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M2209

Sigma-Aldrich

(R)-(−)-Mandelic acid

98%

Synonym(s):

(R)-α-Hydroxyphenylacetic acid

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About This Item

Linear Formula:
C6H5CH(OH)CO2H
CAS Number:
611-71-2
Molecular Weight:
152.15
Beilstein:
2691094
EC Number:
210-276-6
MDL number:
MFCD00064251
UNSPSC Code:
12352106
PubChem Substance ID:
24896710
NACRES:
NA.22

Assay

98%

optical activity

[α]25/D −151°, c = 1 in ethanol

optical purity

ee: 99% (GLC)

mp

131-133 °C (lit.)

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

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Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H318

Precautionary Statements

P280 - P305 + P351 + P338

Hazard Classifications

Eye Dam. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

>374.0 °F

Flash Point(C)

> 190 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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
P G Jaison et al.
Journal of chromatographic science, 49(9), 657-664 (2012-05-16)
The determination of uranium at different stages of the recovery process as well as in seawater is important in its recovery study. A previous study developed a high-performance liquid chromatography (HPLC) method for uranium determination in seawater using α-hydroxy isobutyric
Jiao-Jiao Shangguan et al.
Applied biochemistry and biotechnology, 168(7), 1820-1833 (2012-10-12)
A 1,080-bp cDNA (CGMCC 2873) encoding of a cold-active lipase of Aspergillus fumigatus (AFL67) was cloned and expressed in Escherichia coli for the first time. The new lipase, AFL67, was one-step purified by 8.30 folds through Ni-NTA affinity chromatography with
Quan He et al.
Chirality, 24(2), 119-128 (2011-12-17)
The chiral discrimination mechanism in the resolution of sertraline with mandelic acid was investigated by examining the weak intermolecular interactions (such as hydrogen bond, CH/π, and van der Waals interactions) and molecular packing difference in crystal structures of the resulting
Benedict T Green et al.
The Journal of pharmacology and experimental therapeutics, 344(1), 295-307 (2012-10-23)
Coniine is an optically active toxic piperidine alkaloid and nicotinic acetylcholine receptor (nAChR) agonist found in poison hemlock (Conium maculatum L.). Coniine teratogenicity is hypothesized to be attributable to the binding, activation, and prolonged desensitization of fetal muscle-type nAChR, which
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