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458295

Sigma-Aldrich

Benzyl (S)-(+)-mandelate

99%

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About This Item

Linear Formula:
C6H5CH(OH)CO2CH2C6H5
CAS Number:
62173-99-3
Molecular Weight:
242.27
MDL number:
MFCD00274325
UNSPSC Code:
12352108
PubChem Substance ID:
24869445
NACRES:
NA.22

assay

99%

form

solid

optical activity

[α]25/D +55°, c = 1 in chloroform

mp

104-107 °C (lit.)

functional group

ester
hydroxyl
phenyl

SMILES string

O[C@H](C(=O)OCc1ccccc1)c2ccccc2

InChI

1S/C15H14O3/c16-14(13-9-5-2-6-10-13)15(17)18-11-12-7-3-1-4-8-12/h1-10,14,16H,11H2/t14-/m0/s1

InChI key

JFKWZVQEMSKSBU-AWEZNQCLSA-N

Application

Benzyl (S)-(+)-mandelate can be used as a reactant to prepare:
  • α-Hydroxy-N-(2-phenylethyl)benzenepropanamide by reacting with benzeneethanamine.
  • Benzyl-2-fluoro-2-phenylacetate by deoxyfluorination of alcohols.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
14826CQ
09823CC

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Stereoselective Pseudomonas cepacia lipase mediated synthesis of α-hydroxyamides
Adamczyk M, et al.
Tetrahedron Asymmetry, 8(15), 2509-2512 (1997)
AlkylFluor: Deoxyfluorination of Alcohols.
Goldberg NW, et al.
Organic Letters, 18(23), 6102-6104 (2016)

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