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Merck
CN

727075

(R)-(−)-Mandelic acid

ChiPros®, produced by BASF, 99%

Synonym(s):

(R)-α-Hydroxyphenylacetic acid

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About This Item

Linear Formula:
C6H5CH(OH)CO2H
CAS Number:
Molecular Weight:
152.15
UNSPSC Code:
12352106
NACRES:
NA.22
PubChem Substance ID:
EC Number:
210-276-6
Beilstein/REAXYS Number:
2691094
MDL number:
Assay:
≥98.5%, 99%
Form:
crystals
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Quality Level

assay

≥98.5%, 99%

form

crystals

optical purity

enantiomeric excess: ≥98.5%

mp

131-133 °C (lit.)

functional group

carboxylic acid, hydroxyl, phenyl

SMILES string

O[C@@H](C(O)=O)c1ccccc1

InChI

1S/C8H8O3/c9-7(8(10)11)6-4-2-1-3-5-6/h1-5,7,9H,(H,10,11)/t7-/m1/s1

InChI key

IWYDHOAUDWTVEP-SSDOTTSWSA-N

General description

(R)-(−)-Mandelic acid is a chiral resolving agent, which is also used as a chiral building block in the preparation of semisynthetic cephalosporins, antitumor agents, and penicillins.

Application

(R)-(−)-Mandelic acid can be used:
  • As a chiral acid in the separation of diastereomeric salts for the synthesis of chiral pyridoindole based building block.
  • In the study of chiral acid selectivity of poly(3,4-ethylenedioxythiophene) (PEDOT) based chiral conducting polymers.

Legal Information

ChiPros is a registered trademark of BASF SE


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pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Eye Dam. 1

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

>374.0 °F

flash_point_c

> 190 °C



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Chiral acid selectivity displayed by PEDOT electropolymerised in the presence of chiral molecules
Sulaiman Y and Kataky R
Analyst, 137(10), 2386-2393 (2012)
Liang Jin et al.
Zeitschrift fur Naturforschung. C, Journal of biosciences, 66(9-10), 499-506 (2011-12-24)
To study the effects of mandelic acid (MA) on the brown planthopper (BPH), Nilaparvata lugens, the survival rate and behaviour of BPH fed on an artificial diet with different dosages of MA was observed. The survival rate of BPH decreased
Chao Ma et al.
Chirality, 23(5), 379-382 (2011-04-14)
This work reports the chiral separation of D,L-mandelic acid with cellulose membranes. Cellulose was chosen as membrane material because it possesses multichiral carbon atoms in its molecular structure unit. The flux and permselective properties of membrane using aqueous solutions of



Global Trade Item Number

SKUGTIN
727075-100G04061832720050
727075-25G04061832720067
727075-500G04061832720074