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Merck
CN

63462

Sigma-Aldrich

L-(+)-Mandelic acid

purum, ≥98.0% (T)

Synonym(s):

(S)-α-Hydroxyphenylacetic acid

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About This Item

Empirical Formula (Hill Notation):
C8H8O3
CAS Number:
17199-29-0
Molecular Weight:
152.15
Beilstein:
2208678
EC Number:
241-240-8
MDL number:
MFCD00004495
UNSPSC Code:
12352002
PubChem Substance ID:
329759865

Key Documents

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grade

purum

Assay

≥98.0% (T)

optical activity

[α]20/D +153±5°, c = 5% in H2O

optical purity

enantiomeric ratio: ≥98:1 (HPLC)

mp

130-133 °C

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-/m0/s1

InChI key

IWYDHOAUDWTVEP-ZETCQYMHSA-N

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Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H318

Precautionary Statements

P280 - P305 + P351 + P338 + P310

Hazard Classifications

Eye Dam. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

>374.0 °F

Flash Point(C)

> 190 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Yingzi Fu et al.
Analytical biochemistry, 421(1), 103-107 (2011-11-08)
A new chiral biosensor has been fabricated by immobilizing γ-globulin on gold nanoparticles modified glassy carbon electrodes, which could recognize and detect mandelic acid (MA) enantiomers. Differential pulse voltammetry, quartz crystal microbalance, ultraviolet-visible spectroscopy, and atomic force microscopy were used
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
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
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
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
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