4-Chloro-3-(trifluoromethyl)cinnamic acid

Base Information

• Chemical Name: 4-Chloro-3-(trifluoromethyl)cinnamic acid
• CAS No.: 257872-87-0
• Molecular Formula: C10H6ClF3O2
• Molecular Weight: 250.605
• Hs Code.: 2916399090
• European Community (EC) Number: 670-762-2
• Wikidata: Q76145147
• Mol file: 257872-87-0.mol

Synonyms:4-Chloro-3-(trifluoromethyl)cinnamic acid;257872-87-0;58537-09-0;3-[4-chloro-3-(trifluoromethyl)phenyl]prop-2-enoic Acid;3-(4-Chloro-3-(trifluoromethyl)phenyl)acrylic acid;(2E)-3-[4-chloro-3-(trifluoromethyl)phenyl]prop-2-enoic acid;(E)-3-[4-chloro-3-(trifluoromethyl)phenyl]prop-2-enoic acid;(E)-3-(4-chloro-3-(trifluoromethyl)phenyl)acrylic acid;SCHEMBL5219915;SCHEMBL5219928;LFYBNFKZUWTBMM-DUXPYHPUSA-N;MFCD01631407;AKOS001046596;JS-4190;NCGC00337546-01;CS-0217721;EN300-10803;EN300-832900;AB01328732-02;A818020;SR-01000057715;SR-01000057715-1;Z2311720132;3-[4-chloro-3-(trifluoromethyl)phenyl]-2-propenoic acid;3-[4-chloro-3-(trifluoromethyl)phenyl]prop-2-enoic acid

Chemical Property of 4-Chloro-3-(trifluoromethyl)cinnamic acid

Chemical Property:

• PSA: 37.30000
• LogP: 3.45660
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 250.0008416
• Heavy Atom Count: 16
• Complexity: 288

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Chloro-3-(trifluoromethyl)cinnamicAcid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-Chloro-3-(trifluoromethyl)cinnamic acid

There total 3 articles about 4-Chloro-3-(trifluoromethyl)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: 73.0%

diethoxyphosphoryl-acetic acid ethyl ester (867-13-0) + 4-chloro-3-(trifluoromethyl)benzaldehyde (34328-46-6) → (E)-4-chloro-3-(trifluoromethyl)cinnamic acid (257872-87-0)

Guidance literature:

diethoxyphosphoryl-acetic acid ethyl ester; With sodium hydride; In tetrahydrofuran; mineral oil; for 0.5h; Cooling;

4-chloro-3-(trifluoromethyl)benzaldehyde; In tetrahydrofuran; mineral oil; at 20 ℃;

With water; sodium hydroxide; In ethanol; at 20 ℃;

DOI:10.1039/d0ob02417a

Reference yield:

malonic acid (141-82-2) + 4-chloro-3-(trifluoromethyl)benzaldehyde (34328-46-6) → (E)-4-chloro-3-(trifluoromethyl)cinnamic acid (257872-87-0)

Guidance literature:

With piperidine; pyridine; at 115 ℃; Reflux;

DOI:10.1039/c4md00573b

Reference yield:

→ (E)-4-chloro-3-(trifluoromethyl)cinnamic acid (257872-87-0)

Guidance literature:

upstream raw materials:

malonic acid

4-chloro-3-(trifluoromethyl)benzaldehyde

diethoxyphosphoryl-acetic acid ethyl ester

Downstream raw materials:

methyl 3-(4-chloro-3-trifluoromethylphenyl)acrylate

3-(4-chloro-3-trifluoromethyl-phenyl)-N-(2,4-dioxo-imidazolidin-1-yl)-acrylamide

Refernces

• 1、 Zhao, Bin,Xu, Bo. "Visible-light promoted oxidative cyclization of cinnamic acid derivatives using xanthone as the photocatalyst". supporting information. p. 568 - 573. Retrieved 2021/02/06.
• 2、 -. "PHARMACEUTICALLY ACTIVE BENZOXAZOLE, BENZTHIAZOLE AND BENZIMIDAZOLE ACID DERIVATIVES". Page 38. . Retrieved 2010/02/07.