Chloro(chloromethyl)dimethylsilane Chemical Properties

Melting point:

<0°C

Boiling point:

114 °C/752 mmHg (lit.)

Density 

1.086 g/mL at 25 °C (lit.)

vapor pressure 

43-177hPa at 20-50℃

RTECS 

VV2095000

refractive index 

n20/D 1.437(lit.)

Flash point:

70 °F

storage temp. 

Keep in dark place,Inert atmosphere,2-8°C

form 

Liquid

color 

Clear colorless to straw

Specific Gravity

1.086

explosive limit

1.4-51.5%(V)

Water Solubility 

DECOMPOSES

Sensitive 

Moisture Sensitive

Hydrolytic Sensitivity

8: reacts rapidly with moisture, water, protic solvents

BRN 

1731933

InChI

1S/C3H8Cl2Si/c1-6(2,5)3-4/h3H2,1-2H3

InChIKey

ITKVLPYNJQOCPW-UHFFFAOYSA-N

SMILES

C[Si](C)(Cl)CCl

CAS DataBase Reference

1719-57-9(CAS DataBase Reference)

NIST Chemistry Reference

Silane, chloro(chloromethyl)dimethyl-(1719-57-9)

EPA Substance Registry System

Silane, chloro(chloromethyl)dimethyl- (1719-57-9)

Safety Information

Hazard Codes 

C,F

Risk Statements 

10-14-35-37-34-36/37-11

Safety Statements 

26-36/37/39-45-25-16

RIDADR 

UN 2985 3/PG 2

WGK Germany 

3

F 

10-21

TSCA 

TSCA listed

HazardClass 

3

PackingGroup 

II

HS Code 

29310095

Storage Class

3 - Flammable liquids

Hazard Classifications

Acute Tox. 4 Oral
Eye Dam. 1
Flam. Liq. 2
Skin Corr. 1A

MSDS

• Language:English Provider:Chloro(chloromethyl)dimethylsilane
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

Chloro(chloromethyl)dimethylsilane Usage And Synthesis

Uses

Chloro(chloromethyl)dimethylsilane is an important intermediate for Alfa-series silane coupling agents, also can be used for synthesis of pesticides.

Chemical Properties

Clear to straw liquid

Uses

Chloro(chloromethyl)dimethylsilane is used in method of improving the hydrophobic properties of cellulosic materials without leaving an acidic residue.

Synthesis

At room temperature, 0.21 g (1.6 mmol) of anhydrous aluminum chloride was added to a stirred solution of 2.34 g (16 mmol) of 1a and 20 mL of dry hexane in a 50 mL two-necked round-bottomed flask equipped with a reflux condenser and inlet tube. The mixture was stirred for 20 min at room temperature and the solution was quenched with 1.22 g (8 mmol) of phosphorus trichloride. The POCl3-AlCl3 complex salt was removed by filtration. The filtrate was distilled under vacuum ball by ball. Distillation of the mixture under vacuum gave 3-butenylchlorodimethylsilane 2a (1.75 g, bp 128-130??C) in 75% yield. Other by-products were also obtained by vacuum distillation, identified as chloromethylchlorodimethylsilane (12%) and unidentified high boiling polymeric materials (10%). Using the reaction procedure described above, 1a (1.0 g, 6.7 mmol) was reacted with allyltrimethylsilane (2.26 g, 20.0 mmol) in the presence of aluminum chloride (0.09 g, 0.67 mmol) for 2.5 h at room temperature to give 1,1-dimethyl-3-(2-trimethylsilylmethyl-4-pentenyl)silyl chloride pentane (4, 0.72 g, 40%) , 2a (0.18 g) and 3a, (12%). The two diastereomeric components were separated by column chromatography on alumina (3.0 x 100.0 cm) using n-hexane eluent to obtain the main product chloromethyl dimethyl chlorosilane.

Chloro(chloromethyl)dimethylsilane(1719-57-9)Related Product Information

• (Chloromethyl)trichlorosilane
• Diethoxydimethylsilane
• Chloromethyl silane
• DIMETHYLTHEXYLSILYL CHLORIDE
• Chloromethyltrimethylsilane
• N,N-Dimethylformamide
• Dimethyldimethoxysilane
• Chlorodimethylsilane
• Dichloromethylsilane
• Poly(dimethylsiloxane)
• Dichloromethylvinylsilane
• Dichlorodimethylsilane
• Dimethyl sulfoxide
• N-DODECYLTRIETHOXYSILANE
• Chlorotriethylsilane
• N,N-Dimethylacetamide
• tert-Butyldimethylsilyl chloride
• Difluorochloromethane