ChemicalBook Product Catalog Chemical Reagents Organic reagents fatty acid (S)-(+)-Mandelic acid

(S)-(+)-Mandelic acid

(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
(S)-(+)-Mandelic acid Structure
(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)
Fp >190°C
storage temp. Store below +30°C.
solubility Methanol (Slightly), Water (Sparingly, Heated)
pka3.41±0.25(Predicted)
form Crystalline Powder
color White to beige-brown
PH2.1 (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.
LogP0.550 (est)
CAS DataBase Reference17199-29-0(CAS DataBase Reference)
NIST Chemistry ReferenceBenzeneacetic acid, «alpha»-hydroxy-, (s)-(17199-29-0)
EPA Substance Registry SystemBenzeneacetic acid, .alpha.-hydroxy-, (.alpha.S)- (17199-29-0)
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 Information
ProviderLanguage
D-2-Hydroxy-2-phenylacetic acid English
ACROS English
SigmaAldrich English
ALFA English
(S)-(+)-Mandelic acid Usage And Synthesis
Chemical Propertieswhite to light yellow crystal powde
UsesAntiseptic (urinary).
Uses(S)-(+)-Mandelic acid is a versatile reagent used in the resolution of racemates and the preparation of amides, Pharmaceutical Intermediates.
UsesA versatile reagent used in the resolution of racemates and the preparation of amides.
DefinitionChEBI: (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 ExplosibilityNotclassified
Purification MethodsPurify 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 acid-->1H-Azepine-4-carboxylicacid,hexahydro-,methylester,(4S)-(9CI)-->(S)-(+)-Methyl mandelate-->(S)-(-)-2-HYDROXY-1,2,2-TRIPHENYLETHYL ACETATE-->2-Bromo-2-phenylacetic acid-->(S)-(+)-O-Acetyl-L-mandelic acid-->Benzeneacetyl chloride, α-hydroxy-, (αS)-
2,2-Diphenylacetic acid Ethyl 2-(Chlorosulfonyl)acetate Phenethyl phenylacetate Ascoric Acid DL-MANDELIC ACID611-72-3,(n)-mandelic acid 3-Hydroxyphenylacetic acid 2-Hydroxyphenylacetic acid 2-CHLORO MANDELIC ACID 98.5% Stearic acid Folic acid α-Lipoic Acid 2-Methylphenylacetic acid 4-Hydroxyphenylacetic acid (S)-(+)-Mandelic acid CHLOROPHOSPHONAZO III (R)-(-)-MANDELIC ACID: CHIPROS 99%, EE 99%,D-(-)-Mandelic acid 98%,D-Mandelic acid or R-(-)Mandelic acid,D-mandelic acid(R-mandelic acid) Phenylacetic acid Citric acid
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