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Key Documents

Safety Information

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

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 2 petroleums
Hazardous rank III
Water insoluble liquid

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

296295-2L:
296295-5X1ML:
296295-8L:
296295-6X1L:
296295-4X2L:
296295-5X1ML-KC:
296295-1ML-KC:
296295-BULK:
296295-1L:
296295-1L-KC:
296295-20L:
296295-900ML:
296295-QS-18L-P1:
296295-18L:
296295-VAR:
296295-100ML:


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

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