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Merck
CN

727075

(R)-(-)-扁桃酸

ChiPros®, produced by BASF, 99%

别名:

(R)-α-羟基苯乙酸

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线性分子式:
C6H5CH(OH)CO2H
化学文摘社编号:
分子量:
152.15
UNSPSC Code:
12352106
NACRES:
NA.22
PubChem Substance ID:
EC Number:
210-276-6
Beilstein/REAXYS Number:
2691094
MDL number:
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产品名称

(R)-(-)-扁桃酸, ChiPros®, produced by BASF, 99%

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

SMILES string

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

assay

≥98.5%
99%

form

crystals

optical purity

enantiomeric excess: ≥98.5%

mp

131-133 °C (lit.)

functional group

carboxylic acid
hydroxyl
phenyl

Quality Level

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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.

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.

Legal Information

ChiPros is a registered trademark of BASF SE

pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Eye Dam. 1

存储类别

11 - Combustible Solids

wgk

WGK 1

flash_point_f

>374.0 °F

flash_point_c

> 190 °C


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Biocatalytic synthesis of (R)-(−)-mandelic acid from racemic mandelonitrile by a newly isolated nitrilase-producer Alcaligenes sp. ECU0401
He YC, et al.
Chinese Chemical Letters = Zhongguo Hua Xue Kuai Bao, 18(6), 677-680 (2007)
Chiral acid selectivity displayed by PEDOT electropolymerised in the presence of chiral molecules
Sulaiman Y and Kataky R
Analyst, 137(10), 2386-2393 (2012)
A Short Synthesis of the 2-Bromo-N, 9-dimethyl-6, 7, 8, 9-tetrahydro-5 H-pyrido [2, 3-b] indol-6-amine Building Block
Sreenivasachary N, et al.
Organic Process Research & Development, 23(11), 2521-2526 (2019)
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
Ling-Bo Gao et al.
Chirality, 24(1), 86-95 (2011-12-06)
Mandelic acid (MA) is generally used as a biological indicator of occupational exposure to styrene, which is classified as a class of hazardous environmental pollutants. It was found to undergo one-directional chiral inversion (S-MA to R-MA) in Wistar and Sprague-Dawley

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