Skip to Content
Merck
CN

253030

(R)-(−)-O-Acetylmandelic acid

99%, optical purity ee: 98% (GLC)

Synonym(s):

(−)-O-Acetyl-D-mandelic acid, (R)-(−)-α-Acetoxyphenylacetic acid

Sign In to View Organizational & Contract Pricing.

Select a Size

About This Item

Linear Formula:
CH3CO2CH(C6H5)CO2H
CAS Number:
51019-43-3
Molecular Weight:
194.18
UNSPSC Code:
12352108
NACRES:
NA.22
PubChem Substance ID:
24855256
MDL number:
MFCD00004249
Beilstein/REAXYS Number:
2694110

Key Documents

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Product Name

(R)-(−)-O-Acetylmandelic acid, 99%, optical purity ee: 98% (GLC)

InChI

1S/C10H10O4/c1-7(11)14-9(10(12)13)8-5-3-2-4-6-8/h2-6,9H,1H3,(H,12,13)/t9-/m1/s1

SMILES string

CC(=O)O[C@@H](C(O)=O)c1ccccc1

InChI key

OBCUSTCTKLTMBX-SECBINFHSA-N

assay

99%

optical activity

[α]20/D −152.4°, c = 2 in acetone

optical purity

ee: 98% (GLC)

mp

97-99 °C (lit.)

functional group

carboxylic acid
ester
phenyl

Quality Level

200

Looking for similar products? Visit Product Comparison Guide

Related Categories

Application

(R)-(-)-O-Acetylmandelic acid may be used as a precursor to prepare a chiral diamine, which is an intermediate to prepare Utenone A. It may also be used to prepare ethyl (2′R)-2′-acetoxy-2′-phenylethanoate.

General description

(R)-(-)-O-Acetylmandelic acid is a chiral derivatizing agent for NMR determination of enantiomeric purity of α-deuterated carboxylic acids, alcohols, and amines.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
0000470329
0000470329
0000234172
0000234172
0000113112

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Chiroptical features and luminescence behaviour of macrocyclic tetra (4-quinolyl)-complexes: surprising absence of exciton coupling.
Govenlock L, et al.
J. Chem. Soc. Perkin Trans. II, 11, 2415-2418 (1999)
Modular ligand variation in calcium bisimidazoline complexes: effects on ligand redistribution and hydroamination catalysis.
Wixey JS and Ward BD.
Dalton Transactions, 40(30), 7693-7696 (2011)
Tritiated chiral alkanes as substrates for soluble methane monooxygenase from Methylococcus capsulatus (Bath): probes for the mechanism of hydroxylation.
Valentine AM, et al.
Journal of the American Chemical Society, 119(8), 1818-1827 (1997)
An efficient synthesis of chiral nonracemic diamines: application in asymmetric synthesis.
Saravanan P and Singh VK.
Tetrahedron Letters, 39(1), 167-170 (1998)
J. Chem. Soc. Perkin Trans. II, 83-83 (1983)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service