Anisole
Title: Anisole
CAS Registry Number: 100-66-3
CAS Name: Methoxybenzene
Molecular Formula: C7H8O
Molecular Weight: 108.14
Percent Composition: C 77.75%, H 7.46%, O 14.80%
Literature References: Prepn from phenol and dimethyl sulfate: Ullmann, Ann. 327, 114 (1903); Graebe, Ann. 340, 204 (1905); G. S. Hiers, F. D. Hager, Org. Synth. coll. vol. I, 58 (2nd ed., 1941); from bromobenzene: Agfa, DE 411052; Chem. Zentralbl. 1925, I, 2411; Frdl. 15, 193; by passing methyl chloride into a suspension of sodium phenolate in liquid ammonia: White et al., J. Am. Chem. Soc. 46, 965 (1924); from phenol, methyl iodide and potassium carbonate in dimethylformamide: Brieger et al., J. Chem. Eng. Data 13, 581 (1968). Forms oils or resins by condensation with formaldehyde: DE 403264; DE 406152; Chem. Zentralbl. 1925, I, 307, 1816; Frdl. 14, 626, 627. Absorption spectrum: Scheibe, Ber. 59, 2625 (1926). Soly in glycerol, see McEwen, J. Chem. Soc. 123, 2285 (1923). Toxicity studies: J. M. Taylor et al., Toxicol. Appl. Pharmacol. 6, 378 (1964).
Properties: Liquid. Agreeable aromatic odor. d418 0.9956; d445 0.9701. mp -37.3°. bp760 155.5°; bp100 93.0°; bp40 70.7°; bp20 55.8°; bp10 42.2°; bp5 30.0°; bp1.0 5.4°. nD20 1.51791. Sol in alcohol and ether. Insol in water. LD50 orally in rats: 3700 mg/kg (Taylor).
Melting point: mp -37.3°
Boiling point: bp760 155.5°; bp100 93.0°; bp40 70.7°; bp20 55.8°; bp10 42.2°; bp5 30.0°; bp1.0 5.4°
Index of refraction: nD20 1.51791
Density: d418 0.9956; d445 0.9701
Toxicity data: LD50 orally in rats: 3700 mg/kg (Taylor)
Use: In perfumery, in organic syntheses.

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