1-BROMO-4-TRIMETHYLSILYLBENZENE Chemical Properties

Melting point:

95-96 °C

Boiling point:

229.5 °C752 mm Hg(lit.)

Density 

1.173 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.529(lit.)

Flash point:

205 °F

storage temp. 

Sealed in dry,Room Temperature

form 

clear liquid

color 

Colorless to Almost colorless

InChIKey

UKTSSJJZFVGTCG-UHFFFAOYSA-N

Safety Information

WGK Germany 

3

HS Code 

2931.90.6000

MSDS

• Language:English Provider:SigmaAldrich

1-BROMO-4-TRIMETHYLSILYLBENZENE Usage And Synthesis

Synthesis

The general procedure for the synthesis of 1-bromo-4-trimethylsilylbenzene from trimethylchlorosilane and 1,4-dibromobenzene was as follows: the synthesis was carried out using the photoinitiator PI-1 as shown in Scheme 1. The specific operation was as follows: 1,4-dibromobenzene (23.6 g, 100 mmol) was dissolved in 200 mL of anhydrous ether in a 500 mL three-necked flask equipped with a thermometer, a condensing device and a dropping funnel. Slowly n-butyllithium (41.7 mL, 2.4 M in THF) was added dropwise at -78 °C. After completion of the reaction, the reaction was quenched by the addition of trimethylchlorosilane (5.2 mL, 40 mmol) at the same temperature to give the intermediate IM-1 (22 g, 96% yield) as an oil.

References

[1] Journal of the American Chemical Society, 2003, vol. 125, # 20, p. 6058 - 6059
[2] Bulletin of the Chemical Society of Japan, 2004, vol. 77, # 11, p. 2071 - 2080
[3] Angewandte Chemie - International Edition, 2018, vol. 57, # 36, p. 11688 - 11691
[4] Angew. Chem., 2018, vol. 130, # 36, p. 11862 - 11865,4
[5] European Journal of Organic Chemistry, 1999, # 9, p. 2079 - 2085

1-BROMO-4-TRIMETHYLSILYLBENZENE(6999-03-7)Related Product Information

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