A14846

Thioanisole, 99%

CAS Number 100-68-5 Synonyms
  • Methyl phenyl sulfide

 
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Thioanisole, 99%

MDL: MFCD00008559
EINECS: 202-878-2

Chemical Properties

Formula: C7H8S  Flash point: 57°(135°F)
Formula weight: 124.21  Density: 1.058
Melting point: -15° Refractive Index: 1.5860
Boiling point: 188-189° 

Literature References

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).

GHS Hazard and Precautionary Statements

Hazard Statements : H226-H302-H315-H319-H335

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

Precautionary Statements : P261-P280F

Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective clothing.

FlammableHarmful or Irritant

Other References

Beilstein: 1904179
UN#: UN1993
Hazard Class: 3
Packing Group: III
Harmonized Tariff Code: 2930.90
TSCA: Yes
RTECS: DA6200000
Thioanisole, 99% - CAS 100-68-5 - Formula C7H8S

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