3-(3-(Trifluoromethyl)phenyl)acrylic acid

Base Information

• Chemical Name: 3-(3-(Trifluoromethyl)phenyl)acrylic acid
• CAS No.: 779-89-5
• Molecular Formula: C10H7F3O2
• Molecular Weight: 216.16
• Hs Code.: 29163990
• Mol file: 779-89-5.mol

Synonyms:3-[3-(trifluoromethyl)phenyl]prop-2-enoic acid;3-trifluoromethyl cinnamic acid;MFCD00004393;3-(3-Trifluoromethylphenyl)acrylic acid;3-(3-trifluoromethyl-phenyl)-acrylic acid;Trifluoromethyl)cinnamic acid;3-trifluoromethyl-cinnamic acid;3-(trifluoromethyl) cinnamic acid;AKOS017278366;SB38733;SY014300;FT-0613942;FT-0772956

Chemical Property of 3-(3-(Trifluoromethyl)phenyl)acrylic acid

Chemical Property:

• Appearance/Colour: white solid
• Vapor Pressure: 0.001mmHg at 25°C
• Melting Point: 135-137 °C(lit.)
• Boiling Point: 289.6 °C at 760 mmHg
• PKA: 4.25±0.10(Predicted)
• Flash Point: 129 °C
• PSA: 37.30000
• Density: 1.363 g/cm³
• LogP: 2.80320
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 3
• 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:

99% ^*data from raw suppliers

3-(Trifluoromethyl)cinnamic Acid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)C(F)(F)F)C=CC(=O)O
• Uses: Had sedative hypnotic activity in mice, showing potent inhibition of spontaneous motility.

Technology Process of 3-(3-(Trifluoromethyl)phenyl)acrylic acid

There total 14 articles about 3-(3-(Trifluoromethyl)phenyl)acrylic 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: 96.0%

m-trifluoromethylphenyl iodide (401-81-0) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → 3-(trifluoromethyl)cinnamic acid (779-89-5,67801-07-4)

Guidance literature:

With triethylamine; di-(3-methylphenyl)phosphinopolystyrene palladium catalyst; In acetonitrile; at 80 ℃; for 20h;

DOI:10.1002/adsc.200600503

Reference yield: 95.0%

m-trifluoromethylphenyl iodide (401-81-0) + acrylic acid (79-10-7) → 3-(trifluoromethyl)cinnamic acid (779-89-5,67801-07-4)

Guidance literature:

With tributyl-amine; at 110 ℃; for 3h;

DOI:10.1016/j.reactfunctpolym.2021.104843

Reference yield: 90.0%

malonic acid (141-82-2) + 3-Trifluoromethylbenzaldehyde (454-89-7) → 3-(trifluoromethyl)cinnamic acid (779-89-5,67801-07-4)

Guidance literature:

malonic acid; 3-Trifluoromethylbenzaldehyde; With piperidine; pyridine; at 20 - 120 ℃; for 4.25h; Inert atmosphere;

With hydrogenchloride; In water; pH=2;

DOI:10.3762/bjoc.8.158

upstream raw materials:

piperidine

3-Trifluoromethylbenzaldehyde

malonic acid

acetic anhydride

Downstream raw materials:

(E)-3-(3-trifluoromethylphenyl)prop-2-en-1-ol

(R)-N-(1-naphthalen-1-yl-ethyl)-3-(3-trifluoromethyl-phenyl)-(E)-acrylamide

(E)-ethyl 3-(3-trifluoromethylphenyl)prop-2-enoate

1,3-dimethyl-8-[3-(trifluoromethyl)styryl]xanthine

Refernces

• 1、 Xu, Hehuan,Liu, Jiayu,Nie, Feiyun,Zhao, Xiaowei,Jiang, Zhiyong. "Metal-Free Hydropyridylation of Thioester-Activated Alkenes via Electroreductive Radical Coupling". . p. 16204 - 16212. Retrieved 2021/10/25.
• 2、 Xiao, Jian,Zhang, Haonan,Ejike, Anyaegbu Chima,Wang, Lu,Tao, Minli,Zhang, Wenqin. "Phenanthroline functionalized polyacrylonitrile fiber with Pd(0) nanoparticles as a highly active catalyst for the Heck reaction". . . Retrieved 2021/03/03.