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

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)
A Lamouri et al.
Journal of medicinal chemistry, 36(8), 990-1000 (1993-04-16)
To further investigate our hypothesis on the structure of the platelet-activating factor (PAF) receptor, 35 compounds derived from 1,4-bis(3',4',5'-trimethoxybenzoyl)piperazine were synthesized and their in vitro antagonistic effect was measured. Substitution of the compounds in position 2, by ester or carbamate...

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