4-(Trifluoromethoxy)phenylacetic acid

Base Information

• Chemical Name: 4-(Trifluoromethoxy)phenylacetic acid
• CAS No.: 4315-07-5
• Molecular Formula: C9H7F3O3
• Molecular Weight: 220.148
• Hs Code.: 2918990090
• European Community (EC) Number: 624-749-3
• DSSTox Substance ID: DTXSID60380471
• Wikidata: Q72511472
• Mol file: 4315-07-5.mol

Synonyms:4-(Trifluoromethoxy)phenylacetic acid;4315-07-5;2-[4-(trifluoromethoxy)phenyl]acetic acid;2-(4-(trifluoromethoxy)phenyl)acetic acid;4-(trifluoromethoxy)phenylaceticacid;MFCD00061239;4-trifluoromethoxyphenylacetic acid;[4-(trifluoromethoxy)phenyl]acetic acid;Benzeneacetic acid, 4-(trifluoromethoxy)-;(4-(trifluoromethoxy)phenyl)acetic acid;Maybridge3_006163;(4-Trifluoromethoxy-phenyl)-acetic acid;SCHEMBL378766;DTXSID60380471;CHEBI:195143;HMS1448I03;4-trifluoromethoxyphenyl-acetic acid;BBL013267;CCG-46154;STK503628;4-(trifluoromethoxy)-phenylacetic acid;AKOS000163082;CS-W002285;PS-7875;IDI1_017550;2-[4-(triluoromethoxy)phenyl]acetic acid;AC-14123;SY023240;4-TRIFLUOROMETHOXY-PHENYLACETIC ACID;4-(Trifluoromethoxy)phenylacetic acid, 98%;A1690;AM20061234;FT-0635222;T3664;EN300-42093;J-513900;SR-01000635868-1;BRD-K63699978-001-02-2;Z285131562

Chemical Property of 4-(Trifluoromethoxy)phenylacetic acid

Chemical Property:

• Vapor Pressure: 0.00615mmHg at 25°C
• Melting Point: 85-88 °C
• Boiling Point: 260.6 °C at 760 mmHg
• PKA: 4.10±0.10(Predicted)
• Flash Point: 111.4 °C
• PSA: 46.53000
• Density: 1.399 g/cm³
• LogP: 2.21230
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 220.03472857
• Heavy Atom Count: 15
• Complexity: 219

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-[4-(Trifluoromethoxy)phenyl]aceticAcid ^*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=CC(=CC=C1CC(=O)O)OC(F)(F)F

Technology Process of 4-(Trifluoromethoxy)phenylacetic acid

There total 15 articles about 4-(Trifluoromethoxy)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: 91.0%

carbon dioxide (124-38-9,18923-20-1) + 1-((phenylsulfonyl)methyl)-4-(trifluoromethoxy)benzene → 4-(trifluoromethoxy)phenylacetic acid (4315-07-5)

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: 78.0%

carbon dioxide (124-38-9,18923-20-1) + [1-(4-trifluoromethoxyphenyl)-methylidene]-hydrazine (1138566-90-1) → 4-(trifluoromethoxy)phenylacetic acid (4315-07-5)

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: 72.0%

1-bromo-4-(trifluoromethoxy)benzene (407-14-7) + chloroacetic acid (79-11-8) → 4-(trifluoromethoxy)phenylacetic acid (4315-07-5)

Guidance literature:

chloroacetic acid; With N,O-bis-(trimethylsilyl)-acetamide; In 1,2-dimethoxyethane; at 0 ℃; for 0.166667h; Inert atmosphere; Sealed tube;

1-bromo-4-(trifluoromethoxy)benzene; With 2,6-dimethylpyridine; (1,2-dimethoxyethane)dichloronickel(II); tris(triethylsilyl)silane; [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate; 4,4'-di-tert-butyl-2,2'-bipyridine; In 1,2-dimethoxyethane; at 25 ℃; for 8h; Inert atmosphere; Sealed tube; Irradiation;

DOI:10.1002/anie.201909072

upstream raw materials:

(4-trifluoromethoxy-phenyl)-acetonitrile

2-diazo-4'-trifluoromethoxyacetophenone

4-trifluoromethoxybenzyl alcohol

4-trifluoromethoxybenzyl bromide

Downstream raw materials:

C₂₂H₂₉F₃N₂O₄

α-bromo-(4-trifluoromethoxyphenyl)acetic acid

2-bromo-2-(4-fluorophenyl)acetic acid

2-[4-(trifluoromethoxy)phenyl]acetamide

Refernces

• 1、 Chen, Tiffany Q.,MacMillan, David W. C.. "A Metallaphotoredox Strategy for the Cross-Electrophile Coupling of α-Chloro Carbonyls with Aryl Halides". supporting information. p. 14584 - 14588. Retrieved 2019/09/17.
• 2、 Liao, Li-Li,Cao, Guang-Mei,Ye, Jian-Heng,Sun, Guo-Quan,Zhou, Wen-Jun,Gui, Yong-Yuan,Yan, Si-Shun,Shen, Guo,Yu, Da-Gang. "Visible-Light-Driven External-Reductant-Free Cross-Electrophile Couplings of Tetraalkyl Ammonium Salts". supporting information. p. 17338 - 17342. Retrieved 2019/01/04.