DIPHENYLCHLOROSILANE Chemical Properties

Boiling point:

143 °C10 mm Hg(lit.)

Density 

1.118 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.578(lit.)

Flash point:

>230 °F

storage temp. 

Store at room temperature

solubility 

sol benzene, chloroform, carbon tetrachloride, and ether.

Specific Gravity

1.118

Appearance

Colorless to light yellow Liquid

Water Solubility 

Reacts with water.

Sensitive 

Moisture Sensitive

Hydrolytic Sensitivity

8: reacts rapidly with moisture, water, protic solvents

BRN 

2937164

InChIKey

VTMOWGGHUAZESJ-UHFFFAOYSA-N

CAS DataBase Reference

1631-83-0(CAS DataBase Reference)

EPA Substance Registry System

Silane, chlorodiphenyl- (1631-83-0)

Safety Information

Hazard Codes 

C

Risk Statements 

14-34

Safety Statements 

26-28-36/37/39-45

RIDADR 

UN 2987 8/PG 2

WGK Germany 

1

F 

10-21

TSCA 

Yes

HazardClass 

8

PackingGroup 

II

HS Code 

29319090

MSDS

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

DIPHENYLCHLOROSILANE Usage And Synthesis

Physical properties

bp 140–145°C/7 mmHg (99–101°C/1 mmHg; 83–85°C/0.4 mmHg); d 1.137 g cm?3; n 1.5845.

Uses

Chlorodiphenylsilane is used in Medicine field, electronics industry, polymer materials. It is used in reduction of alcohols.

Uses

Organolithium and Grignard reagents react with chlorodiphenylsilane to produce substituted alkyl- or aryldiphenylsilanes (eqs 4 and 5).

Preparation

chlorodiphenylsilane may be prepared in high yield by treatment of diphenylsilane with triphenylmethyl chloride in refluxing benzene or with PCl5 at rt in CCl4.

Synthesis

General procedure for the synthesis of diphenylchlorosilane from diphenylsilane: A mixture of 18.44 g (0.1 mol) of diphenylsilane (Ph2SiH2), 26.9 g (0.2 mol) of anhydrous copper chloride (CuCl2), 0.92 g (0.0048 mol) of anhydrous cuprous iodide (CuI), 80 g of ceramic balls, and 40 mL of diethyl ether was placed in a reactor at 50 °C using a mechanical stirrer at 400 rpm. The reaction was continued at room temperature for 2 hours. After completion of the reaction, the mixture was filtered and the filtrate was collected and concentrated. The concentrated residue was distilled under reduced pressure to give diphenylchlorosilane (Ph2SiHCl) (20.24 g, 92.6% yield) as a colorless liquid. Boiling point: 117 °C (210 Pa).1H NMR (δ, ppm): 5.82 (s, 1H, SiH), 7.47-7.76 (m, 10H, Si(C6H5)2).13C NMR (δ, ppm): 128.36, 131.10, 131.85, 134.52 (m, 12C, Si(C6H5)2). 29Si NMR (δ, ppm): -5.94 (s, 1Si, Ph2SiHCl).

References

[1] Journal of the Chemical Society - Perkin Transactions 1, 1998, # 3, p. 467 - 475
[2] Journal of Organometallic Chemistry, 2014, vol. 769, p. 29 - 33
[3] Patent: CN103880874, 2017, B. Location in patent: Paragraph 0043; 0044
[4] Journal of the Chemical Society - Perkin Transactions 1, 1998, # 17, p. 2687 - 2700
[5] J. Gen. Chem. USSR (Engl. Transl.), 1971, vol. 41, p. 1083 - 1087

DIPHENYLCHLOROSILANE(1631-83-0)Related Product Information

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