Product Name

  • Name

    Tetramethylsilane

  • EINECS 200-899-1
  • CAS No. 75-76-3
  • Article Data150
  • CAS DataBase
  • Density 0.677 g/cm3
  • Solubility Soluble in methanol, diethyl ether.Insoluble in cold water.
  • Melting Point -27 °C
  • Formula C4H12Si
  • Boiling Point 26.8 °C at 760 mmHg
  • Molecular Weight 88.2248
  • Flash Point -27℃
  • Transport Information UN 2749
  • Appearance Colorless clear liquid
  • Safety 16-33-9
  • Risk Codes 12
  • Molecular Structure Molecular Structure of 75-76-3 (Tetramethylsilane)
  • Hazard Symbols HighlyF+
  • Synonyms NSC 5210;T2050;TMS (silane derivative);Tetramethylsilane;
  • PSA 0.00000
  • LogP 1.95440

Synthetic route

tris(trimethylsilylmethyl)gallium
72708-53-3

tris(trimethylsilylmethyl)gallium

trimethylamine hydrochloride
593-81-7

trimethylamine hydrochloride

A

tetramethylsilane
75-76-3

tetramethylsilane

B

Ga(3+)*2CH2Si(CH3)3(1-)*Cl(1-)*N(CH3)3=Ga(CH2Si(CH3)3)2Cl*N(CH3)3
72709-13-8

Ga(3+)*2CH2Si(CH3)3(1-)*Cl(1-)*N(CH3)3=Ga(CH2Si(CH3)3)2Cl*N(CH3)3

Conditions
ConditionsYield
In benzene under N2 or Ar mixt. in stoich. quantity stirred at room temp. for 2 h; volatile components removed by vac. distn., crude product sublimed at 32°C; elem. anal.;A 100%
B 98.5%
tris(trimethylsilylmethyl)gallium
72708-53-3

tris(trimethylsilylmethyl)gallium

A

tetramethylsilane
75-76-3

tetramethylsilane

B

Ga2(6+)*2CH2Si(CH3)3(1-)*4Cl(1-)=[GaCl2(CH2Si(CH3)3)]2

Ga2(6+)*2CH2Si(CH3)3(1-)*4Cl(1-)=[GaCl2(CH2Si(CH3)3)]2

Conditions
ConditionsYield
With HCl under inert gas at 25°C for 12 h with 1:2 GaR3:HCl; vac. sublimation at 50°C; elem. anal.;A 99.6%
B 91%
tris(trimethylsilylmethyl)gallium
72708-53-3

tris(trimethylsilylmethyl)gallium

A

tetramethylsilane
75-76-3

tetramethylsilane

B

Ga2(6+)*2CH2Si(CH3)3(1-)*4Br(1-)=[GaBr2(CH2Si(CH3)3)]2

Ga2(6+)*2CH2Si(CH3)3(1-)*4Br(1-)=[GaBr2(CH2Si(CH3)3)]2

Conditions
ConditionsYield
With HBr under inert gas at 25°C for 12 h with 1:2 GaR3:HBr; extn. with benzene;A 99.5%
B 94.2%
tris(trimethylsilylmethyl)gallium
72708-53-3

tris(trimethylsilylmethyl)gallium

A

tetramethylsilane
75-76-3

tetramethylsilane

B

[Ga(CH2Si(CH3)3)2Br]2
72708-90-8

[Ga(CH2Si(CH3)3)2Br]2

Conditions
ConditionsYield
With HBr under inert gas at 25°C for 12 h with 1:1 GaR3:HBr; recrystn. from benzene;A 99.2%
B 94%
tris(trimethylsilylmethyl)gallium
72708-53-3

tris(trimethylsilylmethyl)gallium

A

((trimethylsilyl)methyl)gallium(III) chloride
72708-38-4, 72708-39-5

((trimethylsilyl)methyl)gallium(III) chloride

B

tetramethylsilane
75-76-3

tetramethylsilane

C

Ga2(6+)*2CH2Si(CH3)3(1-)*4Cl(1-)=[GaCl2(CH2Si(CH3)3)]2

Ga2(6+)*2CH2Si(CH3)3(1-)*4Cl(1-)=[GaCl2(CH2Si(CH3)3)]2

Conditions
ConditionsYield
With HCl In benzene HCl added in three equimolar portions by vac. distn. at -196°C, after each addn. mixt. warmed to room temp. and stirred for 1 h; volatile products fractionally distd., nonvolatile products extd. with n-pentane, insol. component collected, identified as Ga(CH2SiMe3)2Cl (elem. anal.), sol. fraction mixt. of Ga(CH2SiMe3)Cl2 and Ga(CH2SiMe3)3;A 50.5%
B 99.2%
C n/a
diphenylphosphane
829-85-6

diphenylphosphane

diisopropyl-carbodiimide
693-13-0

diisopropyl-carbodiimide

A

N,N′-diisopropyl-1,1-diphenylphosphanecarboximidamide
790655-23-1, 642494-33-5

N,N′-diisopropyl-1,1-diphenylphosphanecarboximidamide

B

tetramethylsilane
75-76-3

tetramethylsilane

Conditions
ConditionsYield
With C35H66Si3Y(1-)*C14H30LiO4(1+) In tetrahydrofuran at 80℃; for 1h; Mechanism; Reagent/catalyst; Solvent; Temperature; Schlenk technique; Inert atmosphere;A 97%
B n/a
tris{(trimethylsilyl)methyl}indium
69833-15-4

tris{(trimethylsilyl)methyl}indium

diphenylphosphane
829-85-6

diphenylphosphane

A

tetramethylsilane
75-76-3

tetramethylsilane

B

(((CH3)3SiCH2)2InP(C6H5)2)2

(((CH3)3SiCH2)2InP(C6H5)2)2

Conditions
ConditionsYield
In pentane byproducts: SiMe4; The reagents in benzene were combined in a reaction tube, evacuated and heated at 55°C for 7 d;; mixt. was cooled to -78°C, filtered, washed with benzene, recrystd. from pentane at -78°C; elem. anal.;;A 95%
B 93%
In pentane The reagents were combined in a reaction tube, evacuated and heated at 55°C for 3 d;; mixt. was cooled to -78°C, filtered, washed with pentane at -20°C; elem. anal.;;A n/a
B 94%
Hexamethyldisiloxane
107-46-0

Hexamethyldisiloxane

tetramethylsilane
75-76-3

tetramethylsilane

Conditions
ConditionsYield
With iodine; (3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid Heating;92%
With iodine; (3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid Mechanism; Heating; other permethyloligosiloxanes;92%
(η5-C5Me5)(PMe3)2Ru(CH2SiMe3)
87640-52-6

(η5-C5Me5)(PMe3)2Ru(CH2SiMe3)

methyldiphenylsilane
776-76-1

methyldiphenylsilane

A

tetramethylsilane
75-76-3

tetramethylsilane

B

(η5-C5Me5)(PMe3)2ruthenium(Si(phenyl)2Me)

(η5-C5Me5)(PMe3)2ruthenium(Si(phenyl)2Me)

Conditions
ConditionsYield
In toluene In inert atmosphere, heating of Ru-complex with HSiEt3 (90°C, 9 h).; Evapn. in vac., recrystn. (toluene), elem. anal.;A n/a
B 92%
(η5-C5Me5)(PMe3)2Ru(CH2SiMe3)
87640-52-6

(η5-C5Me5)(PMe3)2Ru(CH2SiMe3)

Triethoxysilane
998-30-1

Triethoxysilane

A

tetramethylsilane
75-76-3

tetramethylsilane

B

(η5-C5Me5)(PMe3)ruthenium{Si(OEt)3}2H

(η5-C5Me5)(PMe3)ruthenium{Si(OEt)3}2H

C

trimethylphosphane
594-09-2

trimethylphosphane

Conditions
ConditionsYield
In inert atmosphere, heating of Ru-complex with HSi(OEt)3 (80°C, 12 h, closed vessel), briefly pumping to remove PMe3, continued heating (80°C, 6 h).; Evapn. in vac. gives a waxy solid, recrystn. (acetone), elem. anal.;A n/a
B 92%
C n/a
Octamethyltrisiloxane
107-51-7

Octamethyltrisiloxane

tetramethylsilane
75-76-3

tetramethylsilane

Conditions
ConditionsYield
With iodine; (3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid Heating;90%
methyltrimethicone
17928-28-8

methyltrimethicone

tetramethylsilane
75-76-3

tetramethylsilane

Conditions
ConditionsYield
With iodine; (3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid Heating;90%
1,1,1,5,5,5-hexamethyl-3,3-bis(trimethylsiloxy)trisiloxane
3555-47-3

1,1,1,5,5,5-hexamethyl-3,3-bis(trimethylsiloxy)trisiloxane

tetramethylsilane
75-76-3

tetramethylsilane

Conditions
ConditionsYield
With iodine; (3S,3aS,4S,4aS,6S,8aR,8bR,11S)-6,11-dihydroxy-3-methyl-12-methylene-2-oxo-4a,6-ethano-3,8b-prop-1-enoperhydroindeno[1,2-b]furan-4-carboxylic acid Heating;90%
2-(Trimethylsilyl)ethanol
2916-68-9

2-(Trimethylsilyl)ethanol

tetramethylsilane
75-76-3

tetramethylsilane

Conditions
ConditionsYield
With To(M)Rh(CO)2 In benzene at 20℃; for 36h; Inert atmosphere; Irradiation;87%
chloro(trimethylsilyl)methyl lithium
63830-85-3

chloro(trimethylsilyl)methyl lithium

[diphenylmanganese]
20699-69-8

[diphenylmanganese]

A

biphenyl
92-52-4

biphenyl

B

tetramethylsilane
75-76-3

tetramethylsilane

C

benzyltrimethylsilane
770-09-2

benzyltrimethylsilane

Conditions
ConditionsYield
With hydrogenchloride In tetrahydrofuran mixing of MnPh2 with Li-salt in THF (molar ratio 1:2, -78°C, 1 h), rise of temp. to 25°C (over 1 h); gas liquid chromy. after quenching with 2 N HCl;A 4%
B n/a
C 82%
potassium hydride

potassium hydride

tris{(trimethylsilyl)methyl}indium
69833-15-4

tris{(trimethylsilyl)methyl}indium

A

tetramethylsilane
75-76-3

tetramethylsilane

B

K(1+)*In(CH2Si(CH3)3)3H(1-)=KIn(CH2Si(CH3)3)3H
87461-82-3

K(1+)*In(CH2Si(CH3)3)3H(1-)=KIn(CH2Si(CH3)3)3H

C

hydrogen
1333-74-0

hydrogen

Conditions
ConditionsYield
In pentane under N2, pentane added to KH, In-compd. (molar ratio 1:3) added, frozen to -196°C, evacuated, warmed to room temp., stirred for 3 d, opened; filtered, washed with pentane, solvent removed, benzene added, warmed to room temp., filtered, solvent removed by vac. distn.;A 0%
B 80.9%
C 0%
tetra-n-butylammonium nitridotetrakis(trimethylsilylmethyl)ruthenium(VI)
102649-21-8

tetra-n-butylammonium nitridotetrakis(trimethylsilylmethyl)ruthenium(VI)

cis-tetra-n-butylammonium nitridodochlorobis(trimethylsilylmethyl)ruthenium(VI)
112817-65-9

cis-tetra-n-butylammonium nitridodochlorobis(trimethylsilylmethyl)ruthenium(VI)

B

tetramethylsilane
75-76-3

tetramethylsilane

Conditions
ConditionsYield
With HCl In toluene bubbling of HCl(g) to the Ru compd. in toluene at room temp. for 1 h; evapn. (vacuum), washing with hexane and recrystn. from toluene-hexane at -30°C; elem. anal.;A 79%
B n/a
With HCl In diethyl ether addn. of excess of HCl(g) to the Ru compd. in ether under N2 at -78°C, warming to room temp. and stirring for 40-60 min; evapn. (vacuum), washing with hexane and recrystn. from toluene-hexane at -30°C; elem. anal.;A 71%
B n/a
(η5-C5Me5)(PMe3)2Ru(CH2SiMe3)
87640-52-6

(η5-C5Me5)(PMe3)2Ru(CH2SiMe3)

diphenylsilyl chloride
1631-83-0

diphenylsilyl chloride

A

tetramethylsilane
75-76-3

tetramethylsilane

B

(η5-C5Me5)(PMe3)ruthenium{Si(phenyl)2Cl}2H

(η5-C5Me5)(PMe3)ruthenium{Si(phenyl)2Cl}2H

C

trimethylphosphane
594-09-2

trimethylphosphane

Conditions
ConditionsYield
In inert atmosphere, heating of Ru-complex with HSi(Ph2Cl)3 (110°C, 16 h, closed vessel, stirring), periodic pumping to remove PMe3.; Cooling to room temp., addn. of pentane, cooling (-78°C, 6 h), filtn. of pale yellow crystals, washing (pentane, -78°C), drying in vac, elem. anal.;A n/a
B 78%
C n/a
(η5-C5Me5)(PMe3)2Ru(CH2SiMe3)
87640-52-6

(η5-C5Me5)(PMe3)2Ru(CH2SiMe3)

HSiPh3
789-25-3

HSiPh3

A

tetramethylsilane
75-76-3

tetramethylsilane

B

(η5-C5Me5)(PMe3)2ruthenium(Si(phenyl)3)

(η5-C5Me5)(PMe3)2ruthenium(Si(phenyl)3)

Conditions
ConditionsYield
In toluene In inert atmosphere, heating of Ru-complex with HSiEt3 (100°C, 6 h).; Cooling (6 h, -50°C), filtn., drying in vac., elem. anal.;A n/a
B 78%
chloro(trimethylsilyl)methyl lithium
63830-85-3

chloro(trimethylsilyl)methyl lithium

Dibenzol-chrom(II)
13518-85-9

Dibenzol-chrom(II)

A

biphenyl
92-52-4

biphenyl

B

tetramethylsilane
75-76-3

tetramethylsilane

C

benzyltrimethylsilane
770-09-2

benzyltrimethylsilane

Conditions
ConditionsYield
With hydrogenchloride In tetrahydrofuran mixing of CrPh2 with Li-salt in THF (molar ratio 1:1.5, -78°C, 1 h), rise of temp. to 25°C (over 1 h); gas liquid chromy. after quenching with 2 N HCl;A n/a
B n/a
C 76%
Li(1+)*4O(C2H5)2*Lu(3+)*4CH2Si(CH3)3(1-) = {Li(O(C2H5)2)4}{Lu(CH2Si(CH3)3)4}

Li(1+)*4O(C2H5)2*Lu(3+)*4CH2Si(CH3)3(1-) = {Li(O(C2H5)2)4}{Lu(CH2Si(CH3)3)4}

A

tetramethylsilane
75-76-3

tetramethylsilane

B

Li(1+)*Lu(3+)*2CH2Si(CH3)3(1-)*CHSi(CH3)3(2-) = Li{Lu(CH2Si(CH3)3)2CHSi(CH3)3}

Li(1+)*Lu(3+)*2CH2Si(CH3)3(1-)*CHSi(CH3)3(2-) = Li{Lu(CH2Si(CH3)3)2CHSi(CH3)3}

Conditions
ConditionsYield
In benzene kept at room temp. for 7 d; removal of solvent, dissoln. in pentane and cooled to -10°C;A n/a
B 76%
chloro(trimethylsilyl)methyl lithium
63830-85-3

chloro(trimethylsilyl)methyl lithium

Diphenylkobalt
20537-43-3

Diphenylkobalt

A

biphenyl
92-52-4

biphenyl

B

tetramethylsilane
75-76-3

tetramethylsilane

C

benzyltrimethylsilane
770-09-2

benzyltrimethylsilane

Conditions
ConditionsYield
With hydrogenchloride In tetrahydrofuran mixing of CoPh2 with Li-salt in THF (molar ratio 1:1.5, -78°C, 1 h), rise of temp. to 25°C (over 1 h); gas liquid chromy. after quenching with 2 N HCl;A 70%
B n/a
C 12%
{(η5-C5H5)2Zr(p-Tol)2}

{(η5-C5H5)2Zr(p-Tol)2}

chloro(trimethylsilyl)methyl lithium
63830-85-3

chloro(trimethylsilyl)methyl lithium

A

tetramethylsilane
75-76-3

tetramethylsilane

B

(4,4'-dimethyl-1,1'-biphenyl)
613-33-2

(4,4'-dimethyl-1,1'-biphenyl)

C

1-((trimethylsilyl)methyl)-4-methylbenzene
7450-04-6

1-((trimethylsilyl)methyl)-4-methylbenzene

Conditions
ConditionsYield
With hydrogenchloride In tetrahydrofuran mixing of Zr-complex with Li-salt in THF (molar ratio 1:1, -78°C, 1 h), rise of temp. to 25°C (over 1 h); gas liquid chromy. after quenching with 2 N HCl;A n/a
B n/a
C 70%
{(C5H5)2Nb(CH2Si(CH3)3)Cl}(1+)*PF6(1-)={(C5H5)2Nb(CH2Si(CH3)3)Cl}PF6
106420-40-0

{(C5H5)2Nb(CH2Si(CH3)3)Cl}(1+)*PF6(1-)={(C5H5)2Nb(CH2Si(CH3)3)Cl}PF6

A

tetramethylsilane
75-76-3

tetramethylsilane

B

Hexamethyldisiloxane
107-46-0

Hexamethyldisiloxane

Conditions
ConditionsYield
With H2O In [(2)H6]acetone 1 equiv. of H2O in acetone-d6; not isolated; detected by NMR and GC;A <5
B 70%
triethylsilane
617-86-7

triethylsilane

(η5-C5Me5)(PMe3)2Ru(CH2SiMe3)
87640-52-6

(η5-C5Me5)(PMe3)2Ru(CH2SiMe3)

A

tetramethylsilane
75-76-3

tetramethylsilane

B

(η5-C5Me5)(PMe3)2ruthenium(SiEt3)

(η5-C5Me5)(PMe3)2ruthenium(SiEt3)

Conditions
ConditionsYield
In further solvent(s) In inert atmosphere, refluxing of Ru-complex in HSiEt3 (5 h).; Evapn. of yellow soln. to dryness, dissolving (pentane), concg., cooling (-40°C), elem. anal.;A n/a
B 68%
diphenylbis(η-cyclopentadienyl)zhafnium(IV)

diphenylbis(η-cyclopentadienyl)zhafnium(IV)

chloro(trimethylsilyl)methyl lithium
63830-85-3

chloro(trimethylsilyl)methyl lithium

A

biphenyl
92-52-4

biphenyl

B

tetramethylsilane
75-76-3

tetramethylsilane

C

benzyltrimethylsilane
770-09-2

benzyltrimethylsilane

Conditions
ConditionsYield
With hydrogenchloride In tetrahydrofuran mixing of Hf-complex with Li-salt in THF (molar ratio 1:1.3, -78°C, 1 h), rise of temp. to 25°C (over 1 h); gas liquid chromy. after quenching with 2 N HCl;A 2%
B n/a
C 65%
((C2H5)3P)2Ni(C6H5)2

((C2H5)3P)2Ni(C6H5)2

chloro(trimethylsilyl)methyl lithium
63830-85-3

chloro(trimethylsilyl)methyl lithium

A

biphenyl
92-52-4

biphenyl

B

tetramethylsilane
75-76-3

tetramethylsilane

C

benzyltrimethylsilane
770-09-2

benzyltrimethylsilane

Conditions
ConditionsYield
With hydrogenchloride In tetrahydrofuran mixing of (Et3P)2NiPh2 with Li-salt in THF (molar ratio 1:1.5, -78°C, 1 h), rise of temp. to 25°C (over 1 h); gas liquid chromy. after quenching with 2 N HCl;A 65%
B n/a
C 9%
octamethylcyclotetrasiloxane
556-67-2

octamethylcyclotetrasiloxane

A

tetramethylsilane
75-76-3

tetramethylsilane

B

trimethylsilyl iodide
16029-98-4

trimethylsilyl iodide

C

Hexamethyldisiloxane
107-46-0

Hexamethyldisiloxane

D

tetradecamethylhexasiloxane
107-52-8

tetradecamethylhexasiloxane

Conditions
ConditionsYield
With gallium(III) iodide at 140 - 170℃; for 5h; Yields of byproduct given;A 61%
B n/a
C n/a
D n/a
With gallium(III) iodide at 140 - 170℃; for 5h; Title compound not separated from byproducts;A 61%
B n/a
C n/a
D n/a
With gallium(III) iodide at 140 - 170℃; for 5h; Yield given; Title compound not separated from byproducts;A 61%
B n/a
C n/a
D n/a
octamethylcyclotetrasiloxane
556-67-2

octamethylcyclotetrasiloxane

A

tetramethylsilane
75-76-3

tetramethylsilane

B

trimethylsilyl iodide
16029-98-4

trimethylsilyl iodide

C

Hexamethyldisiloxane
107-46-0

Hexamethyldisiloxane

D

dodecamethyl-cyclohexasiloxane
540-97-6

dodecamethyl-cyclohexasiloxane

Conditions
ConditionsYield
With gallium(III) iodide at 140 - 170℃; for 5h; Yield given; Title compound not separated from byproducts;A 61%
B n/a
C n/a
D n/a
octamethylcyclotetrasiloxane
556-67-2

octamethylcyclotetrasiloxane

A

tetramethylsilane
75-76-3

tetramethylsilane

B

trimethylsilyl iodide
16029-98-4

trimethylsilyl iodide

C

Hexamethyldisiloxane
107-46-0

Hexamethyldisiloxane

D

hexadecamethylheptasiloxane
541-01-5

hexadecamethylheptasiloxane

Conditions
ConditionsYield
With gallium(III) iodide at 140 - 170℃; for 5h; Yield given; Title compound not separated from byproducts;A 61%
B n/a
C n/a
D n/a
tetramethylsilane
75-76-3

tetramethylsilane

chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

Conditions
ConditionsYield
With 1,2-dichloro-ethane; aluminium trichloride at 130℃; for 17h;100%
With hydrogenchloride; aluminium trichloride
With chlorine; iodine In tetrachloromethane at 30℃;
With hydrogenchloride
tetramethylsilane
75-76-3

tetramethylsilane

germaniumtetrachloride
10038-98-9

germaniumtetrachloride

A

chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

B

chlorotrimethylgermane
1529-47-1

chlorotrimethylgermane

C

tetramethylgermane
865-52-1

tetramethylgermane

Conditions
ConditionsYield
aluminium bromide In neat (no solvent) molar ratio Me4Si/GeCl4 = 2/1, at 180°C for 2.75 h, cooled; NMR, mass spectra, chromy.;A 100%
B 18%
C 82%
aluminium bromide In neat (no solvent) molar ratio Me4Si/GeCl4 = 2/1, at 180°C for 4.5 h, cooled; NMR, mass spectra, chromy.;A 100%
B 23%
C 77%
aluminium bromide In neat (no solvent) molar ratio Me4Si/GeCl4 = 2/1, at 200°C for 3.5 h, cooled; NMR, mass spectra, chromy.;A 100%
B 13%
C 87%
tetramethylsilane
75-76-3

tetramethylsilane

germaniumtetrachloride
10038-98-9

germaniumtetrachloride

A

chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

B

chlorotrimethylgermane
1529-47-1

chlorotrimethylgermane

C

dimethylsilicon dichloride
75-78-5

dimethylsilicon dichloride

Conditions
ConditionsYield
aluminium bromide In neat (no solvent) molar ratio Me4Si/GeCl4 = 2/1, at 200°C for 15 h, cooled; NMR, mass spectra, chromy.;A 50%
B 100%
C 50%
tetramethylsilane
75-76-3

tetramethylsilane

germaniumtetrachloride
10038-98-9

germaniumtetrachloride

A

methyltrichlorogermane
993-10-2

methyltrichlorogermane

B

dimethylsilicon dichloride
75-78-5

dimethylsilicon dichloride

C

dichlorodimethylgermanium
1529-48-2

dichlorodimethylgermanium

Conditions
ConditionsYield
aluminium bromide In neat (no solvent) molar ratio Me4Si/GeCl4 = 0.5/1, at 200°C for 28 h, cooled; NMR, mass spectra, chromy.;A 64%
B 100%
C 36%
tetramethylsilane
75-76-3

tetramethylsilane

germaniumtetrachloride
10038-98-9

germaniumtetrachloride

A

chlorotrimethylgermane
1529-47-1

chlorotrimethylgermane

B

dimethylsilicon dichloride
75-78-5

dimethylsilicon dichloride

C

dichlorodimethylgermanium
1529-48-2

dichlorodimethylgermanium

Conditions
ConditionsYield
aluminium bromide In neat (no solvent) molar ratio Me4Si/GeCl4 = 1/1, at 200°C for 56 h, cooled; NMR, mass spectra, chromy.;A 14%
B 100%
C 86%
tetramethylsilane
75-76-3

tetramethylsilane

trifluorormethanesulfonic acid
1493-13-6

trifluorormethanesulfonic acid

trimethylsilyl trifluoromethanesulfonate
27607-77-8

trimethylsilyl trifluoromethanesulfonate

Conditions
ConditionsYield
for 1h; Ambient temperature;99%
tetramethylsilane
75-76-3

tetramethylsilane

(η5-C5Me5)W(NO)(CH2CMe3)2

(η5-C5Me5)W(NO)(CH2CMe3)2

[(C5(CH3)5)W(NO)(CH2Si(CH3)3)(CH2C(CH3)3)]

[(C5(CH3)5)W(NO)(CH2Si(CH3)3)(CH2C(CH3)3)]

Conditions
ConditionsYield
reaction at 70°C for 2 days;99%
tetramethylsilane
75-76-3

tetramethylsilane

A

chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

B

N-chlorosulphonyl-methanesulphonamide

N-chlorosulphonyl-methanesulphonamide

Conditions
ConditionsYield
With bis(chlorosulfonyl)amine In dichloromethane at 30℃; for 18h; Yields of byproduct given;A n/a
B 97%
tetramethylsilane
75-76-3

tetramethylsilane

Cyclopentane
287-92-3

Cyclopentane

carbon monoxide
201230-82-2

carbon monoxide

1-cyclopentylethanone
6004-60-0

1-cyclopentylethanone

Conditions
ConditionsYield
With aluminum tri-bromide; 1,2-dibromomethane In tetrachloromethane at 0℃;97%
3-diethylaminopropyllithium
219614-89-8

3-diethylaminopropyllithium

tetramethylsilane
75-76-3

tetramethylsilane

Na(1+)*Co(CO)4(1-)*1.1((CH2)4O)=Na{Co(CO)4}*1.1((CH2)4O)

Na(1+)*Co(CO)4(1-)*1.1((CH2)4O)=Na{Co(CO)4}*1.1((CH2)4O)

Gallium trichloride
13450-90-3

Gallium trichloride

tetracarbonyl{(3-(diethylamino)propyl)methyl}galliocobalt

tetracarbonyl{(3-(diethylamino)propyl)methyl}galliocobalt

Conditions
ConditionsYield
In diethyl ether (inert gas); GaCl3 and SiMe4 is stirred under high vacuum, heated to 70-80°C, evapn. of the volatiles, residue is dissolved in Et2O, cooled to 0°C, dropwise addn. of the Li-salt in Et2O and after various steps addn. of the Co-complex; filtration, evapn. of the solvent, elem. anal.;96%
tetramethylsilane
75-76-3

tetramethylsilane

[(η5-C5Me5)W(NO)(CH2C(CH3)3)(η3-CH2CHCHPh)]

[(η5-C5Me5)W(NO)(CH2C(CH3)3)(η3-CH2CHCHPh)]

Cp*W(NO)(CH2SiMe3)(η3-CH2CHCHPh)

Cp*W(NO)(CH2SiMe3)(η3-CH2CHCHPh)

Conditions
ConditionsYield
at 85℃; for 9h; Sealed tube; Glovebox; Inert atmosphere;96%
tetramethylsilane
75-76-3

tetramethylsilane

tetradecanoyl chloride
112-64-1

tetradecanoyl chloride

pentadecan-2-one
2345-28-0

pentadecan-2-one

Conditions
ConditionsYield
With aluminium trichloride In dichloromethane for 4h; Ambient temperature;95%
tetramethylsilane
75-76-3

tetramethylsilane

germaniumtetrachloride
10038-98-9

germaniumtetrachloride

A

chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

B

chlorotrimethylgermane
1529-47-1

chlorotrimethylgermane

C

methyltrichlorogermane
993-10-2

methyltrichlorogermane

D

dimethylsilicon dichloride
75-78-5

dimethylsilicon dichloride

E

dichlorodimethylgermanium
1529-48-2

dichlorodimethylgermanium

Conditions
ConditionsYield
aluminium bromide In neat (no solvent) molar ratio Me4Si/GeCl4 = 1/1, at 200°C for 22 h, cooled; NMR, mass spectra, chromy.;A 6%
B 30%
C 15%
D 94%
E 56%
aluminium bromide In neat (no solvent) molar ratio Me4Si/GeCl4 = 0.5/1, at 200°C for 6 h, cooled; NMR, mass spectra, chromy.;A 26%
B 33%
C 30%
D 74%
E 37%
aluminium bromide In neat (no solvent) molar ratio Me4Si/GeCl4 = 1/1, at 200°C for 6 h, cooled; NMR, mass spectra, chromy.;A 60%
B 54%
C 11%
D 40%
E 35%
2-methyl-but-2-ene
513-35-9

2-methyl-but-2-ene

tetramethylsilane
75-76-3

tetramethylsilane

2,2-Dimethylbutane
75-83-2

2,2-Dimethylbutane

Conditions
ConditionsYield
With hydrogenchloride; aluminium trichloride In dichloromethane at 20℃; for 1h;92%
tetramethylsilane
75-76-3

tetramethylsilane

perfluorobutanesulfonic acid
375-73-5

perfluorobutanesulfonic acid

Nonafluorobutansulfonsaeure-trimethylsilylester
68734-62-3

Nonafluorobutansulfonsaeure-trimethylsilylester

Conditions
ConditionsYield
10°C;92%
tetramethylsilane
75-76-3

tetramethylsilane

1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

3,5-dibromo-1-trimethylsilylbenzene
17878-23-8

3,5-dibromo-1-trimethylsilylbenzene

Conditions
ConditionsYield
Stage #1: 1,3,5-trisbromobenzene With n-butyllithium In tetrahydrofuran; hexane; toluene at -78℃; for 0.25h; Inert atmosphere;
Stage #2: tetramethylsilane In tetrahydrofuran; hexane; toluene at -78 - 20℃; Inert atmosphere;
92%
tetramethylsilane
75-76-3

tetramethylsilane

germaniumtetrachloride
10038-98-9

germaniumtetrachloride

A

chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

B

chlorotrimethylgermane
1529-47-1

chlorotrimethylgermane

C

tetramethylgermane
865-52-1

tetramethylgermane

D

dimethylsilicon dichloride
75-78-5

dimethylsilicon dichloride

Conditions
ConditionsYield
aluminium bromide In neat (no solvent) molar ratio Me4Si/GeCl4 = 4/1, at 200°C for 8 h, cooled; NMR, mass spectra, chromy.;A 91%
B 60%
C 40%
D 9%
aluminium bromide In neat (no solvent) molar ratio Me4Si/GeCl4 = 0.33/1, at 200°C for 5 h, cooled; NMR, mass spectra, chromy.;A 89%
B 74%
C 26%
D 11%
aluminium bromide In neat (no solvent) molar ratio Me4Si/GeCl4 = 3/1, at 200°C for 21 h, cooled; NMR, mass spectra, chromy.;A 80%
B 80%
C 20%
D 20%
tetramethylsilane
75-76-3

tetramethylsilane

monosilane
7440-21-3

monosilane

Conditions
ConditionsYield
With lithium aluminium tetrahydride; calcium hydride at 55℃; for 5h; Inert atmosphere;90.6%

Tetramethylsilane Specification

The Tetramethylsilane, with the CAS registry number 75-76-3, is also known as Silane, tetramethyl-. It belongs to the product categories of Organics; Analytical Chemistry; NMR Spectrometry; Si (Classes of Silicon Compounds); Si-(C)4 Compounds; Standards for NMR; Alkyl Silanes; Organometallic Reagents; Organosilicon; Others Vapor Deposition Precursors; Precursors by Metal; NMR Reference Standards Alphabetic; NMR Stable Isotopes; NMR Organometallic Reagents; Analytical Standards; Others Alphabetic; Spectroscopy; TA - TE. Its EINECS registry number is 200-899-1. This chemical's molecular formula is C4H12Si and molecular weight is 88.22. Its IUPAC name is called tetramethylsilane. What's more, the product should be sealed and stored in cool, dry and well-ventilated place. TMS is a building block in organometallic chemistry but also finds use in diverse niche applications.

Physical properties of Tetramethylsilane: (1)ACD/LogP: 2.84; (2)ACD/LogD (pH 5.5): 2.84; (3)ACD/LogD (pH 7.4): 2.84; (4)ACD/BCF (pH 5.5): 84.26; (5)ACD/BCF (pH 7.4): 84.26; (6)ACD/KOC (pH 5.5): 831.72; (7)ACD/KOC (pH 7.4): 831.72; (8)Index of Refraction: 1.367; (9)Molar Refractivity: 29.29 cm3; (10)Molar Volume: 130.2 cm3; (11)Surface Tension: 13.6 dyne/cm; (12)Density: 0.677 g/cm3; (13)Enthalpy of Vaporization: 26.15 kJ/mol; (14)Boiling Point: 26.8 °C at 760 mmHg; (15)Vapour Pressure: 713 mmHg at 25°C.

Preparation of Tetramethylsilane: this chemical is a by-product of the production of methyl chlorosilanes, SiClx(CH3)4-x, via the direct process of reacting methyl chloride with silicon. The more useful products of this reaction are those for x = 1, 2, and 3.

Uses of Tetramethylsilane: it undergoes deprotonation upon treatment with butyllithium to give (H3C)3SiCH2Li. The latter, trimethylsilylmethyl lithium, is a relatively common alkylating agent. Tetramethylsilane is the accepted internal standard for calibrating chemical shift for 1H, 13C and 29Si NMR spectroscopy in organic solvents (where TMS is soluble). In water, where it is not soluble,sodium salts of DSS, 2,2-dimethyl-2-silapentane-5-sulfonate, is used instead. Because of its high volatility, TMS can easily be evaporated, which is convenient for recovery of samples analyzed by NMR spectroscopy.

When you are using this chemical, please be cautious about it as the following:
This chemical may cause damage to health. extremely flammable. It is harmful by inhalation and if swallowed. In addition, it is irritating to skin. You should keep it away from sources of ignition - No smoking. Whenever you will contact it, please wear suitable protective clothing. In case of accident or if you feel unwell seek medical advice immediately (show the label where possible).

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C[Si](C)(C)C
(2)InChI: InChI=1S/C4H12Si/c1-5(2,3)4/h1-4H3
(3)InChIKey: CZDYPVPMEAXLPK-UHFFFAOYSA-N

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