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2-(Trimethylsilyl)benzothiazole

Catalog No. L11625 Name Alfa Aesar
CAS Number 32137-73-8 Website
M. F. C10H13NSSi Telephone
M. W. 207.36742 Fax
Purity tech. 90% Email
Storage Chembase ID: 141097

SYNONYMS

Title
2-(三甲基硅基)苯并噻唑
IUPAC name
2-(trimethylsilyl)-1,3-benzothiazole
IUPAC Traditional name
2-(trimethylsilyl)-1,3-benzothiazole

DATABASE IDS

EC Number 000-000-0
Beilstein Number 1073964
MDL Number MFCD00068185
CAS Number 32137-73-8

PROPERTIES

Purity tech. 90%
Boiling Point 128-130°C/2mm
Density 1.06
Refractive Index 1.5720
GHS Hazard statements H227
GHS Precautionary statements P210-P280-P370+P378A-P403+P235-P501A
Storage Warning Moisture Sensitive
TSCA Listed

DETAILS

REFERENCES

  • Reacts with electrophiles to give 2-substituted benzothiazoles: J. Heterocycl. Chem., 8, 257 (1971). Reactivity is increased by F- catalysis; e.g. CsF with aldehydes: Tetrahedron Lett., 23, 5079 (1982). The thiazole ring can be cleaved, so that the reagent behaves as a formyl anion equivalent; see also Benzothiazole, A10380, and 2-(Trimethylsilyl)thiazole, B21903. Unlike 2-lithiobenzothiazole, reaction with a chiral aldehyde can be diastereoselective: Tetrahedron Lett., 26,5477 (1985).
  • Reaction with PCl3, PhPCl2 or Ph2PCl gives the corresponding benzothiazolylphosphine: J. Org. Chem., 47, 1489 (1982). With 2-lithiobenzothiazole, 2,2'-bibenzothiazole is formed: Heterocycles, 30, 347 (1990).