M2004

Sigma-Aldrich

(S)-(+)-Mandelic acid

ReagentPlus®, ≥99%

Synonym(s):
(S)-α-Hydroxyphenylacetic acid
Linear Formula:
C6H5CH(OH)CO2H
CAS Number:
Molecular Weight:
152.15
Beilstein/REAXYS Number:
2208678
EC Number:
MDL number:
PubChem Substance ID:

product line

ReagentPlus®

assay

≥99%

optical activity

[α]20/D +154°, c = 2.8 in H2O

optical purity

ee: 99% (GLC)

mp

131-134 °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-/m0/s1

InChI key

IWYDHOAUDWTVEP-ZETCQYMHSA-N

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Application

A versatile reagent used in the resolution of racemates and the preparation of amides.

Legal Information

ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

3

Certificate of Analysis

Certificate of Origin

The Journal of Organic Chemistry, 58, 2313-2313 (1993)
Melanie Balbach et al.
Frontiers in cell and developmental biology, 8, 572735-572735 (2020-09-29)
Mammalian oocytes are enveloped by the zona pellucida (ZP), an extracellular matrix of glycoproteins. In sperm, stimulation with ZP proteins evokes a rapid Ca2+ influx via the sperm-specific, pH-sensitive Ca2+ channel CatSper. However, the physiological role and molecular mechanisms underlying...
Tetrahedron, 50, 5049-5049 (1994)
Synthetic Communications, 23, 2761-2761 (1993)
Janine Obendorf et al.
Stem cell research & therapy, 11(1), 525-525 (2020-12-11)
Mesenchymal stem cells (MSCs) were shown to harbor therapeutic potential in models of respiratory diseases, such as bronchopulmonary dysplasia (BPD), the most common sequel of preterm birth. In these studies, cells or animals were challenged with hyperoxia or other injury-inducing...

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