2,5-Dibromo-3-hexylthiophene Chemical Properties

Boiling point:

317.2±37.0 °C(Predicted)

Density 

1.521 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.557(lit.)

Flash point:

>230 °F

storage temp. 

2-8°C

form 

clear liquid

color 

Colorless to Yellow

CAS DataBase Reference

116971-11-0(CAS DataBase Reference)

EPA Substance Registry System

Thiophene, 2,5-dibromo-3-hexyl- (116971-11-0)

Safety Information

Safety Statements 

24/25

WGK Germany 

3

HS Code 

29339900

MSDS

• Language:English Provider:SigmaAldrich

2,5-Dibromo-3-hexylthiophene Usage And Synthesis

Chemical Properties

Colorless to yellow liquid

Uses

Conducting polymer precursor.

General Description

2,5-Dibromo-3-hexylthiophene is a 2,5 coupled conductive polymer with conjugated polythiophene based system, which has a controllable band gap.

Synthesis

The general procedure for the synthesis of 2,5-dibromo-3-hexylthiophene from 3-hexylthiophene is as follows: first, 1070 g of a 48% solution of hydrobromic acid was added to 338 g of 3-hexylthiophene. The reaction mixture was cooled to -5 °C and 400 g of a 34% hydrogen peroxide solution was added slowly and dropwise over a period of 7 hours. After the dropwise addition was completed, the reaction mixture was gradually warmed to 20°C over 16 hours. After completion of the reaction, phase separation was carried out. The resulting crude product 2,5-dibromo-3-hexylthiophene had a purity of 96.9% and a yield of 97%.

References

[1] Science China Chemistry, 2016, vol. 59, # 2, p. 209 - 217
[2] Journal of Polymer Science, Part A: Polymer Chemistry, 2011, vol. 49, # 16, p. 3604 - 3614
[3] Patent: US2009/259053, 2009, A1. Location in patent: Page/Page column 1
[4] Bulletin of the Chemical Society of Japan, 1995, vol. 68, # 8, p. 2363 - 2378
[5] New Journal of Chemistry, 2001, vol. 25, # 2, p. 318 - 321

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