63450
D-(−)-Mandelic acid
puriss., ≥99.0% (T)
Synonym(s):
(R)-α-Hydroxyphenylacetic acid
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About This Item
Empirical Formula (Hill Notation):
C8H8O3
CAS Number:
Molecular Weight:
152.15
EC Number:
210-276-6
UNSPSC Code:
12352002
PubChem Substance ID:
Beilstein/REAXYS Number:
2691094
MDL number:
InChI key
IWYDHOAUDWTVEP-SSDOTTSWSA-N
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
SMILES string
O[C@@H](C(O)=O)c1ccccc1
grade
puriss.
assay
≥99.0% (T)
optical activity
[α]20/D −155±5°, c = 5% in H2O
optical purity
enantiomeric ratio: ≥99:1 (GC)
mp
130-133 °C
Other Notes
Reagent used for the resolution of bases; Resolution of alcohols via esters; Stereoselective α-alkylation via dioxolanones
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S.H. Wilen
Topics in Stereochemistry, vol. 6 (1971)
K. Saigo et al.
Bulletin of the Chemical Society of Japan, 59, 931-931 (1986)
R. Fitzi et al.
Angewandte Chemie (International Edition in English), 98, 363-363 (1986)
D. Seebach et al.
Tetrahedron, 40, 1313-1313 (1984)
J.K. Whitesell et al.
The Journal of Organic Chemistry, 48, 3548-3548 (1983)
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