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Merck

296295

Anisole

anhydrous, 99.7%

Synonym(s):

Methoxybenzene, Methyl phenyl ether

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About This Item

Linear Formula:
CH3OC6H5
CAS Number:
Molecular Weight:
108.14
NACRES:
NA.21
PubChem Substance ID:
eCl@ss:
39023603
UNSPSC Code:
12352112
EC Number:
202-876-1
MDL number:
Beilstein/REAXYS Number:
506892
Grade:
anhydrous
Assay:
99.7%
Bp:
154 °C (lit.)
Vapor pressure:
10 mmHg ( 42.2 °C)
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Product Name

Anisole, anhydrous, 99.7%

InChI key

RDOXTESZEPMUJZ-UHFFFAOYSA-N

InChI

1S/C7H8O/c1-8-7-5-3-2-4-6-7/h2-6H,1H3

SMILES string

COc1ccccc1

grade

anhydrous

vapor density

3.7 (vs air)

vapor pressure

10 mmHg ( 42.2 °C)

assay

99.7%

form

liquid

autoignition temp.

887 °F

expl. lim.

8 %

impurities

<0.002% water
<0.005% water (100 mL pkg)

evapn. residue

<0.0003%

refractive index

n20/D 1.516 (lit.)

bp

154 °C (lit.)

mp

−37 °C (lit.)

density

0.995 g/mL at 25 °C (lit.)

Quality Level

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Application

Anisole may undergo:
  • Zeolite-catalyzed Friedel-Crafts acylation with acetic anhydride in acetic acid to form 4-methoxyacetophenone with high selectivity.
  • Bismuth triflate-catalyzed Friedel-Crafts benzoylation with benzoic anhydride to form 4-methoxybenzophenone under solvent-free microwave irradiation.

It may also be used as a surrogate for lignin primary tar in pyrolysis experiments.

pictograms

FlameExclamation mark

signalword

Warning

hcodes

Hazard Classifications

Flam. Liq. 3 - STOT SE 3

target_organs

Central nervous system

Storage Class

3 - Flammable liquids

wgk

WGK 2

flash_point_f

125.1 °F - closed cup

flash_point_c

51.7 °C - closed cup

ppe

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


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Greener Friedel?Crafts Acylation Using Microwave?Enhanced Reactivity of Bismuth Triflate in the Friedel?Crafts Benzoylation of Aromatic Compounds with Benzoic Anhydride
Tran PH, et al
ChemistrySelect, 2(1), 571-575 (2017)
Detailed kinetic study of anisole pyrolysis and oxidation to understand tar formation during biomass combustion and gasification
Nowakowska M, et al.
Combustion and Flame, 161(6), 1474-1488 (2014)
A Novel Friedel-Crafts Acylation Reaction of Anisole for Production of 4-Methoxyacetophenone with High Selectivity and Sufficient Reusability of Mordenite Zeolite Catalyst
Makihara M & Komura K
Green and Sustainable Chemistry, 7(03), 185-185 (2017)
Selective vapor-phase hydrodeoxygenation of anisole to benzene on molybdenum carbide catalysts.
Lee WS, et al.
J. Catal., 319, 44-53 (2014)
Vibrational spectra and torsional barriers of anisole and some monohalogen derivatives.
Owen NL and Hester RE.
Spectrochimica Acta Part A: Molecular Spectroscopy, 25(2), 343-354 (1969)

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