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Documentos Principais

727075

Sigma-Aldrich

(R)-(−)-Mandelic acid

ChiPros®, produced by BASF, 99%

Sinônimo(s):

(R)-α-Hydroxyphenylacetic acid

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About This Item

Fórmula linear:
C6H5CH(OH)CO2H
Número CAS:
Peso molecular:
152.15
Beilstein:
2691094
Número CE:
Número MDL:
Código UNSPSC:
12352106
ID de substância PubChem:
NACRES:
NA.22

grau

produced by BASF

Nível de qualidade

Ensaio

≥98.5%
99%

Formulário

crystals

pureza óptica

enantiomeric excess: ≥98.5%

pf

131-133 °C (lit.)

grupo funcional

carboxylic acid
hydroxyl
phenyl

cadeia de caracteres SMILES

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

chave InChI

IWYDHOAUDWTVEP-SSDOTTSWSA-N

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Descrição geral

(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.

Aplicação

(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.

Informações legais

ChiPros is a registered trademark of BASF SE

Pictogramas

Corrosion

Palavra indicadora

Danger

Frases de perigo

Declarações de precaução

Classificações de perigo

Eye Dam. 1

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 1

Ponto de fulgor (°F)

>374.0 °F

Ponto de fulgor (°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)
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
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
Zhoutong Sun et al.
Microbial cell factories, 10, 71-71 (2011-09-14)
Mandelic acid (MA), an important component in pharmaceutical syntheses, is currently produced exclusively via petrochemical processes. Growing concerns over the environment and fossil energy costs have inspired a quest to develop alternative routes to MA using renewable resources. Herein we
M Monier et al.
International journal of biological macromolecules, 55, 207-213 (2013-01-30)
An enantioselective S-mandelic acid (S-MA) imprinted chitosan (SMIC) was prepared by cross-linking of chitosan using formaldehyde cross-linker, in the presence of S-MA as an imprint template molecule and 0.5% acetic acid solution as a solvent. Non-imprinted cross-linked chitosan (NIC) as

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