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296295

Sigma-Aldrich

Anisole

anhydrous, 99.7%

Synonym(s):
Methoxybenzene, Methyl phenyl ether
Linear Formula:
CH3OC6H5
CAS Number:
Molecular Weight:
108.14
Beilstein:
506892
EC Number:
MDL number:
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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This Item
W2097081232261037011
Anisole anhydrous, 99.7%

Sigma-Aldrich

296295

Anisole

Anisole &#8805;99%, FCC, FG

Sigma-Aldrich

W209708

Anisole

Anisole ReagentPlus&#174;, 99%

Sigma-Aldrich

123226

Anisole

Anisole United States Pharmacopeia (USP) Reference Standard

USP

1037011

Anisole

vapor density

3.7 (vs air)

vapor density

3.7 (vs air)

vapor density

3.7 (vs air)

vapor density

3.7 (vs air)

vapor pressure

10 mmHg ( 42.2 °C)

vapor pressure

10 mmHg ( 42.2 °C)

vapor pressure

10 mmHg ( 42.2 °C)

vapor pressure

10 mmHg ( 42.2 °C)

assay

99.7%

assay

≥99%

assay

99%

assay

-

form

liquid

form

liquid

form

liquid

form

-

autoignition temp.

887 °F

autoignition temp.

887 °F

autoignition temp.

887 °F

autoignition temp.

887 °F

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

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

125.1 °F - closed cup

Flash Point(C)

51.7 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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)
Selective vapor-phase hydrodeoxygenation of anisole to benzene on molybdenum carbide catalysts.
Lee WS, et al.
J. Catal., 319, 44-53 (2014)
C13 Nuclear magnetic resonance spectroscopy. II. Phenols, anisole and dimethoxybenzenes.
Lauterbur PC.
Journal of the American Chemical Society, 83(8), 1846-1852 (1961)
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)
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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