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A12997 Anisole, 99%

CAS Number
100-66-3
Synonyms
Methoxybenzene
Methyl phenyl ether

Stock No. Size Price ($) Quantity Availability
A12997-36 500g 37.90
A12997-0E 2500g 124.00
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Anisole, 99%

MDL
MFCD00008354
EINECS
202-876-1

Chemical Properties

Formula
C7H8O
Formula Weight
108.14
Melting point
-37°
Boiling Point
153-154°
Flash Point
43°(109°F)
Density
0.994
Refractive Index
1.5170
Storage & Sensitivity
Ambient temperatures.
Solubility
Miscible with methanol and acetone. Immiscible with water.

Applications

Anisole is widely used as a solvent for the synthesis of various organic compounds, anethole, nonylphenol isomer 4-(3',6'-dimethyl-3-heptyl)phenol, perfumes, insect pheromones and pharmaceuticals. It finds application in the preparation of inorganic complexes and materials such as tin-core/tin oxide nanoparticles.

Notes

Keep away from sources of ignition. Incompatible with strong oxidizing agents.

Literature References

The rate of ortho-lithiation of anisole is accelerated dramatically in the presence of TMEDA, effective also in sub-stoichiometric amounts: Tetrahedron Lett., 35, 385 (1994). For discussion of the mechanism of ortho-lithiation, see: J. Org. Chem., 62, 3024 (1997). Although direct dilithiation with n-BuLi/TMEDA was unsuccessful, a sequence involving monolithiation, silylation and further lithiation at the 6-position gave the 2,6-disilyl derivative in 72% yield: J. Org. Chem., 49, 4657 (1984).

Widely used as a carbocation scavenger in the deblocking of, e.g. N-Boc or N-Cbz (Z) peptides with acidic reagents. Addition of anisole removes t-butyl or benzyl cations from the reaction mixture; see, e.g.: J. Chem. Soc., Chem. Commun., 922 (1976); Chem. Pharm. Bull., 25, 2929 (1977); Chem. Ber., 101, 3649 (1968).

Lee, W-S.; Kumar, A.; Wang, Z.; Bhan, A. Chemical Titration and Transient Kinetic Studies of Site Requirements in Mo2C-Catalyzed Vapor Phase Anisole Hydrodeoxygenation. ACS Cata. 2015, 5 (7), 4104-4114.

Peters, J. E.; Carpenter, J. R.; David, D. C. Anisole and Guaiacol Hydrodeoxygenation Reaction Pathways over Selected Catalysts. Energy Fuels 2015, 29 (2), 906-916.

GHS Hazard and Precautionary Statements

Hazard Statements: H226

Flammable liquid and vapour.

Precautionary Statements: P210-P233-P240-P241-P242-P243-P280-P303+P361+P353-P370+P378q-P501c

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Keep container tightly closed. Ground/bond container and receiving equipment. Use explosion-proof electrical/ventilating/lighting/ equipment. Use only non-sparking tools. Take precautionary measures against static discharge. Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. In case of fire: Use CO2, dry chemical, or foam Dispose of contents/ container to an approved waste disposal plant

Other References

Merck
14,669
Beilstein
506892
Hazard Class
3
Packing Group
III
Harmonized Tariff Code
2909.30
TSCA
Yes
RTECS
BZ8050000

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