4-(Trifluoromethyl)phenylacetic acid

Base Information

• Chemical Name: 4-(Trifluoromethyl)phenylacetic acid
• CAS No.: 32857-62-8
• Molecular Formula: C9H7F3O2
• Molecular Weight: 204.149
• Hs Code.: 29163990
• European Community (EC) Number: 251-263-5
• UNII: WRH9JL4FEE
• DSSTox Substance ID: DTXSID40186514
• Nikkaji Number: J236.229E
• Wikidata: Q63408698
• Mol file: 32857-62-8.mol

Synonyms:Aceticacid, (a,a,a-trifluoro-p-tolyl)-(8CI);(a,a,a-Trifluoro-p-tolyl)aceticacid;2-(4-Trifluoromethylphenyl)acetic acid;

Chemical Property of 4-(Trifluoromethyl)phenylacetic acid

Chemical Property:

• Appearance/Colour: white to very pale yellow crystals
• Vapor Pressure: 0.0053mmHg at 25°C
• Melting Point: 82-85 °C(lit.)
• Boiling Point: 263.1 °C at 760 mmHg
• PKA: 4.01±0.10(Predicted)
• Flash Point: 112.9 °C
• PSA: 37.30000
• Density: 1.357 g/cm³
• LogP: 2.33250
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 204.03981395
• Heavy Atom Count: 14
• Complexity: 205

Purity/Quality:

99% ^*data from raw suppliers

4-(Trifluoromethyl)benzeneaceticAcid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1CC(=O)O)C(F)(F)F
• Uses: 4-(Trifluoromethyl)benzeneacetic Acid is an intermediate used to synthesize PPARγ/δ dual agonists via solid-Phase parallel synthesis. It was also used to prepare heterocyclic xanthine derivatives as highly potent and selective human A2B adenosine receptor antagonists.

Technology Process of 4-(Trifluoromethyl)phenylacetic acid

There total 30 articles about 4-(Trifluoromethyl)phenylacetic 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: 99.0%

carbon dioxide (124-38-9,18923-20-1) + 1-((phenylsulfonyl)methyl)-4-(trifluoromethyl)benzene (30932-38-8) → 4-Trifluoromethylphenylacetic acid (32857-62-8)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; In N,N-dimethyl-formamide; at 30 ℃; for 6h; Electrolysis;

DOI:10.1021/acs.joc.1c01261

Reference yield: 92.0%

carbon dioxide (124-38-9,18923-20-1) + {[4-(trifluoromethyl)phenyl]methylidene}hydrazine (189096-91-1) → 4-Trifluoromethylphenylacetic acid (32857-62-8)

Guidance literature:

With 1,1'-bis-(diphenylphosphino)ferrocene; [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; caesium carbonate; cesium fluoride; In N,N-dimethyl-formamide; at 80 ℃; for 24h; under 760.051 Torr; chemoselective reaction;

DOI:10.1039/c8sc01299g

Reference yield: 92.0%

1-(pyrrolidin-1-yl)-2-(4-(trifluoromethyl)phenyl)ethan-1-one (512787-33-6) → 4-Trifluoromethylphenylacetic acid (32857-62-8)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; for 28h; Heating;

DOI:10.1016/S0040-4020(02)01324-8

upstream raw materials:

4-(Trifluoromethyl)phenylacetonitrile

methanol

1-Naphthylmethyl 4-trifluoromethylphenylacetate

3,5-dimethylphenyl 4-(trifluoromethyl)phenylacetate

Downstream raw materials:

9-(4-{4-[2-(4-trifluoromethyl-phenyl)-acetyl]-piperazino}-butyl)-9H-fluorene-9-carboxylic acid-(2,2,2-trifluoro-ethyl)-amide

C₂₅H₁₈F₃NO₄

C₂₅H₁₇ClF₃NO₄

3-dimethylamino-2-(4-trifluoromethylphenyl)propenal

Refernces

• 1、 Iwasawa, Nobuharu,Jin, Yushu,Toriumi, Naoyuki. "Visible-Light-Enabled Carboxylation of Benzyl Alcohol Derivatives with CO2 Using a Palladium/Iridium Dual Catalyst". . . Retrieved 2021/12/14.
• 2、 Li, Chenchen,Li, Ruoling,Zhang, Bing,Zhao, Pei,Zhao, Wanxiang. "Oxidation of Alkynyl Boronates to Carboxylic Acids, Esters, and Amides". . p. 10913 - 10917. Retrieved 2020/05/25.