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Merck
CN

A10701

Acetophenone

99%, liquid, ReagentPlus®

Synonym(s):

Methyl phenyl ketone

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About This Item

Linear Formula:
CH3COC6H5
CAS Number:
Molecular Weight:
120.15
NACRES:
NA.21
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
202-708-7
MDL number:
Beilstein/REAXYS Number:
605842
Assay:
99%
Form:
liquid
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Product Name

Acetophenone, ReagentPlus®, 99%

vapor density

4.1 (vs air)

Quality Level

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

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


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pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2

Storage Class

10 - Combustible liquids

wgk

WGK 1

flash_point_f

179.6 °F - closed cup

flash_point_c

82 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter



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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)
Acetophenones with selective antimycobacterial activity.
Rajabi L, et al.
Letters in Applied Microbiology, 40(3), 212-217 (2005)
Selective hydrogenation of acetophenone over nickel supported on titania.
Raj KJA, et al.
Catalysis Science & Technology, 2(7), 1429-1436 (2012)



Global Trade Item Number

SKUGTIN
A10701-100G04061833334744
A10701-1KG04061837370892
A10701-3KG04061837370915
A10701-100ML04061833334751
A10701-1L04061837370908
A10701-5G04061833334768
A10701-5ML04061833334775