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Key Documents

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727075

Sigma-Aldrich

(R)-(−)-Mandelic acid

ChiPros®, produced by BASF, 99%

Sinonimo/i:

(R)-α-Hydroxyphenylacetic acid

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About This Item

Formula condensata:
C6H5CH(OH)CO2H
Numero CAS:
611-71-2
Peso molecolare:
152.15
Beilstein:
2691094
Numero CE:
210-276-6
Numero MDL:
MFCD00064251
Codice UNSPSC:
12352106
ID PubChem:
329764292
NACRES:
NA.22

Grado

produced by BASF

Livello qualitativo

100

Saggio

≥98.5%
99%

Forma fisica

crystals

Purezza ottica

enantiomeric excess: ≥98.5%

Punto di fusione

131-133 °C (lit.)

Stringa SMILE

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
IWYDHOAUDWTVEP-SSDOTTSWSA-N

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Descrizione generale

(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.

Applicazioni

(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.

Note legali

ChiPros is a registered trademark of BASF SE

Pittogrammi

Corrosion
GHS05

Avvertenze

Danger

Indicazioni di pericolo

H318

Consigli di prudenza

P280 - P305 + P351 + P338

Classi di pericolo

Eye Dam. 1

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 1

Punto d’infiammabilità (°F)

>374.0 °F

Punto d’infiammabilità (°C)

> 190 °C

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Certificati d'analisi (COA)

Lot/Batch Number
BCBH7332V
BCBH7332

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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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