Benzothiazole

• Catalog No.: A10380
• CAS Number: 95-16-9
• M. F.: C7H5NS
• M. W.: 135.1863
• Purity: 97%

SYNONYMS

• Title: 苯并噻唑
• IUPAC name: 1,3-benzothiazole
• IUPAC Traditional name: benzothiazole

DATABASE IDS

• Beilstein Number: 109468
• Merck Index: 141107
• MDL Number: MFCD00005775
• EC Number: 202-396-2
• CAS Number: 95-16-9

PROPERTIES

• Purity: 97%
• Boiling Point: 230°C
• Density: 1.241
• Flash Point: 107°C(224°F)
• Melting Point: 2°C
• Refractive Index: 1.6420
• Solubility: Slightly soluble in water. Soluble in alcohol, carbon disulfide
• GHS Hazard statements: H301-H311-H332-H319
• European Hazard Symbols: X
• GHS Precautionary statements: P280H-P305+P351+P338-P309-P310
• Risk Statements: 20/21/22-36
• RTECS: DL0875000
• Safety Statements: 26-36/37
• TSCA Listed: 是
• Hazard Class: 6.1
• UN Number: UN2810
• Packing Group: III

REFERENCES

• n-BuLi gives the 2-lithio-derivative, stable below -50^o, which behaves as a formyl anion equivalent, reacting with aldehydes and ketones. The derived alcohols have been transformed into various useful products, e.g. ɑ-hydroxy ketones: Tetrahedron Lett., 5, 9, 13, (1978); Bull. Chem. Soc. Jpn., 61, 3637 (1988):
  
• The lithio-derivative can also be acylated with esters, lactones, amides or nitriles. In these applications, benzothiazole is claimed to be superior to the better known 1,3-dithiane as a formyl anion synthon.
• See also 2-(Trimethylsilyl)benzothiazole, L11625, and 2-(Trimethylsilyl)thiazole, B21903.
• Reaction of the lithio-derivative at low temperatures with PCl₃ gives, as the major product, 2,2'-bibenzothiazole instead of the expected tertiary phosphine: Heterocycles, 30, 347 (1990). POCl₃ or SOCl₂ also promote the symmetrical coupling reaction: Heteroatom. Chem., 5, 409 (1994).