4-(Trifluoromethyl)mandelic acid

Base Information

• Chemical Name: 4-(Trifluoromethyl)mandelic acid
• CAS No.: 395-35-7
• Molecular Formula: C9H7F3O3
• Molecular Weight: 220.148
• Hs Code.: 29181990
• European Community (EC) Number: 206-900-1
• DSSTox Substance ID: DTXSID40960134
• Nikkaji Number: J213.633C
• Mol file: 395-35-7.mol

Synonyms:4-trifluoromethylmandelic acid;4-trifluoromethylmandelic acid, (R)-isomer;p-TFM cpd;p-trifluoromethylmandelic acid;rac-p-TFM

Chemical Property of 4-(Trifluoromethyl)mandelic acid

Chemical Property:

• Appearance/Colour: white to almost white powder
• Vapor Pressure: 0.000102mmHg at 25°C
• Melting Point: 130-134 °C
• Refractive Index: 1.502
• Boiling Point: 324.2 °C at 760 mmHg
• PKA: 3.06±0.10(Predicted)
• Flash Point: 149.8 °C
• PSA: 57.53000
• Density: 1.481 g/cm³
• LogP: 1.82340
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 220.03472857
• Heavy Atom Count: 15
• Complexity: 231

Purity/Quality:

97% ^*data from raw suppliers

4-(Trifluoromethyl)mandelic acid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(C(=O)O)O)C(F)(F)F

Technology Process of 4-(Trifluoromethyl)mandelic acid

There total 2 articles about 4-(Trifluoromethyl)mandelic 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: 74.0%

4-Trifluoromethylbenzaldehyde (455-19-6) + carbon dioxide (124-38-9,18923-20-1) → 4-(trifluoromethyl)mandelic acid (395-35-7)

Guidance literature:

With (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; 1,3-dimethyl-2-phenyl-2,3-dihydro-1H-benzo[d]imidazole; In acetonitrile; at 20 ℃; for 1h; Schlenk technique; Irradiation;

DOI:10.1021/acs.orglett.1c02592

Reference yield:

→ 4-(trifluoromethyl)mandelic acid (395-35-7)

Guidance literature:

Reference yield: 100.0%

4-(trifluoromethyl)mandelic acid (395-35-7) → 4-(trifluoromethyl)phenylglyoxylic acid (79478-02-7)

Guidance literature:

With 2-azatricyclo[3.3.1.1^3,7]decan-2-ol; sodium nitrite; In acetonitrile; at 20 ℃; for 2h;

DOI:10.1021/acs.joc.0c01302

upstream raw materials:

4-Trifluoromethylbenzaldehyde

carbon dioxide

Downstream raw materials:

(R)-4-(trifluoromethyl)mandelic acid

4-trifluoromethylbenzoic acid

4-Trifluoromethylbenzaldehyde

S-acetyl-α-(p-trifluoromethylphenyl)-α-mercaptoacetic acid