2-Fluoromandelic acid

Base Information

• Chemical Name: 2-Fluoromandelic acid
• CAS No.: 389-31-1
• Molecular Formula: C₈H₇FO₃
• Molecular Weight: 170.14
• Hs Code.: 29189900
• European Community (EC) Number: 641-285-7
• DSSTox Substance ID: DTXSID00382479
• Nikkaji Number: J374.603H
• Mol file: 389-31-1.mol

Synonyms:2-Fluoromandelic acid;389-31-1;2-(2-fluorophenyl)-2-hydroxyacetic acid;2-Fluoro-DL-mandelic Acid;MFCD03095382;o-fluoromandelic acid;2-Fluoro-DL-mandelicAcid;SCHEMBL469655;(R)-2-FLUOROMANDELICACID;DTXSID00382479;(2-Fluorophenyl)hydroxyacetic acid;2-Fluoromandelic acid, AldrichCPR;AKOS005265464;FS-1223;SB44816;SY050476;CS-0059253;F0730;FT-0677345;D73185;A873748

Chemical Property of 2-Fluoromandelic acid

Chemical Property:

• Vapor Pressure: 0.000192mmHg at 25°C
• Melting Point: 114-116
• Refractive Index: 1.565
• Boiling Point: 314.8ºC at 760 mmHg
• PKA: 3.33±0.10(Predicted)
• Flash Point: 144.2ºC
• PSA: 57.53000
• Density: 1.425g/cm3
• LogP: 0.94370
• Storage Temp.: 2-8°C
• Sensitive.: Hygroscopic
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 170.03792224
• Heavy Atom Count: 12
• Complexity: 172

Purity/Quality:

97% ^*data from raw suppliers

2-FluoromandelicAcid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Fluoromandelic acid

There total 18 articles about 2-Fluoromandelic 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: 74.2%

fluoro-(2-fluoro-phenyl)-acetic acid → R-ortho-fluoromandelic acid (389-31-1,52950-13-7,32222-48-3) + C8H6F2O2

Guidance literature:

With fluoroacetate dehalogenase RPA₁₁₆₃-W₁₈₅T; for 2h; enantioselective reaction; Catalytic behavior; Kinetics; Enzymatic reaction;

DOI:10.1021/acscatal.9b04804

Reference yield: 52.0%

(+/-)-2-hydroxy-2-(2-fluorophenyl)acetonitrile (133721-88-7,485759-27-1) → 2-fluoromandelic acid (389-31-1,32222-48-3,52950-13-7)

Guidance literature:

With hydrogenchloride; for 19h; Ambient temperature;

DOI:10.1107/S0108768193010766

Reference yield:

potassium cyanide + 2-Fluorobenzaldehyde (446-52-6) → 2-fluoromandelic acid (389-31-1,32222-48-3,52950-13-7)

Guidance literature:

With hydrogenchloride; In diethyl ether; water; at 10 - 20 ℃; for 2.5h;

upstream raw materials:

potassium cyanide

2-Fluorobenzaldehyde

(+/-)-2-hydroxy-2-(2-fluorophenyl)acetonitrile

Bromoform

Downstream raw materials:

ethyl 2-(2-fluorophenyl)-2-oxoacetate

(2-fluoro-phenyl)-hydroxy-acetic acid ethyl ester

methyl 2-(2-fluorophenyl)-2-hydroxyacetate

Cyclohexyl-<2-fluor-phenyl>-glykolsaeure