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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
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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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
| SKU | GTIN |
|---|---|
| 727075-100G | 04061832720050 |
| 727075-25G | 04061832720067 |
| 727075-500G | 04061832720074 |
