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Sigma-Aldrich

Anisole

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
Assay:
99.7%
bp:
154 °C (lit.)
vapor pressure:
10 mmHg ( 42.2 °C)
Pricing and availability is not currently available.

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.[1]
  • Bismuth triflate-catalyzed Friedel-Crafts benzoylation with benzoic anhydride to form 4-methoxybenzophenone under solvent-free microwave irradiation.[2]

It may also be used as a surrogate for lignin primary tar in pyrolysis experiments.[3]

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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Certificates of Analysis (COA)

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

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Questions

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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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