3-(Trifluoromethyl)mandelic acid

Base Information

• Chemical Name: 3-(Trifluoromethyl)mandelic acid
• CAS No.: 349-10-0
• Molecular Formula: C9H7 F3 O3
• Molecular Weight: 220.148
• Hs Code.: 2918199090
• European Community (EC) Number: 206-484-1
• DSSTox Substance ID: DTXSID80956374
• Nikkaji Number: J193.807J
• Mol file: 349-10-0.mol

Synonyms:3-(Trifluoromethyl)mandelic acid;349-10-0;2-hydroxy-2-[3-(trifluoromethyl)phenyl]acetic acid;(3-trifluoromethyl)mandelic acid;2-hydroxy-2-(3-(trifluoromethyl)phenyl)acetic acid;DL-2-(3-Trifluoromethyl)phenylglycollic acid;EINECS 206-484-1;MFCD00014339;hydroxy[3-(trifluoromethyl)phenyl]acetic acid;2-Hydroxy-2-(3-trifluoromethylphenyl)ethanoic acid;3-trifluoromethylmandelic acid;SCHEMBL5159938;DTXSID80956374;SB49784;AS-38552;SY198019;CS-0214957;FT-0632000;EN300-207720;2-hydroxy-2-(3-(trifluoromethyl)phenyl)aceticacid;A822465;ISOPROPYL2-[2-(4-CHLOROPHENYL)-1,3-THIAZOL-4-YL]ACETATE

Chemical Property of 3-(Trifluoromethyl)mandelic acid

Chemical Property:

• Appearance/Colour: white solid
• Vapor Pressure: 0.000558mmHg at 25°C
• Boiling Point: 298.7 °C at 760 mmHg
• PKA: 3.22±0.10(Predicted)
• Flash Point: 134.5 °C
• PSA: 57.53000
• Density: 1.481 g/cm³
• LogP: 1.82340
• 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: 239

Purity/Quality:

98%min ^*data from raw suppliers

3-(Trifluoromethyl)mandelicAcid ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-(Trifluoromethyl)mandelic acid

There total 8 articles about 3-(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: 95.0%

hydroxy(3-trifluoromethylphenyl)acetic acid methyl ester → 2-Hydroxy-2-(3-trifluoromethylphenyl)ethanoic acid (349-10-0)

Guidance literature:

With sodium hydride; lithium hydroxide; In tetrahydrofuran; methanol; at 20 ℃; for 12h;

Reference yield:

3-Trifluoromethylbenzaldehyde (454-89-7) → 2-Hydroxy-2-(3-trifluoromethylphenyl)ethanoic acid (349-10-0)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogenchloride; benzyltrimethylammonium chloride / diethyl ether / 1 h / 10 °C

2: hydrogenchloride; water / 70 °C

With hydrogenchloride; water; benzyltrimethylammonium chloride; In diethyl ether;

DOI:10.1039/c4ce01832j

Reference yield:

sodium metabisulfite + 3-Trifluoromethylbenzaldehyde (454-89-7) → 2-Hydroxy-2-(3-trifluoromethylphenyl)ethanoic acid (349-10-0)

Guidance literature:

In water;

upstream raw materials:

3-Trifluoromethylbenzaldehyde

chloroform

(meta-(trifluoromethyl)phenyl)boronic acid

hydroxy-(3-trifluoromethyl-phenyl)-acetic acid ethyl ester

Downstream raw materials:

(8R,9aS)-8-[(5-cyclopropylpyrazin-2-yl)oxy]-2-{hydroxy-[3-(trifluoromethyl)phenyl]acetyl}octahydro-5H-pyrrolo[1,2-a][1,4]diazepin-5-one

Refernces

• 1、 -. "PERK INHIBITING PYRROLOPYRIMIDINE COMPOUNDS". . . Retrieved 2021/03/05.
• 2、 -. "PERK INHIBITING IMIDAZOLOPYRAZINE COMPOUNDS". . . Retrieved 2021/11/20.