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Anisole, 99% - CAS 100-66-3 - Formula C7H8O


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A12997
Anisole, 99%

CAS: 100-66-3 MDL: MFCD00008354  EINECS: 202-876-1
UN#:UN2222Hazard Class:3Packing Group:III
Alternate Name: Methoxybenzene
Methyl phenyl ether

 

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Chemical Properties

Formula: C7H8O  Flash point: 43°(109°F)
Formula weight: 108.14  Density: 0.994
Melting point: -37° Refractive Index: 1.5170
Boiling point: 153-154° 

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).


Other References

Merck: 14,669
Beilstein: 506892
UN#: UN2222
Harmonized Tariff Code:   2909.30

GHS Hazard and Precautionary Statements

Hazard Statements : H226-H332-H315-H319-H335-H303

Flammable liquid and vapour. Harmful if inhaled. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation. May be harmful if swallowed.

Precautionary Statements : P210-P261-P303+P361+P353-P305+P351+P338-P405-P501A

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Avoid breathing dust/fume/gas/mist/vapours/spray. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

FlammableHarmful or Irritant

Risk & Safety

Risk Phrases: 10-20-36/37/38
Flammable. Harmful by inhalation. Irritating to eyes, respiratory system and skin.
Safety Phrases: 9-23-26-36/37-60
Keep container in a well ventilated place. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Wear suitable protective clothing and gloves. This material and/or its container must be disposed of as hazardous waste.
Harmful
TSCA: Yes
RTECS: BZ8050000