1,4-Bis(dimethylsilyl)benzene Chemical Properties

Melting point:

115 °C

Boiling point:

213-214 °C(lit.)

Density 

0.874 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.502(lit.)

Flash point:

185 °F

storage temp. 

Inert atmosphere,Room Temperature

form 

clear liquid

color 

Colorless to Light yellow

Specific Gravity

0.872

Hydrolytic Sensitivity

3: reacts with aqueous base

BRN 

1072658

InChI

InChI=1S/C10H18Si2/c1-11(2)9-5-7-10(8-6-9)12(3)4/h5-8,11-12H,1-4H3

InChIKey

KQERVIARWMHFOS-UHFFFAOYSA-N

SMILES

C1([SiH](C)C)=CC=C([SiH](C)C)C=C1

CAS DataBase Reference

2488-01-9(CAS DataBase Reference)

NIST Chemistry Reference

1,4-Bis(dimethylsilyl)benzene(2488-01-9)

EPA Substance Registry System

Silane, 1,4-phenylenebis[dimethyl- (2488-01-9)

Safety Information

Hazard Codes 

Xn

Risk Statements 

22

Safety Statements 

26-36/37/39-36/37-23

RIDADR 

1993

WGK Germany 

3

RTECS 

VV4830000

TSCA 

Yes

HS Code 

29319000

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

1,4-Bis(dimethylsilyl)benzene Usage And Synthesis

Uses

1,4-Bis(dimethylsilyl)benzene is an organosilicon compound used as a raw material or intermediate in chemical synthesis. It is one of the important raw materials for the preparation of polymethylhydrogenated siloxanes and polycarbosilanes.

Synthesis

In a 1000 mL reaction flask, Put in xylene 230g, Sodium metal 47g, TDA-1 0.37g, Warm up to 100110°C, Insulation 0.5h, and Turn on stirring. After stirring for 1 hour, all the sodium was made into sodium sand, and a Sodium sand mixture was formed. After 73.5 g of p-dichlorobenzene and 100 g of xylene were mixed and dissolved, Then add 96.5g of dimethylchlorosilane Formed a mixture; the mixture was added to a constant-pressure funnel. The liquid droplets in the constant pressure funnel are added to the sodium sand mixture. Dropping about 5h to complete, the reaction was completed by keeping it at 100-110°C for 2 hours. After the reaction, Cool the reaction system to 5-15°C. Then, add 280 mL of water from the constant pressure funnel. Stirring 1h, Stand for 1h, Then separate the lower brine phase, The upper organic phase is taken as the crude 1,4-bis (dimethylsilyl) benzene. The upper organic phase is entered into the distillation flask, and the temperature in the control bottle is below 120°C. Vacuum distillation,92 g of 1,4-Bis(dimethylsilyl)benzene was obtained; the yield is 95%.

References

[1] Patent: TWI606055, 2017, B. Location in patent: Paragraph 0034
[2] Patent: US2018/201631, 2018, A1. Location in patent: Paragraph 0041
[3] Journal of Organometallic Chemistry, 1992, vol. 435, # 1.2, p. 21 - 28
[4] Patent: US2003/233005, 2003, A1. Location in patent: Page 3
[5] Dalton Transactions, 2017, vol. 46, # 14, p. 4530 - 4541

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