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296295

Sigma-Aldrich

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
Beilstein:
506892
EC Number:
MDL number:
UNSPSC Code:
12352112
eCl@ss:
39023603
PubChem Substance ID:
NACRES:
NA.21

grade

anhydrous

Quality Level

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.)

SMILES string

COc1ccccc1

InChI

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

InChI key

RDOXTESZEPMUJZ-UHFFFAOYSA-N

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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

Signal Word

Warning

Hazard Statements

Hazard Classifications

Flam. Liq. 3 - STOT SE 3

Target Organs

Central nervous system

WGK

WGK 2

Flash Point(F)

125.1 °F

Flash Point(C)

51.7 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

危险化学品

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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)
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)
C13 Nuclear magnetic resonance spectroscopy. II. Phenols, anisole and dimethoxybenzenes.
Lauterbur PC.
Journal of the American Chemical Society, 83(8), 1846-1852 (1961)
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)

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