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Thianaphthene

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Thianaphthene Basic information

Product Name:
Thianaphthene
Synonyms:
  • THIANAPHTHENE
  • THIONAPHTHENE
  • 2,3-BENZOTHIOPHENE
  • BZT
  • BBT
  • BENZO2,3THIOPHENE
  • BENZO[B]THIOPHENE
  • BENZOTHIOPHENE
CAS:
95-15-8
MF:
C8H6S
MW:
134.2
EINECS:
202-395-7
Product Categories:
  • Heterocycle-oher series
  • Benzothiophenes
  • Thiophenes & Benzothiophenes
  • Building Blocks
  • Chemical Synthesis
  • Heterocyclic Building Blocks
  • Benzothiophene
  • Halogenated
  • Organoborons
  • Thiophenes & Benzothiophenes
Mol File:
95-15-8.mol
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Thianaphthene Chemical Properties

Melting point:
30-33 °C
Boiling point:
221-222 °C(lit.)
Density 
1.149 g/mL at 25 °C(lit.)
refractive index 
1.6332 (estimate)
Flash point:
>230 °F
storage temp. 
Store below +30°C.
solubility 
0.13g/l
form 
Crystalline Solid
color 
White to pink or yellow
Specific Gravity
1.149
Water Solubility 
insoluble
Merck 
14,9303
BRN 
80580
InChIKey
FCEHBMOGCRZNNI-UHFFFAOYSA-N
CAS DataBase Reference
95-15-8(CAS DataBase Reference)
NIST Chemistry Reference
Benzo[b]thiophene(95-15-8)
EPA Substance Registry System
Benzo[b]thiophene (95-15-8)
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Safety Information

Hazard Codes 
Xn,Xi,N
Risk Statements 
22-36/37/38-20/21/22-51/53
Safety Statements 
22-24/25-36-26-61
RIDADR 
UN3077
WGK Germany 
3
Hazard Note 
Irritant
TSCA 
Yes
HazardClass 
9
PackingGroup 
III
HS Code 
29349990

MSDS

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Thianaphthene Usage And Synthesis

Chemical Properties

WHITE TO RED CRYSTALLINE LOW MELTING SOLID

Uses

Benzo[b]thiophene has application in organic as well as pharmaceutical industry as a component in the synthesis of Raloxifene, a breast cancer therapeutic, or hydrodesulfurization reactions.

Uses

manufacture of pharmaceuticals, thioindigo.

Synthesis Reference(s)

Journal of the American Chemical Society, 69, p. 2008, 1947 DOI: 10.1021/ja01200a053
Tetrahedron, 27, p. 1253, 1971 DOI: 10.1016/S0040-4020(01)90874-9

Purification Methods

1-Benzothiophene has the odour of naphthalene. If the IR spectrum is not very good, then suspend it in a faintly alkaline aqueous solution and steam distil it. Extract the distillate with Et2O, dry the extract (CaCl2), filter, evaporate the solvent and fractionate the residue. The distillate sets solid. The sulfoxide has m 142o, the picrate has m 148-149o (yellow crystals from EtOH) and the styphnate has m 136-137o. [Hansch & Lindwall J Org Chem 10, 381 1945, Meyer & Meyer Chem Ber 52B 1249 1919, Weisgerber & Kruber 53 1551 1920, Iddon & Scrowston Adv Heterocycl Chem 11 177 1970, Beilstein 17/2 V 6.]

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