Basic information Safety Supplier Related

(R)-(-)-2-Chloromandelic acid

Basic information Safety Supplier Related

(R)-(-)-2-Chloromandelic acid Basic information

Product Name:
(R)-(-)-2-Chloromandelic acid
Synonyms:
  • 2-CHLORO-D-MANDELIC ACID
  • 2-CHLORO-MANDELIC ACID (R)
  • (R)-(2-CHLORO-PHENYL)-HYDROXY-ACETIC ACID
  • (R)-(-)-2-CHLOROMANDELIC ACID
  • (R)-2-CHLOROMANDELIC ACID
  • (R)-2-CHLORO-ALPHA-HYDROXYPHENYLACETIC ACID
  • (R-chloromandelicacid)
  • (R)-ORTHO-CHLOROMANDELIC ACID
CAS:
52950-18-2
MF:
C8H7ClO3
MW:
186.59
EINECS:
444-040-0
Product Categories:
  • FINE Chemical & INTERMEDIATES
  • Carboxylic Acids
  • Chiral Building Blocks
  • Organic Building Blocks
  • chiral
  • API intermediates
Mol File:
52950-18-2.mol
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(R)-(-)-2-Chloromandelic acid Chemical Properties

Melting point:
119-121 °C(lit.)
alpha 
-125 º (c=3, H2O)
Boiling point:
266.91°C (rough estimate)
Density 
1.48
vapor pressure 
0Pa at 25℃
refractive index 
-124.5 ° (C=3, H2O)
storage temp. 
Sealed in dry,Room Temperature
solubility 
Methanol
pka
3.30±0.10(Predicted)
form 
Solid
color 
Off-White
optical activity
[α]23/D 126°, c = 3 in H2O
BRN 
2693370
LogP
1.51 at 23℃
Surface tension
48.7mN/m at 1g/L and 20℃
CAS DataBase Reference
52950-18-2(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi,C
Risk Statements 
36/37/38-43-41
Safety Statements 
37/39-26-24/25-36-36/37/39
WGK Germany 
3
HS Code 
29181990

MSDS

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(R)-(-)-2-Chloromandelic acid Usage And Synthesis

Chemical Properties

white to light yellow crystal powder

Uses

Clopidogrel intermediate.

Synthesis

74-90-8

89-98-5

10421-85-9

52923-20-3

First, 150 mL of toluene was added to a flask equipped with a stirrer and an internal thermometer. Under constant stirring, 0.09 g (0.08 x 10^-3 mol) of the (R,R)-VO salen complex of 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

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