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597201

Sigma-Aldrich

(Chloromethyl)trimethoxysilane

96%

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Linear Formula:
(H3CO)3SiCH2Cl
CAS Number:
5926-26-1
Molecular Weight:
170.67
MDL number:
MFCD00468107
UNSPSC Code:
12352103
PubChem Substance ID:
24881675
NACRES:
NA.23

Assay

96%

bp

151 °C (lit.)

density

1.132 g/mL at 25 °C (lit.)

SMILES string

CO[Si](CCl)(OC)OC

InChI

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

InChI key

FPOSCXQHGOVVPD-UHFFFAOYSA-N

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.

Application

CMTMS and its colloidal solution can be used in the development of aerogels. It can also be used in surface modification of silica nanoparticle for the fabrication of in vitro anticancer drug release system.
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}

Pictograms

Flame
GHS02

Signal Word

Danger

Hazard Statements

H225

Hazard Classifications

Flam. Liq. 2

WGK

WGK 1

Flash Point(F)

26.6 °F

Flash Point(C)

-3 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Aerogels from chloromethyltrimethoxysilane and their functionalizations
Kimura T, et al.
Langmuir, 33(48), 13841-13848 (2017)
Space-confined click reactions in hierarchically organized silica monoliths.
Keppeler M and Husing N
New. J. Chem., 35(3), 681-690 (2011)
Huan Meng et al.
Journal of the American Chemical Society, 132(36), 12690-12697 (2010-08-20)
Mesoporous silica nanoparticles (MSNP) have proven to be an extremely effective solid support for controlled drug delivery on account of the fact that their surfaces can be easily functionalized in order to control the nanopore openings. We have described recently
Zilu Li et al.
ACS nano, 9(11), 10778-10789 (2015-10-06)
We have optimized mesoporous silica nanoparticles (MSNs) functionalized with pH-sensitive nanovalves for the delivery of the broad spectrum fluoroquinolone moxifloxacin (MXF) and demonstrated its efficacy in treating Francisella tularensis infections both in vitro and in vivo. We compared two different

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