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100-68-5 - Thioanisole, 99% - Methyl phenyl sulfide - A14846 - Alfa Aesar

A14846 Thioanisole, 99%

Numéro CAS
Methyl phenyl sulfide

Dimensions Prix ($) Quantité Disponibilité
25g 22,50
100g 38,10
500g 134,00
2500g 562,00
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Thioanisole, 99%


Propriétés chimiques

Poids formulaire
Point de fusion
Point d'ébullition
Point d'éclair
Indice de réfraction
Miscible with most common organic solvents. Immiscible with water.


Thioanisole is used as an intermediate in the preparation of dyes, pharmaceuticals and agrochemicals. It is also used to prepare stable sulfonium salts, sulfoxides and sufones. It is utilized for the cleavage of methyl ethers in association with triflic acid. It acts as a flavoring agent or an adjuvant. It is an important starting material for the synthesis of 3-substituted benzo[b]thiophenes.


Incompatible with strong oxidizing agents.

Références bibliographiques

Monolithiation is thought to occur initially on the ring, but rearrangement then gives the more stable phenylthiomethyllithium: J. Org. Chem., 31, 4097 (1966); Tetrahedron Lett., 1961 (1977). Further metallation occurs at the ortho-position. See, e.g.: Tetrahedron, 46, 861 (1990). Demetallation and acylation is the basis of a route to 3-substituted benzo[b]thiophenes: Synthesis, 888 (1988):

Cation scavenger in the acidic deprotection of peptides; see, e.g.: Int. J. Pept. Prot. Res., 36, 255 (1990). See Appendix 6. The combination of the soft nucleophile thioanisole and the hard acid triflic acid has been used for the cleavage of methyl ethers, e.g. O-methyltyrosine, resistant to other methods: J. Chem. Soc., Chem. Commun., 971 (1979). The same conditions have been used for the cleavage of Cbz, Boc, benzyl and 4-methoxybenzyl protecting groups in peptide synthesis: Chem. Pharm. Bull., 28, 1214 (1980); 29, 600 (1981); J. Chem. Soc., Chem. Commun., 101 (1980); see also: Angew. Chem. Int. Ed., 33, 1729 (1994).

Trehoux, A.; Roux, Y.; Guillot, R.; Mahy, J. P.; Avenier, F. Catalytic oxidation of dibenzothiophene and thioanisole by a diiron(III) complex and hydrogen peroxide. J. Mol. Catal. A: Chem. 2015, 396, 40-46.

Li, S. L.; Xu, X.; Truhlar, D. G. Computational simulation and interpretation of the low-lying excited electronic states and electronic spectrum of thioanisole. Phys. Chem. Chem. Phys. 2015, 17 (31), 20093-20099.

Mentions de danger et de prudence du SGH

Mentions de danger (UE): H302-H315-H319-H317-H227-H411

Harmful if swallowed. Causes skin irritation. Causes serious eye irritation. May cause an allergic skin reaction. Combustible liquid. Toxic to aquatic life with long lasting effects.

Mentions de prudence: P210-P261-P273-P280f-P305+P351+P338-P362-P301+P312-P363-P403+P235-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Avoid breathing dust/fume/gas/mist/vapours/spray. Avoid release to the environment. Wear protective clothing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Take off contaminated clothing and wash before reuse. IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell. Wash contaminated clothing before reuse. Store in a well-ventilated place. Keep cool. Dispose of contents/container in accordance with local/regional/national/international regulations.

Autres références

Classe de danger
Groupe d'emballage
Code tarifaire harmonisé


Consulté récemment

Produits chimiques

Sciences de la vie

Métaux et matériaux


Analytique et matériel de laboratoire