Chloromethyltrimethoxysilane Chemical Properties

Boiling point:

151 °C (lit.)

Density 

1.132 g/mL at 25 °C (lit.)

refractive index 

1.407 [25°C]

Flash point:

26 °F

storage temp. 

Storage temp. 2-8°C

form 

clear liquid

color 

Colorless to Almost colorless

Specific Gravity

1.125

Hydrolytic Sensitivity

7: reacts slowly with moisture/water

InChI

InChI=1S/C4H11ClO3Si/c1-6-9(4-5,7-2)8-3/h4H2,1-3H3

InChIKey

FPOSCXQHGOVVPD-UHFFFAOYSA-N

SMILES

[Si](CCl)(OC)(OC)OC

CAS DataBase Reference

5926-26-1(CAS DataBase Reference)

NIST Chemistry Reference

Silane, chloromethyl-trimethoxy-(5926-26-1)

Safety Information

Hazard Codes 

F

Risk Statements 

11

Safety Statements 

16-29-33

RIDADR 

UN 1993 3/PG 2

WGK Germany 

3

RTECS 

VV2625000

TSCA 

No

HazardClass 

3

PackingGroup 

II

HS Code 

29319090

MSDS

• Language:English Provider:Chloromethyltrimethoxysilane
• Language:English Provider:SigmaAldrich

Chloromethyltrimethoxysilane Usage And Synthesis

Chemical Properties

Clear transparent liquid

Uses

Chloromethyltrimethoxysilane may be used in the preparation of 1-methyl-1H-benzimidazole (MBI)-modified nanoparticles.{33} Mesoporous monolithic silica gels can also be prepared from Chloromethyltrimethoxysilane. {34}

General Description

Chloromethyltrimethoxysilane (CMTMS) is a trialkoxysilane with chloromethyl as the organofunctional group having hydrophobic characteristics. Chloromethyl is the electron withdrawing group that improves the mechanical properties of the molecule. CMTMS is mainly utilized as a silane based precursor material for the preparation of surface enhancement based coatings and other silane based products.

Synthesis

The general procedure for the synthesis of chloromethyltrimethoxysilane from chloromethyltrichlorosilane and trimethyl orthoformate was as follows: 570.2 g (3.1 mol) of chloromethyltrichlorosilane was slowly added dropwise to 1127.8 g (10.64 mol) of trimethyl orthoformate, and the dropwise acceleration was controlled so that the reaction mixture was kept at a slight boiling state. After the dropwise addition was completed, the reaction system was heated to 90°C and the reaction was maintained at this temperature for 5 hours. Upon completion of the reaction, the reaction mixture was purified by distillation, resulting in 449.8 g of the target product chloromethyltrimethoxysilane (Compound 2a). The structure of the product was confirmed by 1H NMR spectrum with the following chemical shifts δ (ppm): 2.77 (single peak, 2H, CH2), 3.58 (single peak, 9H, OCH3).

References

[1] Russian Journal of General Chemistry, 2016, vol. 86, # 8, p. 1859 - 1863
[2] Zh. Obshch. Khim., 2016, vol. 86, # 8, p. 1321 - 1326,6

Chloromethyltrimethoxysilane(5926-26-1)Related Product Information

• Trimethoxypropylsilane
• Trimethoxysilylpropanethiol
• Dodecyltrimethoxysilane
• Dimethyldimethoxysilane
• tert-Butyldimethylsilyl chloride
• Methyltriethoxysilane
• Trimethoxyphenylsilane
• 3-Chloropropyltrimethoxysilane
• 3-Aminopropyltrimethoxysilane
• Diethoxydimethylsilane
• Methyltrimethoxysilane
• Vinyltrimethoxysilane
• Chloromethyltrimethylsilane
• DIMETHYLTHEXYLSILYL CHLORIDE
• Chloromethyltriethoxysilane
• Anilino-methyl-trimethoxysilane
• (Chloromethyl)trichlorosilane
• CHLOROMETHYLSILATRANE