7-BROMO-BENZO[B]THIOPHENE Chemical Properties

Boiling point:

109°C/10mmHg(lit.)

Density 

1.649±0.06 g/cm3(Predicted)

refractive index 

1.6600-1.6640

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

form 

clear liquid

color 

Light yellow to Yellow to Orange

InChI

InChI=1S/C8H5BrS/c9-7-3-1-2-6-4-5-10-8(6)7/h1-5H

InChIKey

NOICDPBEDNMHQK-UHFFFAOYSA-N

SMILES

C12=C(Br)C=CC=C1C=CS2

Safety Information

Safety Statements 

24/25

HazardClass 

IRRITANT

HS Code 

29349990

7-BROMO-BENZO[B]THIOPHENE Usage And Synthesis

Uses

7-Bromobenzo[b]thiophene is a useful research chemical used in the preparation of di(chloro)-N-[(benzo[b]thienyl)sulfonyl]benzamide.

Synthesis

Preparation of 7-bromobenzo[b]thiophene of Scheme I, Step B: Chlorobenzene (100 mL) and polyphosphoric acid (30.4 g, PPA) were mixed and heated to reflux. Within 20 min, 2-(2-bromophenylthio)acetaldehyde diethyl acetal (13.7 g, 44.88 mmol, Scheme I, Step A) was dissolved in chlorobenzene (20 mL) and slowly added dropwise to the refluxed mixture. The reaction mixture was kept at reflux for 4 hours and subsequently cooled. The solvent was removed by decantation and toluene (2 x 50 mL) was added to the residue, stirred thoroughly and decanted again. The toluene extract was concentrated under vacuum and the residue was dissolved in a mixture of ethyl acetate and water. The organic phase was washed with saturated sodium bicarbonate solution, dried over anhydrous sodium sulfate, filtered and concentrated to give 7-bromobenzo[b]thiophene (8.91 g, 93% yield).

References

[1] Patent: US6436964, 2002, B1
[2] Patent: US6465453, 2002, B1
[3] Patent: US6353008, 2002, B1. Location in patent: Page column 26
[4] Bioorganic and Medicinal Chemistry, 2015, vol. 23, # 14, p. 3933 - 3937
[5] Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1982, p. 1489 - 1492

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