3-(Trifluoromethoxy)cinnamic acid

Base Information

• Chemical Name: 3-(Trifluoromethoxy)cinnamic acid
• CAS No.: 168833-80-5
• Molecular Formula: C10H7F3O3
• Molecular Weight: 232.159
• Hs Code.: 29189900
• European Community (EC) Number: 625-131-6
• Nikkaji Number: J2.637.670J
• Wikidata: Q106902676
• Mol file: 168833-80-5.mol

Synonyms:3-(Trifluoromethoxy)cinnamic acid;168833-80-5;175675-63-5;3-(3-(Trifluoromethoxy)phenyl)acrylic acid;(E)-3-[3-(trifluoromethoxy)phenyl]prop-2-enoic acid;(E)-3-(3-(trifluoromethoxy)phenyl)acrylic acid;trans-3-(trifluoromethoxy)cinnamic acid;2-Propenoic acid, 3-[3-(trifluoromethoxy)phenyl]-, (2E)-;3-[3-(trifluoromethoxy)phenyl]prop-2-enoic Acid;(2E)-3-[3-(trifluoromethoxy)phenyl]prop-2-enoic acid;MFCD00066337;SCHEMBL1052398;SCHEMBL1052400;CK2540;AKOS005064112;AC-4180;MS-9206;3-(3-Trifluoromethoxyphenyl)acrylic acid;CS-0159839;T1780;(E)-3-(3-(trifluoromethoxy)phenyl)acrylicacid;(E)-3-(3-trifluoromethoxy-phenyl)-acrylic acid;J-010483;3-(Trifluoromethoxy)cinnamic acid, 97%, predominantly trans

Chemical Property of 3-(Trifluoromethoxy)cinnamic acid

Chemical Property:

• Appearance/Colour: off-white crystalline powder
• Vapor Pressure: 0.0013mmHg at 25°C
• Melting Point: 92-96 °C(lit.)
• Boiling Point: 285.54 °C at 760 mmHg
• PKA: 4.27±0.10(Predicted)
• Flash Point: 126.49 °C
• PSA: 46.53000
• Density: 1.403 g/cm³
• LogP: 2.68300
• Solubility.: very faint turbidity in Methanol
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 232.03472857
• Heavy Atom Count: 16
• Complexity: 273

Purity/Quality:

98% ^*data from raw suppliers

3-(Trifluoromethoxy)cinnamic Acid >98.0%(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T, Xi
• Hazard Codes: T,Xi
• Statements: 25-36/37/38
• Safety Statements: 26-36-45-26/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)OC(F)(F)F)C=CC(=O)O
• Isomeric SMILES: C1=CC(=CC(=C1)OC(F)(F)F)/C=C/C(=O)O
• Uses: trans-3-(Trifluoromethoxy)cinnamic Acid (CAS# 168833-80-5) can be used to plate compounds that contain antioxidant. It can also be used to treat dysproliferative diseases.

Technology Process of 3-(Trifluoromethoxy)cinnamic acid

There total 1 articles about 3-(Trifluoromethoxy)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) + 3-(trifluoromethoxy)benzaldehyde (52771-21-8,50823-91-1) → 3-trifluoromethoxycinnamic acid (168833-80-5)

Guidance literature:

With piperidine; pyridine; for 2h; Inert atmosphere; Schlenk technique; Reflux;

DOI:10.1039/c9cc04795f

Reference yield: 81.0%

3-trifluoromethoxycinnamic acid (168833-80-5) + cyclobutanone O-benzoyl oxime → (E)-6-(3-(trifluoromethoxy)phenyl)hex-5-enenitrile

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; tris(bipyridine)ruthenium(II) dichloride hexahydrate; 4,4'-di-tert-butyl-2,2'-bipyridine; nickel dichloride; In N,N-dimethyl acetamide; at 20 ℃; for 16h; Schlenk technique; Inert atmosphere; Irradiation;

DOI:10.1021/acs.joc.1c00726

Reference yield: 64.7%

3-trifluoromethoxycinnamic acid (168833-80-5) + caudatin → 3-O-(3-trifluoromethoxy)cinnamoyl caudatin

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 0 - 20 ℃;

DOI:10.1016/j.ejmech.2012.05.012

upstream raw materials:

malonic acid

3-(trifluoromethoxy)benzaldehyde

Downstream raw materials:

3-(3-(trifluoromethoxy)phenyl)propanoic acid

Refernces

• 1、 Lu, Xiao-Yu,Li, Jin-Song,Wang, Shi-Qun,Zhu, Yu-Jing,Li, Yue-Ming,Yan, Lu-Yu,Li, Jia-Mei,Wang, Jin-Yu,Zhou, Hai-Pin,Ge, Xiu-Tao. "Pd-Catalyzed decarboxylative cross-coupling reactions of epoxides with α,β-unsaturated carboxylic acids". supporting information. p. 11123 - 11126. Retrieved 2019/09/20.