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648744

Sigma-Aldrich

Mandelamide

97%

Synonym(s):

2-Hydroxy-2-phenylacetamide

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About This Item

Linear Formula:
C6H5CH(OH)CONH2
CAS Number:
Molecular Weight:
151.16
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

assay

97%

form

solid

mp

133-137 °C (lit.)

SMILES string

NC(=O)C(O)c1ccccc1

InChI

1S/C8H9NO2/c9-8(11)7(10)6-4-2-1-3-5-6/h1-5,7,10H,(H2,9,11)

InChI key

MAGPZHKLEZXLNU-UHFFFAOYSA-N

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Y Chiang et al.
Journal of the American Chemical Society, 125(1), 187-194 (2003-01-08)
Flash photolysis of diazophenylacetamide in aqueous solution produced phenylcarbamoylcarbene, whose hydration generated a transient species that was identified as the enol isomer of mandelamide. This assignment is based on product identification and the shape of the rate profile for decay
Biank T Gonçalves et al.
Magnetic resonance in chemistry : MRC, 46(5), 418-426 (2008-03-11)
Interesting anisotropic effects were observed for phenylglyoxamides and their respective mandelamides. Such effects were observed in experimental (1)H and (13)C NMR (in CDCl(3), CD(3)OD, and DMSO-d(6) solvents) and in some cases with good correlation to theoretical (1)H and (13)C NMR
Gonzalo Blay et al.
Organic letters, 8(7), 1287-1290 (2006-03-28)
[reaction: see text] A strategy based on the control of the electron-donating capabilities of the coordinating groups of the ligand has been applied in the catalytic asymmetric addition of organometallic reagents to ketoesters. Mandelamides having deprotonated alcohol and carboxyamido groups
[Molecular biology aspects of the antimicrobial effect of synthetic chemotherapeutic agents].
N Popov
Zeitschrift fur arztliche Fortbildung, 76(15), 662-666 (1982-08-01)
Clemens Lamberth et al.
Pest management science, 62(5), 446-451 (2006-03-22)
Novel types of anti-oomycetic compounds have been designed and prepared. The synthetic approach to these mandelamides is outlined. Biological data demonstrate their high efficacy against important plant diseases such as tomato and potato late blight (Phytophthora infestans De Bary) and

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