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Safety Information

P7251

Sigma-Aldrich

3-Phenyllactic acid

≥98%

Synonym(s):

α-Hydroxyhydrocinnamic acid, β-Phenyllactic acid, 2-Hydroxy-3-phenylpropionic acid

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About This Item

Linear Formula:
C6H5CH2CH(OH)COOH
CAS Number:
828-01-3
Molecular Weight:
166.17
Beilstein:
2209791
EC Number:
212-580-4
MDL number:
MFCD00065928
UNSPSC Code:
12352100
PubChem Substance ID:
57654555
NACRES:
NA.22

Quality Level

200

Assay

≥98%

form

powder

SMILES string

OC(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)

InChI key

VOXXWSYKYCBWHO-UHFFFAOYSA-N

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Application

3-Phenyllactic acid can be used as a reactant to prepare:
  • O




  • -Acetyl-3-phenyllactic acid by reacting with acetic anhydride in the presence of pyridine.
  • Ethyl 2-oxo-1-(phenylmethyl)-2-[(phenylmethyl)amino]ethyl carbonate by one pot reaction with 2-ethoxy-1-(ethoxycarbonyl)-1,2-dihydroquinoline (EEDQ) and aniline.
  • Phenylmethyl-1,3-dioxolane-2,4-dione by condensation reaction with trichloromethyl chloroformate (diphosgene) in the presence of activated charcoal.

Reagent involved in biological studies of:
  • Enantioselectivity of lipase in transesterification
  • Oxidation by glycolate oxidase and catalase

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

P7251-10G:
P7251-1G:
P7251-500MG:
P7251-5G:
P7251-BULK:
P7251-VAR:

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM5604
BCCL4315
BCCJ1077
BCCG8289
BCCF1684

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Design and structure-activity relationships of potent and selective inhibitors of undecaprenyl pyrophosphate synthase (UPPS): tetramic, tetronic acids and dihydropyridin-2-ones
Peukert S, et al.
Bioorganic & medicinal chemistry letters, 18(6), 1840-1844 (2008)
Mattia Quattrini et al.
International journal of food microbiology, 302, 8-14 (2018-09-18)
Fungal spoilage of bread remains an unsolved issue in bread making. This work aims to identify alternative strategies to conventional preservatives in order to prevent or delay fungal spoilage of bread. The minimum inhibitory concentration (MIC) of bacterial metabolites and
Use of 2-ethoxy-1-(ethoxycarbonyl)-1, 2-dihydroquinoline as a convenient reagent for the selective protection or derivatization of 2-hydroxycarboxylic acids
Hyun Myung Ho, et al.
Tetrahedron Letters, 40(17), 3435-3438 (1999)
C N Sarkissian et al.
Analytical biochemistry, 280(2), 242-249 (2000-05-03)
Phenylketonuria (PKU) (OMIM 261600) is the first Mendelian disease to have an identified chemical cause of impaired cognitive development. The disease is accompanied by hyperphenylalaninemia (HPA) and elevated levels of phenylalanine metabolites (phenylacetate (PAA), phenyllactate (PLA), and phenylpyruvate (PPA)) in
Jessie Bong et al.
Food chemistry, 267, 355-367 (2018-06-24)
New Zealand manuka (Leptospermum scoparium) and kanuka (Kunzea ericoides) honeys contain a unique array of chemical markers useful for chemical fingerprinting. We investigated the presence of 13 potential marker compounds in nectars of the major honey crop species. We confirmed
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Chromatograms

application for HPLC

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