Product Name

  • Name

    CHLOROMETHYLDIMETHYLSILANE

  • EINECS 221-556-2
  • CAS No. 3144-74-9
  • Article Data18
  • CAS DataBase
  • Density 0.894 g/mL at 25 °C(lit.)
  • Solubility
  • Melting Point <0 °C
  • Formula C3H9ClSi
  • Boiling Point 81.6 °C at 760 mmHg
  • Molecular Weight 108.643
  • Flash Point 10 °F
  • Transport Information UN 1993 3/PG 2
  • Appearance
  • Safety 7-16-29-33
  • Risk Codes 11
  • Molecular Structure Molecular Structure of 3144-74-9 (CHLOROMETHYLDIMETHYLSILANE)
  • Hazard Symbols FlammableF
  • Synonyms (Chloromethyl)dimethylsilane;Dimethyl(chloromethyl)silane;Dimethylsilylmethyl chloride;NSC 96776;
  • PSA 0.00000
  • LogP 1.66940

Synthetic route

Chloro(chloromethyl)dimethylsilane
1719-57-9

Chloro(chloromethyl)dimethylsilane

chloromethyldimethylsilane
3144-74-9

chloromethyldimethylsilane

Conditions
ConditionsYield
With lithium aluminium tetrahydride In dibutyl ether under 0.8 - 3.8 Torr;92%
Stage #1: Chloro(chloromethyl)dimethylsilane With lithium aluminium tetrahydride; diethylene glycol dibutyl ether at 2 - 45℃; Inert atmosphere;
Stage #2: With hydrogenchloride In water at 2 - 10℃; pH=< 2;
86%
With lithium aluminium tetrahydride In diethyl ether at 0℃;78%
chloromethyldimethylsilane
3144-74-9

chloromethyldimethylsilane

C60H60O14Si10

C60H60O14Si10

C72H96Cl4O14Si14

C72H96Cl4O14Si14

Conditions
ConditionsYield
With platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex In toluene at 40℃; for 16h; Inert atmosphere; Schlenk technique;99%
chloromethyldimethylsilane
3144-74-9

chloromethyldimethylsilane

1,3,5-Tris-(1,1-diallyl-but-3-enyl)-benzene
152339-15-6

1,3,5-Tris-(1,1-diallyl-but-3-enyl)-benzene

1,3,5-tris-{4-(chloromethyl-dimethyl-silanyl)-1,1-bis-[3-(chloromethyl-dimethyl-silanyl)-propyl]-butyl}-benzene

1,3,5-tris-{4-(chloromethyl-dimethyl-silanyl)-1,1-bis-[3-(chloromethyl-dimethyl-silanyl)-propyl]-butyl}-benzene

Conditions
ConditionsYield
With bis(η2:η2-1,3-divinyltetramethyl)platinum(0) In diethyl ether; xylene at 20℃; for 72h;98%
chloroplatinic acid 1,1,3,3-tetramethyl-1,3-divinyldisiloxane complex at 20℃; for 24h;
Kartsted catalyst In diethyl ether at 20℃; for 13h;
chloromethyldimethylsilane
3144-74-9

chloromethyldimethylsilane

(1R,3S,7R,9S)-5,5,11,11-tetraallyl-1,3,7,9-tetraphenyl-2,4,6,8,10,12,13,14-octaoxa-1,3,5,7,9,11-hexasilatricyclo[7.3.1.13,7]tetradecane

(1R,3S,7R,9S)-5,5,11,11-tetraallyl-1,3,7,9-tetraphenyl-2,4,6,8,10,12,13,14-octaoxa-1,3,5,7,9,11-hexasilatricyclo[7.3.1.13,7]tetradecane

5,5,11,11-tetrakis(3-((chloromethyl)dimethylsilyl)propyl)-1,3,7,9-tetraphenyl-2,4,6,8,10,12,13,14-octaoxa-1,3,5,7,9,11-hexasilatricyclo[7.3.1.13,7]tetradecane

5,5,11,11-tetrakis(3-((chloromethyl)dimethylsilyl)propyl)-1,3,7,9-tetraphenyl-2,4,6,8,10,12,13,14-octaoxa-1,3,5,7,9,11-hexasilatricyclo[7.3.1.13,7]tetradecane

Conditions
ConditionsYield
With platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex In toluene at 25 - 40℃; for 16h; Inert atmosphere;95%
chloromethyldimethylsilane
3144-74-9

chloromethyldimethylsilane

1-bromo-4-ethenyl-benzene
2039-82-9

1-bromo-4-ethenyl-benzene

C11H16BrClSi
124789-74-8

C11H16BrClSi

Conditions
ConditionsYield
dihydrogen hexachloroplatinate In toluene at 20℃;94%
chloromethyldimethylsilane
3144-74-9

chloromethyldimethylsilane

5-benzyloxy-1-pentyne
57618-47-0

5-benzyloxy-1-pentyne

(5-(benzyloxy)pent-1-en-2-yl)(chloromethyl)dimethylsilane
1345668-23-6

(5-(benzyloxy)pent-1-en-2-yl)(chloromethyl)dimethylsilane

Conditions
ConditionsYield
With cyclopentadienylruthenium(II) trisacetonitrile hexafluorophosphate In acetone at 5℃; for 2h; Inert atmosphere; Cooling;94%
chloromethyldimethylsilane
3144-74-9

chloromethyldimethylsilane

4-triallylmethylphenol
224191-80-4

4-triallylmethylphenol

4-{4-(chloromethyl-dimethyl-silanyl)-1,1-bis-[3-(chloromethyl-dimethyl-silanyl)-propyl]-butyl}-phenol
387339-00-6

4-{4-(chloromethyl-dimethyl-silanyl)-1,1-bis-[3-(chloromethyl-dimethyl-silanyl)-propyl]-butyl}-phenol

Conditions
ConditionsYield
In diethyl ether at 20℃; for 48h;91%
chloroplatinic acid 1,1,3,3-tetramethyl-1,3-divinyldisiloxane complex In diethyl ether at 20 - 35℃; for 48h;85%
chloroplatinic acid 1,1,3,3-tetramethyl-1,3-divinyldisiloxane complex In diethyl ether at 20 - 50℃; for 48h;85%
With chloroplatinic acid 1,1,3,3-tetramethyl-1,3-divinyldisiloxane complex In tetrahydrofuran at 40℃; for 24h; Inert atmosphere;
With platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex In diethyl ether at 20℃; for 24h;
chloromethyldimethylsilane
3144-74-9

chloromethyldimethylsilane

carbon dioxide
124-38-9

carbon dioxide

diethylamine
109-89-7

diethylamine

(chloromethyl)dimethylsilyl diethylcarbamate
64128-88-7

(chloromethyl)dimethylsilyl diethylcarbamate

Conditions
ConditionsYield
at 50℃; for 5h; N-siloxycarbonylation;90.8%
chloromethyldimethylsilane
3144-74-9

chloromethyldimethylsilane

diethylamine
109-89-7

diethylamine

(diethylaminomethyl)dimethylsilane

(diethylaminomethyl)dimethylsilane

Conditions
ConditionsYield
In hexane for 10h; amination; Heating;90.7%
chloromethyldimethylsilane
3144-74-9

chloromethyldimethylsilane

{Methyl-[2-(methyl-[2-(methyl-divinyl-silanyl)-ethyl]-{2-[tris-(2-{methyl-bis-[2-(methyl-divinyl-silanyl)-ethyl]-silanyl}-ethyl)-silanyl]-ethyl}-silanyl)-ethyl]-vinyl-silanyl}-ethene

{Methyl-[2-(methyl-[2-(methyl-divinyl-silanyl)-ethyl]-{2-[tris-(2-{methyl-bis-[2-(methyl-divinyl-silanyl)-ethyl]-silanyl}-ethyl)-silanyl]-ethyl}-silanyl)-ethyl]-vinyl-silanyl}-ethene

C116H276Cl16Si29

C116H276Cl16Si29

Conditions
ConditionsYield
With platinum divinyltetramethyldisiloxane In tetrahydrofuran at 54℃; for 22h;90%
chloromethyldimethylsilane
3144-74-9

chloromethyldimethylsilane

1-(1,1-diallyl-but-3-enyl)-4-methylsulfanyl-benzene
289699-82-7

1-(1,1-diallyl-but-3-enyl)-4-methylsulfanyl-benzene

1-{4-(chloromethyl-dimethyl-silanyl)-1,1-bis-[3-(chloromethyl-dimethyl-silanyl)-propyl]-butyl}-4-methylsulfanyl-benzene
527698-51-7

1-{4-(chloromethyl-dimethyl-silanyl)-1,1-bis-[3-(chloromethyl-dimethyl-silanyl)-propyl]-butyl}-4-methylsulfanyl-benzene

Conditions
ConditionsYield
In diethyl ether at 20℃; for 48h;90%
chloromethyldimethylsilane
3144-74-9

chloromethyldimethylsilane

Allyl acetate
591-87-7

Allyl acetate

3-(chloromethyldimethylsilanyl)propyl ethanoate
499773-71-6

3-(chloromethyldimethylsilanyl)propyl ethanoate

Conditions
ConditionsYield
With dihydrogen hexachloroplatinate In tetrahydrofuran; isopropyl alcohol for 2h; Heating;88%
chloromethyldimethylsilane
3144-74-9

chloromethyldimethylsilane

tetraallylsilane
1112-66-9

tetraallylsilane

1-(chloromethyl-dimethyl-silanyl)-3-{tris-[3-(chloromethyl-dimethyl-silanyl)-propyl]-silanyl}-propane
441322-81-2

1-(chloromethyl-dimethyl-silanyl)-3-{tris-[3-(chloromethyl-dimethyl-silanyl)-propyl]-silanyl}-propane

Conditions
ConditionsYield
With Speier's catalyst In toluene at 60℃; for 5h; Inert atmosphere;87%
With dihydrogen hexachloroplatinate In tetrahydrofuran at 70℃; for 12h;76%
bis(tetrabutylammonium) hexachloroplatinate(IV) In dichloromethane at 45℃;
chloromethyldimethylsilane
3144-74-9

chloromethyldimethylsilane

allyl-trimethyl-silane
762-72-1

allyl-trimethyl-silane

(chloromethyl)dimethyl(3-(trimethylsilyl)propyl)silane
17891-75-7

(chloromethyl)dimethyl(3-(trimethylsilyl)propyl)silane

Conditions
ConditionsYield
platinum In tetrahydrofuran; toluene for 72h; Heating;87%
With 1,3-di(η2-vinyl)-1.1.3.3-tetramethyldisiloxane platinum(0) In tetrahydrofuran; toluene Cooling with ice; Reflux; Inert atmosphere;87%
chloromethyldimethylsilane
3144-74-9

chloromethyldimethylsilane

carbon dioxide
124-38-9

carbon dioxide

diethyl amine hydrochloride
660-68-4

diethyl amine hydrochloride

(chloromethyl)dimethylsilyl diethylcarbamate
64128-88-7

(chloromethyl)dimethylsilyl diethylcarbamate

Conditions
ConditionsYield
at 60℃; for 10h; N-siloxycarbonylation;86.9%
chloromethyldimethylsilane
3144-74-9

chloromethyldimethylsilane

2,2-dimethyl-3-trimethylsilyl-1,3-oxazolidin-4-one

2,2-dimethyl-3-trimethylsilyl-1,3-oxazolidin-4-one

2,2-dimethyl-3-(dimethylchlorosilylmethyl)-1,3-oxazolidin-4-one

2,2-dimethyl-3-(dimethylchlorosilylmethyl)-1,3-oxazolidin-4-one

Conditions
ConditionsYield
at 110 - 120℃; Substitution;86%
chloromethyldimethylsilane
3144-74-9

chloromethyldimethylsilane

methyl vinyl ketone
78-94-4

methyl vinyl ketone

Chloromethyl-dimethyl-((Z)-1-methyl-propenyloxy)-silane

Chloromethyl-dimethyl-((Z)-1-methyl-propenyloxy)-silane

Conditions
ConditionsYield
HRh(PPh3)4 for 1.5h; Ambient temperature;85%
chloromethyldimethylsilane
3144-74-9

chloromethyldimethylsilane

carbon dioxide
124-38-9

carbon dioxide

diethylammonium diethylcarbamate
64882-07-1

diethylammonium diethylcarbamate

(chloromethyl)dimethylsilyl diethylcarbamate
64128-88-7

(chloromethyl)dimethylsilyl diethylcarbamate

Conditions
ConditionsYield
for 5h; dehydrocondensation; Heating;84.6%
chloromethyldimethylsilane
3144-74-9

chloromethyldimethylsilane

(n-butylaminomethyl)dimethylmethoxysilane
53677-54-6

(n-butylaminomethyl)dimethylmethoxysilane

[(chloromethyldimethylsilyl)butylaminomethyl]methoxydimethylsilane

[(chloromethyldimethylsilyl)butylaminomethyl]methoxydimethylsilane

Conditions
ConditionsYield
at 65℃; for 3h; dehydrocondensation;84.6%
chloromethyldimethylsilane
3144-74-9

chloromethyldimethylsilane

carbon dioxide
124-38-9

carbon dioxide

(n-butylaminomethyl)dimethylmethoxysilane
53677-54-6

(n-butylaminomethyl)dimethylmethoxysilane

(chloromethyl)dimethylsilyl N-butyl-N-(methoxydimethylsilylmethyl)carbamate

(chloromethyl)dimethylsilyl N-butyl-N-(methoxydimethylsilylmethyl)carbamate

Conditions
ConditionsYield
at 55℃; for 5h; N-siloxycarbonylation;83.9%
chloromethyldimethylsilane
3144-74-9

chloromethyldimethylsilane

cyclohexenone
930-68-7

cyclohexenone

Chloromethyl-(cyclohex-1-enyloxy)-dimethyl-silane

Chloromethyl-(cyclohex-1-enyloxy)-dimethyl-silane

Conditions
ConditionsYield
HRh(PPh3)4 for 0.5h; Ambient temperature;83%
chloromethyldimethylsilane
3144-74-9

chloromethyldimethylsilane

Chloromethyl-((Z)-1-ethyl-but-1-enyloxy)-dimethyl-silane

Chloromethyl-((Z)-1-ethyl-but-1-enyloxy)-dimethyl-silane

Conditions
ConditionsYield
HRh(PPh3)4 for 10h; Ambient temperature;83%
chloromethyldimethylsilane
3144-74-9

chloromethyldimethylsilane

diphenylphosphane
829-85-6

diphenylphosphane

((dimethylsilyl)methyl)diphenylphosphane
86934-50-1

((dimethylsilyl)methyl)diphenylphosphane

Conditions
ConditionsYield
Stage #1: diphenylphosphane With n-butyllithium In tetrahydrofuran; hexane at -80 - 20℃; for 3.5h; Inert atmosphere; Schlenk technique;
Stage #2: chloromethyldimethylsilane In tetrahydrofuran; hexane at -40 - 20℃; Schlenk technique; Inert atmosphere;
83%
chloromethyldimethylsilane
3144-74-9

chloromethyldimethylsilane

ethyl (R)-3-(benzyloxy)hexanoate

ethyl (R)-3-(benzyloxy)hexanoate

(R)-(4-(benzyloxy)-2-methyleneheptyl)dimethylsilane

(R)-(4-(benzyloxy)-2-methyleneheptyl)dimethylsilane

Conditions
ConditionsYield
Stage #1: chloromethyldimethylsilane With magnesium In tetrahydrofuran for 2h; Inert atmosphere; Reflux;
Stage #2: ethyl (R)-3-(benzyloxy)hexanoate With cerium(III) chloride In tetrahydrofuran at -78 - 20℃; for 17h; Inert atmosphere;
83%
chloromethyldimethylsilane
3144-74-9

chloromethyldimethylsilane

C56H52O14Si10

C56H52O14Si10

C68H88Cl4O14Si14

C68H88Cl4O14Si14

Conditions
ConditionsYield
With platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex In toluene at 40℃; for 16h; Inert atmosphere; Schlenk technique;81%
diazoacetic acid ethyl ester
623-73-4

diazoacetic acid ethyl ester

chloromethyldimethylsilane
3144-74-9

chloromethyldimethylsilane

ethyl <(chloromethyl)dimethylsilyl>acetate
13950-54-4

ethyl <(chloromethyl)dimethylsilyl>acetate

Conditions
ConditionsYield
Product distribution; multistep reaction; new method for synthesis of ethyl silylacetates;80%
copper 1) 90 deg C, 2) 90 deg C; Yield given. Multistep reaction;
chloromethyldimethylsilane
3144-74-9

chloromethyldimethylsilane

4,4-dimethylcyclohexenone
1073-13-8

4,4-dimethylcyclohexenone

Chloromethyl-(4,4-dimethyl-cyclohex-1-enyloxy)-dimethyl-silane

Chloromethyl-(4,4-dimethyl-cyclohex-1-enyloxy)-dimethyl-silane

Conditions
ConditionsYield
HRh(PPh3)4 for 4h; Ambient temperature;80%
chloromethyldimethylsilane
3144-74-9

chloromethyldimethylsilane

4-pentenyl acetate
1576-85-8

4-pentenyl acetate

5-(chloromethyldimethylsilanyl)pentyl ethanoate
499773-73-8

5-(chloromethyldimethylsilanyl)pentyl ethanoate

Conditions
ConditionsYield
With dihydrogen hexachloroplatinate In tetrahydrofuran; isopropyl alcohol for 2h; Heating;80%
chloromethyldimethylsilane
3144-74-9

chloromethyldimethylsilane

3-[Allyl-methyl-(3-{tris-[3-(diallyl-methyl-silanyl)-propyl]-silanyl}-propyl)-silanyl]-propene
175168-00-0

3-[Allyl-methyl-(3-{tris-[3-(diallyl-methyl-silanyl)-propyl]-silanyl}-propyl)-silanyl]-propene

1-{bis-[3-(chloromethyl-dimethyl-silanyl)-propyl]-methyl-silanyl}-3-[tris-(3-{bis-[3-(chloromethyl-dimethyl-silanyl)-propyl]-methyl-silanyl}-propyl)-silanyl]-propane

1-{bis-[3-(chloromethyl-dimethyl-silanyl)-propyl]-methyl-silanyl}-3-[tris-(3-{bis-[3-(chloromethyl-dimethyl-silanyl)-propyl]-methyl-silanyl}-propyl)-silanyl]-propane

Conditions
ConditionsYield
With Speier's catalyst In toluene at 60℃; for 5h; Inert atmosphere;80%
With dihydrogen hexachloroplatinate In tetrahydrofuran Heating;70%
chloromethyldimethylsilane
3144-74-9

chloromethyldimethylsilane

1,1-dimethylhydrazine
57-14-7

1,1-dimethylhydrazine

(N,N-dimethylhydrazinomethyl)dimethylsilane

(N,N-dimethylhydrazinomethyl)dimethylsilane

Conditions
ConditionsYield
In hexane at 40℃; for 5h; Alkylation;79.6%

Chloromethyl(dimethyl)silane Specification

The CAS register number of Silane,(chloromethyl)dimethyl- is 3144-74-9. It also can be called as Dimethyl(chloromethyl)silane and the systematic name about this chemical is (chloromethyl)(dimethyl)silane. The molecular formula about this chemical is C3H9ClSi and the molecular weight is 108.64. It belongs to the following product categories which include Organometallic Reagents; Organosilicon; Others and so on.

Physical properties about Silane,(chloromethyl)dimethyl- are: (1)ACD/LogP: 1.75; (2)ACD/LogD (pH 5.5): 1.75; (3)ACD/LogD (pH 7.4): 1.75; (4)ACD/BCF (pH 5.5): 12.57; (5)ACD/BCF (pH 7.4): 12.57; (6)ACD/KOC (pH 5.5): 213.04; (7)ACD/KOC (pH 7.4): 213.04; (8)#Freely Rotating Bonds: 1; (9)Enthalpy of Vaporization: 30.89 kJ/mol; (10)Boiling Point: 81.6 °C at 760 mmHg; (11)Vapour Pressure: 90.3 mmHg at 25°C.

Preparation: this chemical can be prepared by chloro-chloromethyl-dimethyl-silane. This reaction will need reagent LiAlH4.

Uses of Silane,(chloromethyl)dimethyl-: it can be used to produce 1-chloro-2,2,5,5-tetramethyl-2-silahexane with 3,3-dimethyl-but-1-ene. This reaction will need reagent H2PtCl6.

When you are using this chemical, please be cautious about it as the following:
This chemical is highly flammable. If you want to store this chemical, please keep container tightly closed and keep away from sources of ignition. If you want to use it, please do not empty into drains. When you are using it, please take precautionary measures against static discharges.

You can still convert the following datas into molecular structure:
(1)SMILES: ClC[SiH](C)C
(2)InChI: InChI=1/C3H9ClSi/c1-5(2)3-4/h5H,3H2,1-2H3
(3)InChIKey: BHLKIZCNPYDMOY-UHFFFAOYAC
(4)Std. InChI: InChI=1S/C3H9ClSi/c1-5(2)3-4/h5H,3H2,1-2H3
(5)Std. InChIKey: BHLKIZCNPYDMOY-UHFFFAOYSA-N

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