135380
Phenylacetone
99%
Synonym(s):
Benzyl methyl ketone, Phenyl-2-propanone
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About This Item
Linear Formula:
C6H5CH2COCH3
CAS Number:
Molecular Weight:
134.18
Beilstein/REAXYS Number:
742120
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
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assay
99%
form
liquid
drug control
USDEA Schedule II
availability
available only in EU
density
1.003 g/mL at 20 °C (lit.)
SMILES string
CC(=O)Cc1ccccc1
InChI
1S/C9H10O/c1-8(10)7-9-5-3-2-4-6-9/h2-6H,7H2,1H3
InChI key
QCCDLTOVEPVEJK-UHFFFAOYSA-N
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General description
Phenylacetone is the immediate precursor for clandestine production of amphetamine and methamphetamine. Phenylacetone on anaerobic incubations with rat liver mitochondria gets reduced to phenylisopropanol.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2
Storage Class
10 - Combustible liquids
wgk_germany
WGK 3
flash_point_f
194.0 °F - closed cup
flash_point_c
90 °C - closed cup
ppe
Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
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Hanna M Dudek et al.
Applied microbiology and biotechnology, 88(5), 1135-1143 (2010-08-13)
Type I Baeyer-Villiger monooxygenases (BVMOs) strongly prefer NADPH over NADH as an electron donor. In order to elucidate the molecular basis for this coenzyme specificity, we have performed a site-directed mutagenesis study on phenylacetone monooxygenase (PAMO) from Thermobifida fusca. Using
Hassan M Badawi et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 95, 435-441 (2012-05-15)
The structural stability of 1,3-diphenylurea and 1,3-diphenylacetone was investigated by the DFT-B3LYP and ab initio MP2 calculations using the 6-311G(**) basis set. From full energy optimization at the MP2 level of theory the near-planar cis-trans form of 1,3-diphenylurea was predicted
H Blume
Arzneimittel-Forschung, 31(6), 994-997 (1981-01-01)
Amphetamine is deaminated oxidatively by highly purified rat liver mitochondria. This monoamineoxidase (MAO) is an enzyme of the mitochondrial outer membrane and its activity is about two times higher than that of the microsomal MAO. Anaerobic incubations with mitochondria reduce
Hanna M Dudek et al.
Applied and environmental microbiology, 77(16), 5730-5738 (2011-07-05)
Baeyer-Villiger monooxygenases catalyze oxidations that are of interest for biocatalytic applications. Among these enzymes, phenylacetone monooxygenase (PAMO) from Thermobifida fusca is the only protein showing remarkable stability. While related enzymes often present a broad substrate scope, PAMO accepts only a
Roberto Orru et al.
The Journal of biological chemistry, 286(33), 29284-29291 (2011-06-24)
Baeyer-Villiger monooxygenases catalyze the oxidation of carbonylic substrates to ester or lactone products using NADPH as electron donor and molecular oxygen as oxidative reactant. Using protein engineering, kinetics, microspectrophotometry, crystallography, and intermediate analogs, we have captured several snapshots along the
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