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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:
Assay:
≥98.5%, 99%
Form:
crystals
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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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
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
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)
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)
Ivo B Rietveld et al.
The journal of physical chemistry. B, 115(49), 14698-14703 (2011-11-04)
In pharmacy, racemic compounds are often problematic, because generally only one of the enantiomers possesses therapeutic activity and it is often difficult to separate them. Even though this problem is likely as old as the pharmaceutical industry, one thermodynamically obvious
Chromatographic resolution and isotherm determination of (R,S)-mandelic acid on Chiralcel-OD column.
Shimin Mao et al.
Journal of separation science, 35(17), 2273-2281 (2012-07-19)
Resolution of racemic mandelic acid ((R,S)-MA) and numerical determination of binary competitive isotherm of (R,S)-MA on Chiralcel-OD column have been investigated in this study. The effects of the alcohol modifier and acidic additive in the mobile phase on the retention
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