file: 7466-99-1.mol

Synonyms:7466-99-1;4-Chloro-(alpha-phenyl)cinnamic acid;4-CHLORO-(alpha-PHENYL)-CINNAMIC ACID;(E)-3-(4-Chlorophenyl)-2-phenylprop-2-enoic acid;NSC400625;SCHEMBL11328602;NSC-400625;(E)-3-(4-chlorophenyl)-2-phenylacrylic acid;(2E)-3-(4-chlorophenyl)-2-phenyl-2-propenoic acid

Chemical Property of 4-Chloro-(alpha-phenyl)cinnamic acid

Chemical Property:

• Vapor Pressure: 3.57E-06mmHg at 25°C
• Boiling Point: 371.4°C at 760 mmHg
• Flash Point: 178.4°C
• PSA: 37.30000
• Density: 1.299g/cm³
• LogP: 3.96520
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 258.0447573
• Heavy Atom Count: 18
• Complexity: 311

Purity/Quality:

99% ^*data from raw suppliers

4-Chloro-(alpha-phenyl)-cinnamic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=CC2=CC=C(C=C2)Cl)C(=O)O
• Isomeric SMILES: C1=CC=C(C=C1)/C(=C\C2=CC=C(C=C2)Cl)/C(=O)O

Technology Process of 4-Chloro-(alpha-phenyl)cinnamic acid

There total 7 articles about 4-Chloro-(alpha-phenyl)cinnamic acid 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: 84.0%

phenylacetic acid (103-82-2) + 4-chlorobenzaldehyde (104-88-1) → (E)-3-(4-chlorophenyl)-2-phenylprop-2-enoic acid (7466-99-1,19319-31-4,19319-36-9)

Guidance literature:

With acetic anhydride; triethylamine; at 120 ℃; for 6h; Temperature; Inert atmosphere;

Reference yield:

phenylacetic acid (103-82-2) + 4-chlorobenzaldehyde (104-88-1) → (E)-3-(4-chlorophenyl)-2-phenylprop-2-enoic acid (7466-99-1,19319-31-4,19319-36-9) + (Z)-3-(4-chlorophenyl)-2-phenylprop-2-enoic acid (19319-31-4)

Guidance literature:

With acetic anhydride; triethylamine; Title compound not separated from byproducts; (Perkin reaction);

DOI:10.1021/jo00289a021

Reference yield:

phenylacetic acid (103-82-2) + 4-chlorobenzaldehyde (104-88-1) → 3-<4-Chlor-phenyl>-2-phenyl-acrylsaeure (7466-99-1)

Guidance literature:

With piperidine; at 140 ℃;

upstream raw materials:

phenylacetic acid

4-chlorobenzaldehyde

potassium phenylacetate

2-(4-chlorophenyl)-3-phenylcycloprop-2-enone

Downstream raw materials:

1-chloro-4-[(Z)-2-phenylethenyl]benzene

α-Phenyl-p-chlorzimtaldehyd

Refernces

• 1、 Elshan, N. G. R. Dayan,Rettig, Matthew B.,Jung, Michael E.. "Synthesis of β-Amino Diaryldienones Using the Mannich Reaction". supporting information. . Retrieved 2019/06/13.
• 2、 Fang, Yuying,Xia, Wenjuan,Cheng, Bao,Hua, Pei,Zhou, Huihao,Gu, Qiong,Xu, Jun. "Design, synthesis, and biological evaluation of compounds with a new scaffold as anti-neuroinflammatory agents for the treatment of Alzheimer's disease". . p. 129 - 138. Retrieved 2018/03/06.