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376906

Sigma-Aldrich

D-(+)-3-Phenyllactic acid

98%

Synonym(s):

(R)-2-Hydroxy-3-phenylpropionic acid, (R)-3-Phenyllactic acid

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About This Item

Linear Formula:
C6H5CH2CH(OH)CO2H
CAS Number:
7326-19-4
Molecular Weight:
166.17
Beilstein:
2209793
EC Number:
230-803-3
MDL number:
MFCD00078062
UNSPSC Code:
12352002
PubChem Substance ID:
24863476
NACRES:
NA.22

Quality Level

100

Assay

98%

form

solid

optical activity

[α]20/D +19°, c = 1 in ethanol

mp

122-124 °C (lit.)

SMILES string

O[C@H](Cc1ccccc1)C(O)=O

InChI

1S/C9H10O3/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5,8,10H,6H2,(H,11,12)/t8-/m1/s1

InChI key

VOXXWSYKYCBWHO-MRVPVSSYSA-N

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Application

Chiral building block employed in the preparation of statine. Starting material in the preparation of the hypoglycemic agent enlitazone and of 15N-labeled phenylalanine.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Urban, F.J. et al.
Journal of Heterocyclic Chemistry, 29, 431-431 (1991)
Degerbeck, F. et al.
Journal of the Chemical Society. Perkin Transactions 1, 11-11 (1993)
Journal of Heterocyclic Chemistry, 29, 431-431 (1992)
Helena Lind et al.
FEMS microbiology letters, 271(2), 310-315 (2007-04-26)
Antifungal compounds from cultures of five type strains of dairy propionibacteria, as well as from the cultivation medium, were studied. Cell-free supernatants and medium were fractionated by C(18) solid phase extraction. The aqueous 95% acetonitrile fractions were analyzed by GC-MS
Demao Li et al.
Se pu = Chinese journal of chromatography, 22(3), 281-283 (2005-02-17)
Various factors affecting the chiral resolution of 3-phenyllactic acid by capillary zone electrophoresis such as the type of cyclodextrin, concentration of the chiral selector, buffer pH, voltage, and temperature were studied and optimized. Using 30 mmol/L hydroxypropyl-beta-cyclodextrin as the chiral
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Chromatograms

application for HPLC

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