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18076-97-6

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18076-97-6 Usage

General Description

Bis(chloromethyl)dichlorosilane is a chemical compound with the formula SiCl2(CH2Cl)2. It is a colorless liquid that is primarily used as a precursor in the production of silicone polymers and resins. It is highly reactive and can undergo hydrolysis to form silanols, which can polymerize to form siloxanes. Bis(chloromethyl)dichlorosilane is also used as a crosslinking agent in the manufacture of adhesives, sealants, and coatings. It is important to handle bis(chloromethyl)dichlorosilane with caution as it poses health risks and can react violently with water and other compounds.

Check Digit Verification of cas no

The CAS Registry Mumber 18076-97-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,8,0,7 and 6 respectively; the second part has 2 digits, 9 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 18076-97:
(7*1)+(6*8)+(5*0)+(4*7)+(3*6)+(2*9)+(1*7)=126
126 % 10 = 6
So 18076-97-6 is a valid CAS Registry Number.

18076-97-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name dichloro-bis(chloromethyl)silane

1.2 Other means of identification

Product number -
Other names Dichlor-bis-chlormethyl-silan

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:18076-97-6 SDS

18076-97-6Synthetic route

(diphenyl)bischloromethylsilane
207600-93-9

(diphenyl)bischloromethylsilane

dichloro[bis(chloromethyl)]silane
18076-97-6

dichloro[bis(chloromethyl)]silane

Conditions
ConditionsYield
With aluminum (III) chloride; acetyl chloride In hexane at 20 - 35℃;90%
bis(chloromethyl)(phenyl)chlorosilane
18236-68-5

bis(chloromethyl)(phenyl)chlorosilane

dichloro[bis(chloromethyl)]silane
18076-97-6

dichloro[bis(chloromethyl)]silane

Conditions
ConditionsYield
at 20℃;88%
(chloromethyl)trichlorosilane
1558-25-4

(chloromethyl)trichlorosilane

A

dichloro[bis(chloromethyl)]silane
18076-97-6

dichloro[bis(chloromethyl)]silane

B

chlorotris(chloromethyl)silane
1719-52-4

chlorotris(chloromethyl)silane

Conditions
ConditionsYield
With copper(II) sulfate In diethyl ether at -25℃; for 3h;A 61%
B 33%
tetrachlorosilane
10026-04-7, 53609-55-5

tetrachlorosilane

dichloro[bis(chloromethyl)]silane
18076-97-6

dichloro[bis(chloromethyl)]silane

Conditions
ConditionsYield
copper(II) sulfate In diethyl ether SiCl4 and diazomethane in ether; -45°C, slow increase of temp.;;45%
(chloromethyl)trichlorosilane
1558-25-4

(chloromethyl)trichlorosilane

dichloro[bis(chloromethyl)]silane
18076-97-6

dichloro[bis(chloromethyl)]silane

Conditions
ConditionsYield
With diethyl ether; copper(II) sulfate at -35℃;
dichloro[bis(chloromethyl)]silane
18076-97-6

dichloro[bis(chloromethyl)]silane

2,2-dimethyl-3-(trimethylsilyl)-2H-benzo[e][1,3]oxazin-4-one
158567-03-4

2,2-dimethyl-3-(trimethylsilyl)-2H-benzo[e][1,3]oxazin-4-one

bis(2,2-dimethyl-4-oxo-2,3-dihydrobenzo[e]-1,3-oxazin-3-ylmethyl)dichlorosilane

bis(2,2-dimethyl-4-oxo-2,3-dihydrobenzo[e]-1,3-oxazin-3-ylmethyl)dichlorosilane

Conditions
ConditionsYield
In n-heptane for 2h; Heating;97%
dichloro[bis(chloromethyl)]silane
18076-97-6

dichloro[bis(chloromethyl)]silane

2,2-dimethyl-3-(trimethylsilyl)-2H-benzo[e][1,3]oxazin-4-one
158567-03-4

2,2-dimethyl-3-(trimethylsilyl)-2H-benzo[e][1,3]oxazin-4-one

bis[(2,2-dimethyl-4-oxo-2H-benzo[e][1,3]oxazin-3(4H)-yl)methyl]dichlorosilane

bis[(2,2-dimethyl-4-oxo-2H-benzo[e][1,3]oxazin-3(4H)-yl)methyl]dichlorosilane

Conditions
ConditionsYield
In n-heptane for 2h; Inert atmosphere; Reflux;97%
dichloro[bis(chloromethyl)]silane
18076-97-6

dichloro[bis(chloromethyl)]silane

N-methyl-N-trimethylsilylacetamide
7449-74-3

N-methyl-N-trimethylsilylacetamide

N-({[(acetyl-methyl-amino)-methyl]-dichloro-silanyl}-methyl)-N-methyl-acetamide

N-({[(acetyl-methyl-amino)-methyl]-dichloro-silanyl}-methyl)-N-methyl-acetamide

Conditions
ConditionsYield
In dichloromethane at 0℃; for 24h;90%
dichloro[bis(chloromethyl)]silane
18076-97-6

dichloro[bis(chloromethyl)]silane

N-methyl-N-trimethylsilylacetamide
7449-74-3

N-methyl-N-trimethylsilylacetamide

C8H16ClN2O2Si(1+)*Cl(1-)

C8H16ClN2O2Si(1+)*Cl(1-)

Conditions
ConditionsYield
In dichloromethane at 0 - 20℃;90%
N-trimethylsilyl-pyrrolidin-2-one
14468-90-7

N-trimethylsilyl-pyrrolidin-2-one

dichloro[bis(chloromethyl)]silane
18076-97-6

dichloro[bis(chloromethyl)]silane

bis(2-oxopyrrolidinomethyl)dichlorosilane
158468-70-3

bis(2-oxopyrrolidinomethyl)dichlorosilane

Conditions
ConditionsYield
at 100 - 110℃;88%
dichloro[bis(chloromethyl)]silane
18076-97-6

dichloro[bis(chloromethyl)]silane

1-trimethylsilanyl-azepan-2-one
3553-94-4

1-trimethylsilanyl-azepan-2-one

bis(2-oxohexahydroazepinomethyl)dichlorosilane

bis(2-oxohexahydroazepinomethyl)dichlorosilane

Conditions
ConditionsYield
85.5%
dichloro[bis(chloromethyl)]silane
18076-97-6

dichloro[bis(chloromethyl)]silane

N-methyl-N-trimethylsilylacetamide
7449-74-3

N-methyl-N-trimethylsilylacetamide

1,1,3,3-tetrakis<(N-methylacetamido)methyl>disiloxane hydroxonium trichloride

1,1,3,3-tetrakis<(N-methylacetamido)methyl>disiloxane hydroxonium trichloride

Conditions
ConditionsYield
In toluene Heating;74%
1-(trimethylsilyl)piperidin-2-one
3553-93-3

1-(trimethylsilyl)piperidin-2-one

dichloro[bis(chloromethyl)]silane
18076-97-6

dichloro[bis(chloromethyl)]silane

1,1,3,3-tetrakis<(2-oxopiperidino)methyl>disiloxane tetrachloromercurate

1,1,3,3-tetrakis<(2-oxopiperidino)methyl>disiloxane tetrachloromercurate

Conditions
ConditionsYield
With mercury dichloride In acetonitrile Heating;71%
dichloro[bis(chloromethyl)]silane
18076-97-6

dichloro[bis(chloromethyl)]silane

2,2'-dibromobiphenyl
13029-09-9

2,2'-dibromobiphenyl

9,9-bis(chloromethyl)-9-silafluorene
1450640-09-1

9,9-bis(chloromethyl)-9-silafluorene

Conditions
ConditionsYield
Stage #1: 2,2'-dibromobiphenyl With n-butyllithium In diethyl ether; hexane at -78 - 20℃; Inert atmosphere; Schlenk technique;
Stage #2: dichloro[bis(chloromethyl)]silane In diethyl ether; hexane at -78 - 20℃; for 16h; Inert atmosphere; Schlenk technique;
70%
Stage #1: 2,2'-dibromobiphenyl With n-butyllithium Inert atmosphere; Schlenk technique;
Stage #2: dichloro[bis(chloromethyl)]silane at -78 - 20℃; for 48h; Inert atmosphere; Schlenk technique;
dichloro[bis(chloromethyl)]silane
18076-97-6

dichloro[bis(chloromethyl)]silane

4-methyl-1-(trimethylsilyl)quinolin-2(1H)-one
344312-50-1

4-methyl-1-(trimethylsilyl)quinolin-2(1H)-one

C44H40N4O5Si2(2+)*2ClH*2Cl(1-)

C44H40N4O5Si2(2+)*2ClH*2Cl(1-)

Conditions
ConditionsYield
Stage #1: dichloro[bis(chloromethyl)]silane; 4-methyl-1-(trimethylsilyl)quinolin-2(1H)-one In chloroform Cooling with ice;
Stage #2: With air moisture In chloroform
69%
diphenylether
101-84-8

diphenylether

dichloro[bis(chloromethyl)]silane
18076-97-6

dichloro[bis(chloromethyl)]silane

10,10'-bis(chloromethyl)phenoxsilane

10,10'-bis(chloromethyl)phenoxsilane

Conditions
ConditionsYield
Stage #1: diphenylether With n-butyllithium In tetrahydrofuran; hexane at -30 - 20℃; Inert atmosphere; Schlenk technique;
Stage #2: dichloro[bis(chloromethyl)]silane In tetrahydrofuran; hexane at -78 - 20℃; for 48h; Inert atmosphere; Schlenk technique;
68%
1,2,3-trimethoxybenzene
621-23-8

1,2,3-trimethoxybenzene

dichloro[bis(chloromethyl)]silane
18076-97-6

dichloro[bis(chloromethyl)]silane

bis(chloromethyl)bis(2,4,6-trimethoxyphenyl)silane
1577213-71-8

bis(chloromethyl)bis(2,4,6-trimethoxyphenyl)silane

Conditions
ConditionsYield
Stage #1: 1,2,3-trimethoxybenzene With n-butyllithium; N,N,N,N,-tetramethylethylenediamine In hexane at 20℃; for 16.1333h; Inert atmosphere;
Stage #2: dichloro[bis(chloromethyl)]silane In hexane at 0 - 20℃; for 1.16667h; Inert atmosphere;
65%
dichloro[bis(chloromethyl)]silane
18076-97-6

dichloro[bis(chloromethyl)]silane

ethylmagnesium bromide
925-90-6

ethylmagnesium bromide

bis(chloromethyl)diethylsilane
158585-29-6

bis(chloromethyl)diethylsilane

Conditions
ConditionsYield
In diethyl ether for 5h; Heating;64%
dichloro[bis(chloromethyl)]silane
18076-97-6

dichloro[bis(chloromethyl)]silane

pentamethylenebis(magnesium bromide)
23708-48-7

pentamethylenebis(magnesium bromide)

1,1-bis(chloromethyl)-1-silacyclohexane
158585-37-6

1,1-bis(chloromethyl)-1-silacyclohexane

Conditions
ConditionsYield
In diethyl ether for 8h; Heating;58%
N-trimethylsilyl-pyrrolidin-2-one
14468-90-7

N-trimethylsilyl-pyrrolidin-2-one

dichloro[bis(chloromethyl)]silane
18076-97-6

dichloro[bis(chloromethyl)]silane

1,1,3,3-tetrakis<(2-oxopyrrolidino)methyl>disiloxane hexachlorodimercurate

1,1,3,3-tetrakis<(2-oxopyrrolidino)methyl>disiloxane hexachlorodimercurate

Conditions
ConditionsYield
With mercury dichloride In acetonitrile for 0.5h; Heating;54%
dichloro[bis(chloromethyl)]silane
18076-97-6

dichloro[bis(chloromethyl)]silane

1-trimethylsilanyl-azepan-2-one
3553-94-4

1-trimethylsilanyl-azepan-2-one

1,1,3,3-tetrakis<(2-oxohexahydroazepino)methyl>disiloxane hexachlorodimercurate

1,1,3,3-tetrakis<(2-oxohexahydroazepino)methyl>disiloxane hexachlorodimercurate

Conditions
ConditionsYield
With mercury dichloride In acetonitrile for 0.5h; Heating;54%
1-bromo-2-[(2-bromophenyl)thio]benzene
21848-84-0

1-bromo-2-[(2-bromophenyl)thio]benzene

dichloro[bis(chloromethyl)]silane
18076-97-6

dichloro[bis(chloromethyl)]silane

10,10'-bis(chloromethyl)phenothiasilane

10,10'-bis(chloromethyl)phenothiasilane

Conditions
ConditionsYield
Stage #1: 1-bromo-2-[(2-bromophenyl)thio]benzene With n-butyllithium In diethyl ether; hexane at 0℃; Inert atmosphere; Schlenk technique; Reflux;
Stage #2: dichloro[bis(chloromethyl)]silane In diethyl ether; hexane at -78 - 20℃; Inert atmosphere; Schlenk technique;
53%
dichloro[bis(chloromethyl)]silane
18076-97-6

dichloro[bis(chloromethyl)]silane

1-trimethylsilanyl-azepan-2-one
3553-94-4

1-trimethylsilanyl-azepan-2-one

bis(O-Si) chelate fluorobis(2-oxohexahydroaxepinomethyl)silylium tetrafluoroborate

bis(O-Si) chelate fluorobis(2-oxohexahydroaxepinomethyl)silylium tetrafluoroborate

Conditions
ConditionsYield
Stage #1: dichloro[bis(chloromethyl)]silane; 1-trimethylsilanyl-azepan-2-one In dichloromethane at 0℃; for 2h;
Stage #2: With sodium hydrogencarbonate In chloroform for 24h;
Stage #3: With boron trifluoride diethyl etherate In dichloromethane Heating;
47%
dichloro[bis(chloromethyl)]silane
18076-97-6

dichloro[bis(chloromethyl)]silane

1,4-bis(bromomagnesium)butane
23708-47-6

1,4-bis(bromomagnesium)butane

1,1-bis(chloromethyl)-1-silacyclopentane
158585-34-3

1,1-bis(chloromethyl)-1-silacyclopentane

Conditions
ConditionsYield
In diethyl ether for 17h; Heating;45%
dichloro[bis(chloromethyl)]silane
18076-97-6

dichloro[bis(chloromethyl)]silane

chlorotris(chloromethyl)silane
1719-52-4

chlorotris(chloromethyl)silane

Conditions
ConditionsYield
With diethyl ether; copper(II) sulfate at -25℃;
copper(II) sulfate In not given (CH2Cl)2SiCl2 and CH2N2 with CuSO4 above about -30°C;;10-15
N-trimethylsilyl-pyrrolidin-2-one
14468-90-7

N-trimethylsilyl-pyrrolidin-2-one

dichloro[bis(chloromethyl)]silane
18076-97-6

dichloro[bis(chloromethyl)]silane

trimethylsilyl trifluoromethanesulfonate
27607-77-8

trimethylsilyl trifluoromethanesulfonate

1,1,3,3-tetrakis(2-oxopyrrolidinomethyl)disiloxane bis(trifluoromethylsulfonate)

1,1,3,3-tetrakis(2-oxopyrrolidinomethyl)disiloxane bis(trifluoromethylsulfonate)

Conditions
ConditionsYield
1.) from 100 to 110 deg C, 1 h, 2.) CH3CN, 24 h; Yield given. Multistep reaction;
dichloro[bis(chloromethyl)]silane
18076-97-6

dichloro[bis(chloromethyl)]silane

N-(trimethylsilyl)-N-(S)-(1-phenylethyl)acetamide

N-(trimethylsilyl)-N-(S)-(1-phenylethyl)acetamide

dichlorobis{[N-(S)-(1-phenylethyl)acetamido]methyl}silane

dichlorobis{[N-(S)-(1-phenylethyl)acetamido]methyl}silane

Conditions
ConditionsYield
In chloroform for 24h;
dichloro[bis(chloromethyl)]silane
18076-97-6

dichloro[bis(chloromethyl)]silane

2,2-dimethyl-3-(trimethylsilyl)-2H-benzo[e][1,3]oxazin-4-one
158567-03-4

2,2-dimethyl-3-(trimethylsilyl)-2H-benzo[e][1,3]oxazin-4-one

C22H24ClN2O4Si(1+)*Cl(1-)

C22H24ClN2O4Si(1+)*Cl(1-)

Conditions
ConditionsYield
In n-heptane for 2h; Heating;
dichloro[bis(chloromethyl)]silane
18076-97-6

dichloro[bis(chloromethyl)]silane

4-methyl-1-(trimethylsilyl)quinolin-2(1H)-one
344312-50-1

4-methyl-1-(trimethylsilyl)quinolin-2(1H)-one

C22H20ClN2O2Si(1+)*Cl(1-)

C22H20ClN2O2Si(1+)*Cl(1-)

Conditions
ConditionsYield
In chloroform for 2h;
dichloro[bis(chloromethyl)]silane
18076-97-6

dichloro[bis(chloromethyl)]silane

N-methyl-N-trimethylsilylacetamide
7449-74-3

N-methyl-N-trimethylsilylacetamide

C8H16ClN2O2Si(1+)*ClH*Cl(1-)

C8H16ClN2O2Si(1+)*ClH*Cl(1-)

Conditions
ConditionsYield
With air moisture In dichloromethane at 0℃;

18076-97-6Relevant articles and documents

3-Silaazetidine: An Unexplored yet Versatile Organosilane Species for Ring Expansion toward Silaazacycles

Dong, Xue,Gao, Lu,He, Yuanhang,Li, Linjie,Song, Zhenlei,Wang, Qiantao,Wang, Wanshu,Zhou, Song

supporting information, p. 11141 - 11151 (2021/08/03)

Small-ring silacycles are important organosilane species in main-group chemistry and have found numerous applications in organic synthesis. 3-Silaazetidine, a unique small silacycle bearing silicon and nitrogen atoms, has not been adequately explored due to the lack of a general synthetic scheme and its sensitivity to air. Here, we describe that 3-silaazetidine can be easily prepared in situ from diverse air-stable precursors (RSO2NHCH2SiR12CH2Cl). 3-Silaazetidine shows excellent functional group tolerance in a palladium-catalyzed ring expansion reaction with terminal alkynes, giving 3-silatetrahydropyridines and diverse silaazacycle derivatives, which are promising ring frameworks for the discovery of Si-containing functional molecules.

Synthesis, Antitumor Activity, and Chemical Properties of Silaplatin and Related Platinum(II) and Platinum(IV) Complexes Derived from β-Silyl Amines

Anderson, Wayne K.,Kasliwal, Ravindra,Houston, D. Michael,Wang, Yueh-sha,Narayanan, Ven L.,et al.

, p. 3789 - 3797 (2007/10/03)

Platinum(II) and platinum(IV) coordination complexes derived from β-silyl-substituted amines were prepared.The solubility of selected complexes in water and physiological saline was measured, and the effect of the β-silicon on the reactivity of the complex in aqueous solution was determined by HPLC.The stabilities of selected silyl complexes were compared to the carbon analogues.The cyclic complexes 2a ("silaplatin") and its Pt(IV) analogue, 2b, were very active against L1210 leukemia in vivo.Both the platinum(II) complex 2a and the platinum(IV) complex 2b produced a significant number of cures over the dose range 10-40 mg/kg.The platinum(II) complex 2a, silaplatin, was very active in vivo against an L1210 leukemia subline that was resistant to cisplatin; 2a was also active, when given ip against ic implanted L1210.The cyclobutanedicarboxylic acid complex 3c was synthesized; this complex was active against both cisplatin sensistive and resistant L1210 leukemia but was less potent than the analogous dichloro compound 2a.The acyclic platinum(II) and platinum(IV) complexes 1a,b were synthesized and unexpectedly found to be inactive in vivo against L1210 leukemia.More lipophilic silaplatin analogues were prepared-Pt(II) complex 2c and Pt(IV) complex 2d have one additional methylene carbon compared to 2a,b, whereas Pt(II) complex 2e and Pt(IV) complex 2f have two additional methylene carbons.Cyclization of the alkyl groups attached to the silicon gave the spiro bicyclic Pt(II) complexes 10a and 11a and the Pt(IV) complexes 10 b and 11b.

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