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A10701

Sigma-Aldrich

Acetophenone

ReagentPlus®, 99%

Synonym(s):
Methyl phenyl ketone
Linear Formula:
CH3COC6H5
CAS Number:
Molecular Weight:
120.15
Beilstein:
605842
EC Number:
MDL number:
PubChem Substance ID:

Quality Level

vapor density

4.1 (vs air)

vapor pressure

0.45 mmHg ( 25 °C)
1 mmHg ( 15 °C)

product line

ReagentPlus®

assay

99%

form

liquid

autoignition temp.

1058 °F

refractive index

n20/D 1.534 (lit.)

bp

202 °C (lit.)

mp

19-20 °C (lit.)

density

1.03 g/mL at 25 °C (lit.)

SMILES string

CC(=O)c1ccccc1

InChI

1S/C8H8O/c1-7(9)8-5-3-2-4-6-8/h2-6H,1H3

InChI key

KWOLFJPFCHCOCG-UHFFFAOYSA-N

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General description

Acetophenone (AP, methyl phenyl ketone) is a common industrial solvent. It can be synthesized from 1-phenylethanol in the presence of PdAu-NPs-TiO2 (titanium dioxide-supported palladium gold bimetallic nanoparticles) hybrid. Its vacuum ultraviolet absorption spectrum shows absorption bands at 196, 191, 179 and 167mμ. AP reacts with α-naphtylphenylsilane in the presence of N-chelate ligands based on chiral oxazolines to undergo hydrosilylation with high enantioselectivity. It can also undergo hydrogenation reaction in the presence of different transition metal catalysts under different conditions.

Application

Acetophenone was used to induce peak currents in M71 neurons using voltage clamp. It may be used in the synthesis of N-(1-phenylethyl)formamide, via Leuckart reaction.

Packaging

5, 100 mL in glass bottle
1 L in glass bottle

Legal Information

ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

179.6 °F - closed cup

Flash Point(C)

82 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

Certificate of Origin

Jiwei He et al.
The European journal of neuroscience, 36(4), 2452-2460 (2012-06-19)
Early experience considerably modulates the organization and function of all sensory systems. In the mammalian olfactory system, deprivation of the sensory inputs via neonatal, unilateral naris closure has been shown to induce structural, molecular and functional changes from the olfactory
Photocatalytic reduction of acetophenone in membrane reactors under UV and visible light using TiO2 and Pd/TiO2 catalysts.
Molinari R, et al.
Chemical Engineering Journal, 274, 307-316 (2015)
Green-chemistry Compatible Approach to TiO2-supported PdAu Bimetallic Nanoparticles for Solvent-free 1-Phenylethanol Oxidation under Mild Conditions.
Chang JB, et al.
Nano-Micro Letters, 7(3), 307-315 (2015)
Solvent effects in heterogeneous selective hydrogenation of acetophenone: differences between Rh/C and Rh/Al2O3 catalysts and the superiority of water as a functional solvent.
Yoshida H, et al.
Green Chemistry, 17(3), 1877-1883 (2015)
Vacuum ultraviolet spectra of styrene, benzaldehyde, acetophenone, and benzonitrile.
Kimura K and Nagakura S.
Theoretica chimica acta, 3(2), 164-173 (1965)

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