2-(Trifluoromethyl)cinnamic acid

Base Information

• Chemical Name: 2-(Trifluoromethyl)cinnamic acid
• CAS No.: 98386-81-3
• Molecular Formula: C10H7 F3 O2
• Molecular Weight: 216.16
• Hs Code.: 2916399090
• European Community (EC) Number: 218-168-0
• UNII: 79PJG9RJG3
• DSSTox Substance ID: DTXSID201031323
• Nikkaji Number: J236.227I,J308.038B
• Wikidata: Q27128498
• Metabolomics Workbench ID: 61236
• Mol file: 98386-81-3.mol

Synonyms:2-(Trifluoromethyl)cinnamic acid;2062-25-1;98386-81-3;2-(Trifluoromethyl)cinnamicacid;(E)-3-(2-(trifluoromethyl)phenyl)acrylic acid;o-(Trifluoromethyl)cinnamic acid;(E)-2-(Trifluoromethyl)Cinnamic Acid;(2E)-3-[2-(trifluoromethyl)phenyl]prop-2-enoic acid;2-Propenoic acid, 3-[2-(trifluoromethyl)phenyl]-, (2E)-;2-Trifluoromethylcinnamic acid;79PJG9RJG3;(E)-3-[2-(trifluoromethyl)phenyl]prop-2-enoic acid;(E)-2-Trifluoromethylcinnamic acid;Cinnamic acid, O-(trifluoromethyl)-;2-(Trifluoromethyl)cinnamic acid, (E)-;trans-3-(2-Trifluoromethylphenyl)acrylic acid;(2E)-3-[2-(trifluoroformyl)phenyl]acrylic acid;3-[2-(trifluoromethyl)phenyl]acrylic acid;trans-3-(2-Trifluoromethylphenyl)-2-propenoic acid;(2E)-3-(2-(Trifluoromethyl)phenyl)-2-propenoic acid;(2E)-3-[2-(Trifluoromethyl)phenyl]-2-propenoic acid;2-Propenoic acid, 3-(2-(trifluoromethyl)phenyl)-, (2E)-;2-Propenoic acid, 3-(2-(trifluoromethyl)phenyl)-;2-Propenoic acid, 3-[2-(trifluoromethyl)phenyl]-;2-Trifluoromethyl Cinnamic acid;EINECS 218-168-0;MFCD00004381;UNII-79PJG9RJG3;3-[2-(trifluoromethyl)phenyl]prop-2-enoic acid;SCHEMBL82266;2(trifluoromethyl)cinnamic acid;AMVYAIXPAGBXOM-AATRIKPKSA-;CHEBI:60703;DTXSID201031323;BCP21426;CAA06226;trans-2-trifluoromethyl-cinnamic acid;AKOS000150966;trans-2-(Trifluoromethyl)cinnamic acid;2-(Trifluoromethyl)cinnamic acid, 99%;AC-13854;AS-40107;e-3-(2-trifluoromethylphenyl)propenoic acid;CS-0031354;(E)-3-(2-(trifluoromethyl)phenyl)acrylicacid;(E)-3-(2-trifluoromethyl-phenyl)-acrylic acid;EN300-342584;EN300-1932706;A879531;W-107607;Q27128498;Z2738358151;InChI=1/C10H7F3O2/c11-10(12,13)8-4-2-1-3-7(8)5-6-9(14)15/h1-6H,(H,14,15)/b6-5+

Chemical Property of 2-(Trifluoromethyl)cinnamic acid

Chemical Property:

• Vapor Pressure: 0.000511mmHg at 25°C
• Melting Point: 199
• Refractive Index: 1.528
• Boiling Point: 276.9°Cat760mmHg
• PKA: 4.22±0.10(Predicted)
• Flash Point: 121.3°C
• PSA: 37.30000
• Density: 1.363g/cm³
• LogP: 2.80320
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 216.03981395
• Heavy Atom Count: 15
• Complexity: 258

Purity/Quality:

98%Min ^*data from raw suppliers

(E)-2-(Trifluoromethyl)cinnamic Acid >98.0%(GC)(T) ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-(Trifluoromethyl)cinnamic acid

There total 6 articles about 2-(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:

malonic acid (141-82-2) + 2-Trifluoromethylbenzaldehyde (447-61-0) → (E)-3-(2-(trifluoromethyl)phenyl)acrylic acid (98386-81-3)

Guidance literature:

With piperidine; In pyridine; at 80 - 90 ℃;

DOI:10.1111/cbdd.12077

Reference yield:

(E)-tert-butyl 3-(2-(trifluoromethyl)phenyl)acrylate → (E)-3-(2-(trifluoromethyl)phenyl)acrylic acid (98386-81-3)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1021/jm501330g

Reference yield:

2-Trifluoromethylbenzaldehyde (447-61-0) → (E)-3-(2-(trifluoromethyl)phenyl)acrylic acid (98386-81-3)

Guidance literature:

With piperidine; pyridine; at 90 ℃;

DOI:10.2174/1570180811666140812231519

upstream raw materials:

malonic acid

2-Trifluoromethylbenzaldehyde

2-iodo(trifluoromethyl)benzene

3-<2'-(trifluoromethyl)phenyl>-2-propenal

Downstream raw materials:

(E)-2-acetylnaphthalen-1-yl 3-(2-(trifluoromethyl)phenyl)acrylate

(E)-1-acetylnaphthalen-2-yl 3-(2-(trifluoromethyl)phenyl)acrylate

Refernces

• 1、 Li, Peng-Xiao,Liu, Guo-Yun,Liu, Yue,Mu, Wen-Wen,Yang, Jie. "The potential role of the 5,6-dihydropyridin-2(1: H)-one unit of piperlongumine on the anticancer activity". . p. 42128 - 42136. Retrieved 2020/12/09.
• 2、 Yao, Ri-Sheng,Guan, Qiu-Xiang,Lu, Xiao-Qin,Ruan, Ban-Feng. "Design, synthesis and cytotoxic evaluation of novel imatinib amide derivatives that target Abl kinase". . p. 20 - 28. Retrieved 2015/03/31.