648744
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
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
97%
Form:
solid
InChI
1S/C8H9NO2/c9-8(11)7(10)6-4-2-1-3-5-6/h1-5,7,10H,(H2,9,11)
SMILES string
NC(=O)C(O)c1ccccc1
InChI key
MAGPZHKLEZXLNU-UHFFFAOYSA-N
assay
97%
form
solid
mp
133-137 °C (lit.)
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2
Storage Class
11 - Combustible Solids
wgk
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
Pan-Fen Wang et al.
Protein engineering, design & selection : PEDS, 22(2), 103-110 (2008-12-17)
Mandelamide hydrolase (MAH), a member of the amidase signature family, catalyzes the hydrolysis of mandelamide to mandelate and ammonia. X-ray structures of several members of this family, but not that of MAH, have been reported. These reveal nearly superimposable conformations
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
Zi Wei Luo et al.
Metabolic engineering, 62, 298-311 (2020-10-18)
Benzoic acid (BA) is an important platform aromatic compound in chemical industry and is widely used as food preservatives in its salt forms. Yet, current manufacture of BA is dependent on petrochemical processes under harsh conditions. Here we report the
Michael J McLeish et al.
Journal of bacteriology, 185(8), 2451-2456 (2003-04-03)
The enzymes of the mandelate metabolic pathway permit Pseudomonas putida ATCC 12633 to utilize either or both enantiomers of mandelate as the sole carbon source. The genes encoding the mandelate pathway were found to lie on a single 10.5-kb restriction
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