3,5-Bis(trifluoromethyl)phenylacetic acid

Base Information

• Chemical Name: 3,5-Bis(trifluoromethyl)phenylacetic acid
• CAS No.: 85068-33-3
• Molecular Formula: C10H6F6O2
• Molecular Weight: 272.147
• Hs Code.: 29163990
• European Community (EC) Number: 285-295-6
• UNII: YW9DB76S84
• DSSTox Substance ID: DTXSID10234137
• Nikkaji Number: J309.650E
• Wikidata: Q72447302
• Mol file: 85068-33-3.mol

Synonyms:3,5-Bis(trifluoromethyl)phenylacetic acid;85068-33-3;2-(3,5-bis(trifluoromethyl)phenyl)acetic acid;2-[3,5-bis(trifluoromethyl)phenyl]acetic acid;Benzeneacetic acid, 3,5-bis(trifluoromethyl)-;MFCD00009908;C10H6F6O2;3,5-bis(trifluoromethyl)benzeneacetic acid;YW9DB76S84;EINECS 285-295-6;3,5-bis-(trifluoromethyl)phenylacetic acid;[3,5-Bis(trifluoromethyl)phenyl]acetic acid;3,5-bis-trifluoromethylphenylacetic acid;3,5-DI(TRIFLUOROMETHYL)PHENYLACETIC ACID;3,5-Bis(trifluoromethyl)phenylaceticacid;UNII-YW9DB76S84;SCHEMBL504122;DTXSID10234137;C10-H6-F6-O2;CK2082;AKOS005255102;3,5-bistrifluoromethylphenylacetic acid;AB01006;AC-2659;AM62277;PS-7275;3,5-bis(triflouromethyl)phenylacetic acid;SY002443;3,5-bis(trifluoromethyl) benzeneacetic acid;3,5-bis(trifluoromethyl)-phenylacetic acid;3,5-bis(trifluoromethyl)phenyl acetic acid;3,5-di-(trifluoromethyl)-phenylacetic acid;B1976;CS-0127981;FT-0614471;[3,5-Bis(trifluoromethyl)phenyl]acetic acid #;A21768;3,5-Bis(trifluoromethyl)phenylacetic acid, 98%;EN300-1939361;[3,5 -Bis-(trifluoromethyl)-phenyl]-acetic Acid;W-104095

Chemical Property of 3,5-Bis(trifluoromethyl)phenylacetic acid

Chemical Property:

• Appearance/Colour: white to beige powder
• Vapor Pressure: 0.0432mmHg at 25°C
• Melting Point: 121-123 °C(lit.)
• Boiling Point: 227.7 °C at 760 mmHg
• PKA: 3.99±0.10(Predicted)
• Flash Point: 91.5 °C
• Density: 1.479 g/cm³
• Solubility.: methanol: soluble25mg/mL, clear, colorless
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 2
• Exact Mass: 272.02719840
• Heavy Atom Count: 18
• Complexity: 287

Purity/Quality:

99% ^*data from raw suppliers

Bis(trifluoromethyl)benzeneaceticAcid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=C(C=C(C=C1C(F)(F)F)C(F)(F)F)CC(=O)O
• Uses: 3,5-Bis(trifluoromethyl)phenylacetic acid has been used:as building block to synthesize the pentaamine and bis-heterocyclic librariesin determination of ionic perfluorinated substances and telomers in leachates from landfills and sediment samples

Technology Process of 3,5-Bis(trifluoromethyl)phenylacetic acid

There total 13 articles about 3,5-Bis(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: 89.0%

3,6-bis(trifluoromethyl)bromobenzene (328-70-1) + malonic acid dimethyl ester (108-59-8) → 3,5-bistrifluoromethylphenyl acetic acid (85068-33-3)

Guidance literature:

malonic acid dimethyl ester; With sodium methylate; In 1,2-dimethoxyethane; at 69 - 74 ℃;

copper(l) iodide; copper(I) bromide; In 1,2-dimethoxyethane; at 54 ℃; Heating / reflux;

3,6-bis(trifluoromethyl)bromobenzene; With sodium hydroxide; copper(l) iodide; copper(I) bromide; more than 3 stages;

Reference yield: 65.0%

carbon dioxide (124-38-9,18923-20-1) + C11H8F6O3 → 3,5-bistrifluoromethylphenyl acetic acid (85068-33-3)

Guidance literature:

carbon dioxide; C₁₁H₈F₆O₃; With dmap; (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; caesium carbonate; N-ethyl-N,N-diisopropylamine; 1,2-bis-(diphenylphosphino)ethane; bis(dibenzylideneacetone)-palladium⁽⁰⁾; at 100 ℃; for 6h; under 760.051 Torr; Irradiation; Sealed tube;

With hydrogenchloride;

DOI:10.1002/cssc.202102095

Reference yield: 60.0%

3,5-bis(trifluoromethyl)iodobenzene (328-73-4) + acetic acid (64-19-7,77671-22-8) → 3,5-bistrifluoromethylphenyl acetic acid (85068-33-3)

Guidance literature:

With silver(I) acetate; sodium acetate; palladium dichloride; at 130 ℃; for 24h; Schlenk technique; Inert atmosphere;

DOI:10.1002/cctc.201402061

upstream raw materials:

3,5-bistrifluoromethylbenzoic acid

3,5-bis(trifluoromethyl)phenyl carboxylic acid chloride

3,6-bis(trifluoromethyl)bromobenzene

methyl [3,5-bis(trifluoromethyl)-phenyl]-acetate

Downstream raw materials:

2-(3,5-bis(trifluoromethyl)phenyl)acetyl chloride

2-(3,5-bis-trifluoromethyl-phenyl)-hex-5-enoic acid

methyl [3,5-bis(trifluoromethyl)-phenyl]-acetate

(+,)-4-[[3,5-bis(trifluoromethyl)phenyl]acetyl]-2-phenyl-1-[[[1-(phenylmethyl)-4-piperidinyl]amino]acetyl]piperazine

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.