3-Decylthiophene Chemical Properties

Melting point:

-10.15°C (estimate)

Boiling point:

119-120 °C/1.2 mmHg (lit.)

Density 

0.912 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.489(lit.)

Flash point:

>230 °F

storage temp. 

2-8°C

form 

clear liquid

color 

Colorless to Light yellow

InChI

InChI=1S/C14H24S/c1-2-3-4-5-6-7-8-9-10-14-11-12-15-13-14/h11-13H,2-10H2,1H3

InChIKey

JAYBIBLZTQMCAY-UHFFFAOYSA-N

SMILES

C1SC=CC=1CCCCCCCCCC

CAS DataBase Reference

65016-55-9(CAS DataBase Reference)

Safety Information

Safety Statements 

24/25

WGK Germany 

3

HS Code 

29349990

MSDS

• Language:English Provider:SigmaAldrich

3-Decylthiophene Usage And Synthesis

Chemical Properties

Colorless liquid

Uses

Conducting polymer precursor.

Synthesis

The general procedure for the synthesis of 3-bromothiophene from 3-bromothiophene and 1-iododecane was as follows: 2% aqueous p-toluenesulfonic acid (PTS) solution (1.5 mL) was added to a 5 mL round-bottomed flask containing zinc powder (197 mg, 3 mmol) and PdCl2(Amphos)2 (7 mg, 0.01 mmol) under argon protection. N,N,N',N'-tetramethylethylenediamine (TMEDA, 232 mg, 2 mmol), 1-iododecane (2 mmol) and 3-bromothiophene (0.5 mmol) were added sequentially at room temperature. The reaction mixture was stirred vigorously at room temperature for the indicated time. After completion of the reaction, the product was extracted with ethyl acetate (EtOAc). Silica gel (1 g) was added to the combined organic phases and the solvent was removed under vacuum. The resulting dry crude product was loaded on top of a silica gel column and the target product 3-decylthiophene was purified by column chromatography.

References

[1] Tetrahedron Letters, 2011, vol. 52, # 17, p. 2203 - 2205
[2] European Journal of Organic Chemistry, 2015, vol. 2015, # 24, p. 5448 - 5452

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