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(S)-(+)-Mandelic acid

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(S)-(+)-Mandelic acid Basic information

Product Name:
(S)-(+)-Mandelic acid
Synonyms:
  • (s)-(+)-mandelic
  • (s)-benzeneaceticaci
  • (S)-Hydroxyphenylaceticacid
  • Benzeneaceticacid,alpha-hydroxy-,(S)-
  • L-mandelate
  • (S)-(+)-MANDELIC ACID FOR RESOLUTION OF RACEMATES 99+%
  • L-(+)-Mandelic acid, 99+%
  • L-(+)-α-Hydroxybenzeneacetic acid
CAS:
17199-29-0
MF:
C8H8O3
MW:
152.15
EINECS:
241-240-8
Product Categories:
  • Activators
  • Analytical Chemistry
  • Carboxylic Acids (Chiral)
  • Chiral Building Blocks
  • e.e. / Absolute Configuration Determination (NMR)
  • Enantiomer Excess & Absolute Configuration Determination
  • FINE Chemical & INTERMEDIATES
  • Chiral Compounds
  • Aromatic Phenylacetic Acids and Derivatives
  • chiral
  • for Resolution of Bases
  • Optical Resolution
  • Synthetic Organic Chemistry
  • Chiral Compound
  • Cosmetic
Mol File:
17199-29-0.mol
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(S)-(+)-Mandelic acid Chemical Properties

Melting point:
131-134 °C(lit.)
alpha 
155 º (c=2 , H2O)
Boiling point:
234.6°C (rough estimate)
Density 
1.3410
refractive index 
153.5 ° (C=1, H2O)
Flash point:
>190°C
storage temp. 
Store below +30°C.
solubility 
Methanol (Slightly), Water (Sparingly, Heated)
form 
Crystalline Powder
pka
3.41±0.25(Predicted)
color 
White to beige-brown
PH
2.1 (60g/l, H2O, 20℃)
optical activity
[α]20/D +153±5°, c = 5% in H2O
Water Solubility 
100 g/L (25 ºC)
Sensitive 
Light Sensitive
BRN 
2208678
Stability:
Stable, but light sensitive. Combustible. Incompatible with strong bases, strong oxidizing agents, strong reducing agents.
LogP
0.550 (est)
CAS DataBase Reference
17199-29-0(CAS DataBase Reference)
NIST Chemistry Reference
Benzeneacetic acid, «alpha»-hydroxy-, (s)-(17199-29-0)
EPA Substance Registry System
Benzeneacetic acid, .alpha.-hydroxy-, (.alpha.S)- (17199-29-0)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
22-24/25-37/39-26-36
WGK Germany 
3
TSCA 
Yes
HS Code 
29181980

MSDS

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(S)-(+)-Mandelic acid Usage And Synthesis

Chemical Properties

white to light yellow crystal powde

Uses

Antiseptic (urinary).

Uses

(S)-(+)-Mandelic acid is a versatile reagent used in the resolution of racemates and the preparation of amides, Pharmaceutical Intermediates.

Uses

A versatile reagent used in the resolution of racemates and the preparation of amides.

Definition

ChEBI: (S)-mandelic acid is a (2S)-2-hydroxy monocarboxylic acid and a mandelic acid. It is a conjugate acid of a (S)-mandelate. It is an enantiomer of a (R)-mandelic acid.

Flammability and Explosibility

Not classified

Purification Methods

Purify the mandelic acids by recrystallisation from H2O, *C6H6 or CHCl3. [Roger J Chem Soc 2168 1932,Jamison & Turner J Chem Soc 611 1942.] They have solubilities in H2O of ca 11% at 25o. [Banks & Davies J Chem Soc 73 1938.] The S-benzylisothiuronium salts has m 180o (from H2O) and [] D 25 (+) and (-) 57o (c20, EtOH) [El Masri et al. Biochem J 68 199 1958]. [Beilstein 10 IV 564.]

(S)-(+)-Mandelic acid Preparation Products And Raw materials

Preparation Products

(3S)-(-)-3-(DIMETHYLAMINO)PYRROLIDINE(S)-(+)-alpha-Methoxyphenylacetic acid1H-Azepine-4-carboxylicacid,hexahydro-,methylester,(4S)-(9CI)(S)-(+)-Methyl mandelate

(S)-(+)-Mandelic acidSupplier

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