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2-Chloromandelic acid

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CAS:10421-85-9
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  • 2025-04-04
  • CAS:10421-85-9
  • Min. Order: 1kg
  • Purity: 98%
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2-Chloromandelic acid Basic information
Product Name:2-Chloromandelic acid
Synonyms:TIMTEC-BB SBB003705;o-chloromandelic acid;2-Chloro-alpha-hydroxyphenylaceticacid;Methyl-(2-chlorophenyl) hydroxy carboxylic acid;Chloromandelic Acid DL-;Benzeneacetic acid, 2-chloro-α-hydroxy-;DL-2-CHLOROMANDELIC ACID;2-(2-CHLOROPHENYL)-2-HYDROXYACETIC ACID
CAS:10421-85-9
MF:C8H7ClO3
MW:186.59
EINECS:233-900-9
Product Categories:C8;Carbonyl Compounds;Carboxylic Acids;Miscellaneous;Organic acids
Mol File:10421-85-9.mol
2-Chloromandelic acid Structure
2-Chloromandelic acid Chemical Properties
Melting point 90-93 °C(lit.)
Boiling point 266.91°C (rough estimate)
density 1.3245 (rough estimate)
refractive index 1.5250 (estimate)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility Chloroform (Slightly, Sonicated), Methanol (Slightly)
form Crystalline Powder
pka3.30±0.10(Predicted)
color White to pale cream
Water Solubility Very soluble in water.
BRN 2367070
Stability:Hygroscopic
InChIInChI=1S/C8H7ClO3/c9-6-4-2-1-3-5(6)7(10)8(11)12/h1-4,7,10H,(H,11,12)
InChIKeyRWOLDZZTBNYTMS-UHFFFAOYSA-N
SMILESC(C1C=CC=CC=1Cl)(O)C(=O)O
CAS DataBase Reference10421-85-9(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 24/25-36-26
WGK Germany 3
HS Code 29181990
MSDS Information
ProviderLanguage
o-Chloromandelic acid English
ACROS English
SigmaAldrich English
ALFA English
2-Chloromandelic acid Usage And Synthesis
Chemical PropertiesWhite to pale cream crystalline powder
Uses2-Chloromandelic acid, is used as a pharmaceutical intermediate as well as in the medicine industry. It is used as a intermediate of clopidrogrel.
General Description2-Chloromandelic acid (2-ClMA) is a mandelic acid derivative. A report based on its solid state-NMR, X-ray powder diffraction (XPRD) and Fourier transform infrared spectroscopy (FTIR) data reveals that in solid state 2-ClMA exists as a racemic compound. The study also suggests that the crystals of racemic 2-ClMA belongs the monoclinic space group P21/c. The efficiency of (R)-(+)-N-benzyl-1-phenylethylamine in resolving racemate 2-ClMA has been investigated.
Synthesis
HYDROGEN CYANIDE

74-90-8

2-Chlorobenzaldehyde

89-98-5

2-Chloromandelic acid

10421-85-9

Benzeneacetonitrile, 2-chloro-α-hydroxy-, (αS)-

52923-20-3

First, 150 mL of toluene was added to a flask equipped with a stirrer and an internal thermometer. Under stirring conditions, 0.09 g (0.08 x 10^-3 mol) of the (R,R)-VO salen complex from Example 1 and 21.1 g (0.15 mol) of freshly prepared 2-chlorobenzaldehyde were added sequentially. Subsequently, 10.1 g (0.375 mol) of hydrocyanic acid was added all at once. The resulting dark green homogeneous solution was stirred for 24 h at room temperature in a closed apparatus. The conversion was analyzed by gas chromatography (GC) to be 98% and the enantiomeric excess (ee) value of (S)-2-chloromandelate cyanohydrin was 73%.

References[1] Patent: US2004/236129, 2004, A1. Location in patent: Page 4
[2] Patent: US2004/236129, 2004, A1. Location in patent: Page 4
[3] Patent: US2004/236129, 2004, A1. Location in patent: Page 4
[4] Patent: US2004/236129, 2004, A1. Location in patent: Page 4
[5] Patent: US2004/236129, 2004, A1. Location in patent: Page 4
2-Chloromandelic acid Preparation Products And Raw materials
Raw materialsHYDROGEN CYANIDE-->2-Chlorobenzaldehyde
Tag:2-Chloromandelic acid(10421-85-9) Related Product Information
2-Chloroaniline Ethyl 2-(Chlorosulfonyl)acetate DL-Malic acid Mandelic acid Folic acid Stearic acid 2-Chlorotoluene 2-(Chloromethyl)benzonitrile (S)-(+)-Mandelic acid Hyaluronic acid Sodium cloxacillin monohydrate 2-Chlorobenzotrifluoride Citric acid α-Lipoic Acid Ascoric Acid 2-Fluoropropiophenone 2-Chlorobenzyl alcohol 2-Fluorobenzaldehyde

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