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A10701

Sigma-Aldrich

Acetophenone

ReagentPlus®, 99%

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Synonym(s):
Methyl phenyl ketone
Linear Formula:
CH3COC6H5
CAS Number:
98-86-2
Molecular Weight:
120.15
Beilstein:
605842
EC Number:
202-708-7
MDL number:
MFCD00008724
UNSPSC Code:
12352100
PubChem Substance ID:
57653823
NACRES:
NA.21

vapor density

4.1 (vs air)

Quality Level

100

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 is an aromatic ketone used in the synthesis of alcohol by catalytic hydrogenation, and also in perfumery.

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.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H319

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2

WGK

WGK 1

Flash Point(F)

179.6 °F

Flash Point(C)

82 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Hydrogenation of aromatic ketones with Pt-and Sn-modified Pt catalysts
Gerardo S F et al.
Applied Catalysis A: General, 215-223, 269-269 (2004)
Vacuum ultraviolet spectra of styrene, benzaldehyde, acetophenone, and benzonitrile.
Kimura K and Nagakura S.
Theoretica chimica acta, 3(2), 164-173 (1965)
Ultrasonic studies on binary mixtures of some aromatic ketones with acetonitrile at T= 308.15 K
Savitha T et al.
The Journal of Chemical Thermodynamics, 38, 1438-1442 (2006)
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)
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
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