Product Name

  • Name

    Tetramethyl orthosilicate

  • EINECS 211-656-4
  • CAS No. 681-84-5
  • Article Data121
  • CAS DataBase
  • Density 0.977 g/cm3
  • Solubility hydrolysis in water
  • Melting Point -4 °C(lit.)
  • Formula C4H12O4Si
  • Boiling Point 121.207 °C at 760 mmHg
  • Molecular Weight 152.222
  • Flash Point 28.889 °C
  • Transport Information UN 2606 6.1/PG 1
  • Appearance Colorless transparent liquid
  • Safety 16-26-36/37/39-45-28A
  • Risk Codes 10-26-37/38-41
  • Molecular Structure Molecular Structure of 681-84-5 (Tetramethyl orthosilicate)
  • Hazard Symbols VeryT+
  • Synonyms Methylsilicate ((MeO)4Si) (6CI);Dynasil M;Methyl Silicate 28;Methyl Silicate 39;Methyl orthosilicate;Methyl silicate((CH3)4SiO4);Silane, tetramethoxy-;Siliconmethoxide (Si(OMe)4);Silicon tetramethoxide;Siluplex;Tetramethoxysilane;Tetramethyl silicate;Methyl silicate;
  • PSA 36.92000
  • LogP 0.00760

Synthetic route

methanol
67-56-1

methanol

tetramethylorthosilicate
681-84-5

tetramethylorthosilicate

Conditions
ConditionsYield
With amorphous silicon In hexane at 20℃; Temperature; Solvent; Inert atmosphere; Schlenk technique; Cooling with ice;98%
With nickel(II) sulphate; tetrachlorosilane; trichlorosilane In tetrachloromethane at 55 - 60℃; for 3h; Large scale;96.8%
Stage #1: methanol With iodine; silicon tetrafluoride; aluminium at 37℃; for 2.5h;
Stage #2: at 40℃; for 2.5h; Reflux;
86%
methanol
67-56-1

methanol

silicon tetrafluoride
7783-61-1

silicon tetrafluoride

magnesium
7439-95-4

magnesium

A

magnesium fluoride

magnesium fluoride

B

tetramethylorthosilicate
681-84-5

tetramethylorthosilicate

Conditions
ConditionsYield
Stage #1: methanol; magnesium With iodine at 20℃; for 1.5h; Inert atmosphere; Reflux;
Stage #2: silicon tetrafluoride Inert atmosphere;
Stage #3: at 300℃; for 2h; Catalytic behavior; Reagent/catalyst; Temperature; Calcination;
A 98%
B 85%
Stage #1: methanol; magnesium at 20℃; for 3h;
Stage #2: silicon tetrafluoride at 20℃; for 0.5h; Temperature;
silicon tetrafluoride
7783-61-1

silicon tetrafluoride

A

ammonium hexafluorosilicate

ammonium hexafluorosilicate

B

tetramethylorthosilicate
681-84-5

tetramethylorthosilicate

Conditions
ConditionsYield
With CH3OH; NH3 In methanol introduction of NH3 into CH3OH in absence of air; introduction of SiF4;; filtration; distn. of the filtrate;;A n/a
B 95%
With methanol; ammonia In methanol introduction of NH3 into CH3OH in absence of air; introduction of SiF4;; filtration; distn. of the filtrate;;A n/a
B 95%
(morpholinomethyl)hydrosilane
5625-96-7

(morpholinomethyl)hydrosilane

methanol
67-56-1

methanol

A

4-methyl-morpholine
109-02-4

4-methyl-morpholine

B

tetramethylorthosilicate
681-84-5

tetramethylorthosilicate

C

α-morpholine methyltrimethoxysilane
154206-90-3

α-morpholine methyltrimethoxysilane

Conditions
ConditionsYield
In neat (no solvent) at 0 - 5℃; for 5h; Mechanism; Inert atmosphere;A 5.5%
B 5.5%
C 90%
tetrachlorosilane
10026-04-7, 53609-55-5

tetrachlorosilane

methyl nitrite
624-91-9

methyl nitrite

tetramethylorthosilicate
681-84-5

tetramethylorthosilicate

Conditions
ConditionsYield
SiCl4 and a small excess of methylnitrite in absence of moisture under cooling; slow heating at about 120°C;;80%
tetrachlorosilane
10026-04-7, 53609-55-5

tetrachlorosilane

tetramethylorthosilicate
681-84-5

tetramethylorthosilicate

Conditions
ConditionsYield
With methanol In methanol fast addn. of SiCl4 to a small excess of CH3OH (ice bath);; fractional distn.;;80%
With CH3OH SiCl4 and CH3OH in presence of CH3COONa;;80%
With CH3OH In methanol fast addn. of SiCl4 to a small excess of CH3OH (ice bath);; fractional distn.;;80%
methanol
67-56-1

methanol

triethanolamine
102-71-6

triethanolamine

A

tetramethylorthosilicate
681-84-5

tetramethylorthosilicate

B

2C6H15NO3*F6Si(2-)*2H(1+)

2C6H15NO3*F6Si(2-)*2H(1+)

Conditions
ConditionsYield
Stage #1: methanol With Hexafluoropropene oxide at 20℃;
Stage #2: triethanolamine In methanol for 1h;
A n/a
B 71%
methanol
67-56-1

methanol

A

tetramethylorthosilicate
681-84-5

tetramethylorthosilicate

B

hexamethoxydisiloxane
4371-91-9

hexamethoxydisiloxane

Conditions
ConditionsYield
With copper(l) chloride; silicon at 250℃; under 159611 Torr; for 3h; Temperature; Pressure; Autoclave;A 70%
B n/a
silicon
7440-21-3

silicon

tetramethylorthosilicate
681-84-5

tetramethylorthosilicate

Conditions
ConditionsYield
With methanol In neat (no solvent) heating of Si at 1050°C in H2-atm. for 2 h in presence of Cu-oxide, Cu-halide or Cu-nitrate; dropwise addn. of CH3OH at 300°C;;50%
With methanol; copper In neat (no solvent) heating of Cu and Si at 1050°C in H2-atm. for 2 h; dropwise addn. of CH3OH at 300°C;;50%
With CH3OH; copper In neat (no solvent) heating of Cu and Si at 1050°C in H2-atm. for 2 h; dropwise addn. of CH3OH at 300°C;;50%
methanol
67-56-1

methanol

tris(silatranyloxyethyl)amine
29167-65-5

tris(silatranyloxyethyl)amine

tetramethylorthosilicate
681-84-5

tetramethylorthosilicate

Conditions
ConditionsYield
With hydrogenchloride38%
methanol
67-56-1

methanol

A

trimethoxysilane
2487-90-3

trimethoxysilane

B

tetramethylorthosilicate
681-84-5

tetramethylorthosilicate

Conditions
ConditionsYield
With amorphous silicon In paraffin oil at 300℃; for 6h; Reagent/catalyst; Solvent; Temperature; Inert atmosphere; Schlenk technique;A 24%
B 21%
With copper; silicon at 259.9℃; under 742.6 Torr; for 5h; Product distribution; preheating at 623 K for 3 h; other reaction times, temperatures, and partial pressures;
With copper(l) chloride; silicon at 219.9℃; under 442.5 Torr; Kinetics; temperature- and pressure dependence;
methanol
67-56-1

methanol

A

trimethoxysilane
2487-90-3

trimethoxysilane

B

tetramethylorthosilicate
681-84-5

tetramethylorthosilicate

C

dimethoxysilane
5314-52-3

dimethoxysilane

D

(dimethoxy)methylsilane
16881-77-9

(dimethoxy)methylsilane

Conditions
ConditionsYield
With thiophene; silicon grains; copper(l) chloride at 379.85℃; under 315.025 Torr;A n/a
B n/a
C n/a
D 10%
With thiophene; silicon grains; copper(l) chloride at 379.85 - 449.85℃; under 315.025 Torr; for 3h;
methanol
67-56-1

methanol

tetraisocyanatosilane
3410-77-3

tetraisocyanatosilane

A

tetramethylorthosilicate
681-84-5

tetramethylorthosilicate

B

silicon dimethoxy diisocyanate
18147-89-2

silicon dimethoxy diisocyanate

C

silicon trimethoxy isocyanate
18169-84-1

silicon trimethoxy isocyanate

D

silicon methoxy triisocyanate
5578-37-0

silicon methoxy triisocyanate

Conditions
ConditionsYield
at 25℃;
methyl nitrite
624-91-9

methyl nitrite

tetramethylorthosilicate
681-84-5

tetramethylorthosilicate

Conditions
ConditionsYield
With tetrachlorosilane dann Erhitzen auf 120grad;
phosphoric acid dimethyl ester-trimethoxysilanyl ester
18135-11-0

phosphoric acid dimethyl ester-trimethoxysilanyl ester

tetramethylorthosilicate
681-84-5

tetramethylorthosilicate

Conditions
ConditionsYield
beim Erwaermen im Hochvakuum;
methanol
67-56-1

methanol

tetraacetoxysilane
562-90-3

tetraacetoxysilane

tetramethylorthosilicate
681-84-5

tetramethylorthosilicate

(vinyl)trimethoxylsilane
2768-02-7

(vinyl)trimethoxylsilane

(dimethoxymethyl)trimethoxysilane
22859-33-2

(dimethoxymethyl)trimethoxysilane

A

tetramethylorthosilicate
681-84-5

tetramethylorthosilicate

trans-1-Methoxy-2-(trimethoxysilyl)-cyclopropan

trans-1-Methoxy-2-(trimethoxysilyl)-cyclopropan

cis-1-Methoxy-2-(trimethoxysilyl)-cyclopropan

cis-1-Methoxy-2-(trimethoxysilyl)-cyclopropan

Conditions
ConditionsYield
at 125℃;
(Z)-2-Butene
590-18-1

(Z)-2-Butene

(dimethoxymethyl)trimethoxysilane
22859-33-2

(dimethoxymethyl)trimethoxysilane

A

tetramethylorthosilicate
681-84-5

tetramethylorthosilicate

B

r-1-methoxy-c-2,c-3-dimethylcyclopropane
2988-72-9

r-1-methoxy-c-2,c-3-dimethylcyclopropane

C

r-1-methoxy-t-2,-t-3-dimethylcyclopropane
2988-73-0

r-1-methoxy-t-2,-t-3-dimethylcyclopropane

Conditions
ConditionsYield
at 125℃;
2,3-Dimethyl-2-butene
563-79-1

2,3-Dimethyl-2-butene

(dimethoxymethyl)trimethoxysilane
22859-33-2

(dimethoxymethyl)trimethoxysilane

A

tetramethylorthosilicate
681-84-5

tetramethylorthosilicate

B

ether, methyl 2,2,3,3-tetramethylcyclopropyl
22859-35-4

ether, methyl 2,2,3,3-tetramethylcyclopropyl

Conditions
ConditionsYield
at 125℃;
trans-2-Butene
624-64-6

trans-2-Butene

(dimethoxymethyl)trimethoxysilane
22859-33-2

(dimethoxymethyl)trimethoxysilane

A

tetramethylorthosilicate
681-84-5

tetramethylorthosilicate

r-1-methoxy-c-2,t-3-dimethylcyclopropane
2799-30-6, 2988-72-9, 2988-73-0, 66791-94-4, 116405-11-9

r-1-methoxy-c-2,t-3-dimethylcyclopropane

Conditions
ConditionsYield
at 125℃;
(dimethoxymethyl)trimethoxysilane
22859-33-2

(dimethoxymethyl)trimethoxysilane

A

tetramethylorthosilicate
681-84-5

tetramethylorthosilicate

B

trimethoxy(methoxymethyl)silane
22859-36-5

trimethoxy(methoxymethyl)silane

Conditions
ConditionsYield
With trimethoxysilane at 125℃;
(dimethoxymethyl)trimethoxysilane
22859-33-2

(dimethoxymethyl)trimethoxysilane

cyclohexene
110-83-8

cyclohexene

A

tetramethylorthosilicate
681-84-5

tetramethylorthosilicate

B

exo-7-Methoxynorcaran
23865-95-4

exo-7-Methoxynorcaran

Conditions
ConditionsYield
at 125℃;
methanol
67-56-1

methanol

trimethyl orthoformate
149-73-5

trimethyl orthoformate

A

tetramethylorthosilicate
681-84-5

tetramethylorthosilicate

B

(dimethoxymethyl)trimethoxysilane
22859-33-2

(dimethoxymethyl)trimethoxysilane

C

Bis--methoxy-methan
22859-34-3

Bis--methoxy-methan

Conditions
ConditionsYield
With hexachlorodisilane
(acetoxy)tri(methoxy)silane
13170-06-4

(acetoxy)tri(methoxy)silane

A

tetramethylorthosilicate
681-84-5

tetramethylorthosilicate

B

(diacetoxy)(dimethoxy)silane
13170-07-5

(diacetoxy)(dimethoxy)silane

Conditions
ConditionsYield
Product distribution; Ambient temperature; prolonged storage; also heating;
C16H30O4Si

C16H30O4Si

A

tetramethylorthosilicate
681-84-5

tetramethylorthosilicate

B

4-(2,6,6-Trimethyl-cyclohex-1-enyl)-butan-2-on
17283-81-7

4-(2,6,6-Trimethyl-cyclohex-1-enyl)-butan-2-on

Conditions
ConditionsYield
With methanol; sodium hydroxide for 12h; Ambient temperature; Yield given;
carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

tetramethylorthosilicate
681-84-5

tetramethylorthosilicate

Conditions
ConditionsYield
With potassium hydroxide; silica gel at 226.9 - 326.9℃; under 720.06 Torr; Mechanism;
With potassium hydroxide; silica gel at 426.9℃; under 720.06 Torr; for 4.5h;
sodium methylate
124-41-4

sodium methylate

3-Chloropropyltrimethoxysilan
2530-87-2

3-Chloropropyltrimethoxysilan

A

tetramethylorthosilicate
681-84-5

tetramethylorthosilicate

B

allyltrimethoxysilane
2551-83-9

allyltrimethoxysilane

C

(3-methoxypropyl)trimethoxysilane

(3-methoxypropyl)trimethoxysilane

D

propenyltrimethoxysilane

propenyltrimethoxysilane

Conditions
ConditionsYield
at 190℃; Product distribution; other methoxides, var. temperature; substitution versus elimination products;
methanol
67-56-1

methanol

ethene
74-85-1

ethene

A

trimethoxysilane
2487-90-3

trimethoxysilane

B

tetramethylorthosilicate
681-84-5

tetramethylorthosilicate

C

ethyltrimethoxysilane
5314-55-6

ethyltrimethoxysilane

D

ethyl dimethoxy silane
19753-84-5

ethyl dimethoxy silane

Conditions
ConditionsYield
With copper(l) chloride; silicon In toluene at 159.9℃; under 3040 Torr; for 3h; Product distribution; Mechanism; also ethanol; other solvents; effect of the amount of methanol on the silicon conversion and selectivity for organomethoxysilanes; var. pressures, times and temperatures;
methanol
67-56-1

methanol

sis2

sis2

tetramethylorthosilicate
681-84-5

tetramethylorthosilicate

uranium hexafluoride
7783-81-5

uranium hexafluoride

tetramethylorthosilicate
681-84-5

tetramethylorthosilicate

uranium hexamethoxide

uranium hexamethoxide

Conditions
ConditionsYield
byproducts: SiF(OCH3)3;100%
L-enterobactin
28384-96-5

L-enterobactin

tetramethylorthosilicate
681-84-5

tetramethylorthosilicate

potassium hydroxide

potassium hydroxide

C30H21N3O15Si(2-)*2K(1+)

C30H21N3O15Si(2-)*2K(1+)

Conditions
ConditionsYield
In methanol at 20℃; for 24h;100%
tetramethylorthosilicate
681-84-5

tetramethylorthosilicate

1-amino-3-methylbenzene
108-44-1

1-amino-3-methylbenzene

benzoic acid
65-85-0

benzoic acid

A

benzoic acid methyl ester
93-58-3

benzoic acid methyl ester

B

3'-methylbenzanilide
582-77-4

3'-methylbenzanilide

Conditions
ConditionsYield
In toluene at 110℃; for 24h; Molecular sieve; Inert atmosphere;A 27%
B 100%
tetramethylorthosilicate
681-84-5

tetramethylorthosilicate

C30H27N3O14
1309672-95-4

C30H27N3O14

potassium hydroxide

potassium hydroxide

C30H22N3O14Si(1-)*K(1+)

C30H22N3O14Si(1-)*K(1+)

Conditions
ConditionsYield
In methanol at 20℃; for 24h;100%
tetramethylorthosilicate
681-84-5

tetramethylorthosilicate

C30H27N3O14

C30H27N3O14

potassium hydroxide

potassium hydroxide

C30H22N3O14Si(1-)*K(1+)

C30H22N3O14Si(1-)*K(1+)

Conditions
ConditionsYield
In methanol at 20℃; for 24h;100%
tetramethylorthosilicate
681-84-5

tetramethylorthosilicate

4-Fluoronitrobenzene
350-46-9

4-Fluoronitrobenzene

para-methoxynitrobenzene
100-17-4

para-methoxynitrobenzene

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride at 80℃; for 0.5h;99%
7-Azaindole
271-63-6

7-Azaindole

tetramethylorthosilicate
681-84-5

tetramethylorthosilicate

bis(7-azaindoledimethoxy)silane

bis(7-azaindoledimethoxy)silane

Conditions
ConditionsYield
Stage #1: 7-Azaindole With n-butyllithium In tetrahydrofuran at 20℃; for 2h; Inert atmosphere; Cooling with ice;
Stage #2: tetramethylorthosilicate In tetrahydrofuran at 0 - 20℃; for 8h; Inert atmosphere;
98%
tetramethylorthosilicate
681-84-5

tetramethylorthosilicate

carbon dioxide
124-38-9

carbon dioxide

aniline
62-53-3

aniline

N-phenyl methyl carbamate
2603-10-3

N-phenyl methyl carbamate

Conditions
ConditionsYield
With di(n-butyl)tin oxide In toluene at 135℃; under 52505.3 Torr; for 5.1h; Reagent/catalyst; Glovebox; Autoclave;98%
With 2,3,4,5,7,8,9,10-octahydropyrimido[1,2-a]azepin-1-ium acetate In acetonitrile at 150℃; under 37503.8 Torr; for 24h; Catalytic behavior; Mechanism; Reagent/catalyst; Temperature; Pressure; Autoclave; Inert atmosphere; Ionic liquid; Green chemistry; chemoselective reaction;92%
With 1,10-Phenanthroline; zinc diacetate In acetonitrile at 150℃; under 37503.8 Torr; for 24h; Catalytic behavior; Reagent/catalyst; Temperature; Inert atmosphere; Autoclave; Green chemistry; chemoselective reaction;84 %Chromat.
With 2,3,4,5,7,8,9,10-octahydropyrimido[1,2-a]azepin-1-ium acetate In acetonitrile at 150℃; under 37503.8 Torr; for 24h; Reagent/catalyst; Temperature; Pressure; Solvent; Autoclave; Sealed tube;96 %Chromat.
tetramethylorthosilicate
681-84-5

tetramethylorthosilicate

1-isopropyldecahydro quinoxaline

1-isopropyldecahydro quinoxaline

bis(decahydroquinoxalinedimethoxy)silane

bis(decahydroquinoxalinedimethoxy)silane

Conditions
ConditionsYield
Stage #1: 1-isopropyldecahydro quinoxaline With n-butyllithium In tetrahydrofuran at 20℃; for 2h; Inert atmosphere; Cooling with ice;
Stage #2: tetramethylorthosilicate In tetrahydrofuran at 0 - 20℃; for 8h; Inert atmosphere;
97.7%
tetramethylorthosilicate
681-84-5

tetramethylorthosilicate

C15H28N2

C15H28N2

bis(5-isopropyltetradecahydrophenazinedimethoxy)silane

bis(5-isopropyltetradecahydrophenazinedimethoxy)silane

Conditions
ConditionsYield
Stage #1: C15H28N2 With n-butyllithium In tetrahydrofuran at 20℃; for 1h; Inert atmosphere; Cooling with ice;
Stage #2: tetramethylorthosilicate In tetrahydrofuran at 0 - 20℃; for 6h; Inert atmosphere;
97.5%
tetramethylorthosilicate
681-84-5

tetramethylorthosilicate

C15H16N2

C15H16N2

bis(5-isopropylphenazine)dimethoxysilane

bis(5-isopropylphenazine)dimethoxysilane

Conditions
ConditionsYield
Stage #1: C15H16N2 With n-butyllithium In tetrahydrofuran at 20℃; for 1h; Inert atmosphere; Cooling with ice;
Stage #2: tetramethylorthosilicate In tetrahydrofuran at 0 - 20℃; for 6h; Inert atmosphere;
97.1%
tetramethylorthosilicate
681-84-5

tetramethylorthosilicate

4-nitrobenzaldehdye
555-16-8

4-nitrobenzaldehdye

4-nitrobenzoic acid methyl ester
619-50-1

4-nitrobenzoic acid methyl ester

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride; (t-Bu2POH)2PdCl2 In acetonitrile at 50℃; for 24h;97%
tetramethylorthosilicate
681-84-5

tetramethylorthosilicate

benzaldehyde
100-52-7

benzaldehyde

benzoic acid methyl ester
93-58-3

benzoic acid methyl ester

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride; (t-Bu2POH)2PdCl2 In acetonitrile at 50℃; for 24h;97%
tetramethylorthosilicate
681-84-5

tetramethylorthosilicate

carbon dioxide
124-38-9

carbon dioxide

cyclohexylamine
108-91-8

cyclohexylamine

cyclohexyl-carbamic acid methyl ester
5817-68-5

cyclohexyl-carbamic acid methyl ester

Conditions
ConditionsYield
With di(n-butyl)tin oxide In toluene at 135℃; under 52505.3 Torr; Glovebox; Autoclave;97%
With 1,10-Phenanthroline; zinc diacetate In acetonitrile at 150℃; under 37503.8 Torr; for 24h; Inert atmosphere; Autoclave; Green chemistry; chemoselective reaction;80%
With 2,3,4,5,7,8,9,10-octahydropyrimido[1,2-a]azepin-1-ium acetate In acetonitrile at 150℃; under 37503.8 Torr; for 24h; Autoclave; Inert atmosphere; Ionic liquid; Green chemistry; chemoselective reaction;76%
tetramethylorthosilicate
681-84-5

tetramethylorthosilicate

carbon dioxide
124-38-9

carbon dioxide

4-methoxy-aniline
104-94-9

4-methoxy-aniline

methyl N-(4-methoxyphenyl)carbamate
14803-72-6

methyl N-(4-methoxyphenyl)carbamate

Conditions
ConditionsYield
With 1,10-Phenanthroline; zinc diacetate In acetonitrile at 150℃; under 37503.8 Torr; for 24h; Inert atmosphere; Autoclave; Green chemistry; chemoselective reaction;96%
With 2,3,4,5,7,8,9,10-octahydropyrimido[1,2-a]azepin-1-ium acetate In acetonitrile at 150℃; under 37503.8 Torr; for 24h; Autoclave; Inert atmosphere; Ionic liquid; Green chemistry; chemoselective reaction;96%
With potassium carbonate In acetonitrile at 150℃; under 37503.8 Torr; for 24h; Autoclave; Sealed tube;91%
With di(n-butyl)tin oxide In toluene at 135℃; under 52505.3 Torr; for 5.1h; Glovebox; Autoclave;71%
tetramethylorthosilicate
681-84-5

tetramethylorthosilicate

Hexamethyldisiloxane
107-46-0

Hexamethyldisiloxane

A

1,1,1,5,5,5-hexamethyl-3-trimethylsiloxy-3-hydroxytrisiloxane
17477-97-3

1,1,1,5,5,5-hexamethyl-3-trimethylsiloxy-3-hydroxytrisiloxane

B

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

C

1,1,1,5,5,5-hexamethyl-3-trimethylsiloxy-3-methoxytrisiloxane
56120-91-3

1,1,1,5,5,5-hexamethyl-3-trimethylsiloxy-3-methoxytrisiloxane

Conditions
ConditionsYield
Stage #1: Hexamethyldisiloxane With methanol; sulfuric acid at 5 - 10℃; for 1h;
Stage #2: tetramethylorthosilicate at 5 - 10℃; for 1.5h;
Stage #3: With sulfuric acid; water more than 3 stages;
A n/a
B 94.5%
C n/a
tetramethylorthosilicate
681-84-5

tetramethylorthosilicate

hexanal
66-25-1

hexanal

allyl-trimethyl-silane
762-72-1

allyl-trimethyl-silane

4-methoxy-1-nonene
90246-13-2

4-methoxy-1-nonene

Conditions
ConditionsYield
trimethylsilyl iodide In dichloromethane 1.) -78 deg C, 15 min, 2.) 0 deg C, 3 h;94%
tetramethylorthosilicate
681-84-5

tetramethylorthosilicate

4-fluorobenzonitrile
1194-02-1

4-fluorobenzonitrile

4-methoxybenzonitrile
874-90-8

4-methoxybenzonitrile

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride at 80℃; for 2h;94%
tetramethylorthosilicate
681-84-5

tetramethylorthosilicate

2,4-Difluoronitrobenzene
446-35-5

2,4-Difluoronitrobenzene

2,4-dimethoxynitrobenzene
4920-84-7

2,4-dimethoxynitrobenzene

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride at 80℃; for 2h;94%
tetramethylorthosilicate
681-84-5

tetramethylorthosilicate

3-chloroprop-1-ene
107-05-1

3-chloroprop-1-ene

di(2-propenyl)dimethoxysilane

di(2-propenyl)dimethoxysilane

Conditions
ConditionsYield
With 1-bromo-butane; magnesium for 5h; Inert atmosphere; Reflux;93.43%

Tetramethyl orthosilicate Chemical Properties


IUPAC Name: Tetramethyl silicate 
Empirical Formula: C4H12O4Si
Molecular Weight: 152.2212
Canonical SMILES: CO[Si](OC)(OC)OC
InChI: InChI=1S/C4H12O4Si/c1-5-9(6-2,7-3)8-4/h1-4H3
InChIKey: LFQCEHFDDXELDD-UHFFFAOYSA-N
EINECS: 211-656-4
Product Categories: Silicate; Organics; Si (Classes of Silicon Compounds); Si-O Compounds; Tetraalkoxysilanes; Crosslinkers; Crosslinking Agents; Orthosilicate 
Appearance: colourless liquid 
Melting point: 4-5 °C
Solubility in water: organic solvents 
storage temp.: Flammables area
Sensitive: Moisture Sensitive 
Index of Refraction: 1.382
Molar Refractivity: 36.27 cm3
Molar Volume: 155.7 cm3
Surface Tension: 19.9 dyne/cm
Density: 0.977 g/cm3
Flash Point: 28.9 °C
Enthalpy of Vaporization: 34.44 kJ/mol
Boiling Point: 121.2 °C at 760 mmHg
Vapour Pressure of Methyl silicate (CAS NO.681-84-5): 17.7 mmHg at 25 °C

Tetramethyl orthosilicate Uses

In organic synthesis, Methyl silicate (CAS NO.681-84-5) has been used to convert ketones and aldehydes to the corresponding ketals and acetals, respectively.

Tetramethyl orthosilicate Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mammal (species unspecified) LD50 oral 1gm/kg (1000mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 39(4), Pg. 86, 1974.
mouse LCLo inhalation 1gm/m3/10M (1000mg/m3) SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE

MUSCULOSKELETAL: OTHER CHANGES
National Defense Research Committee, Office of Scientific Research and Development, Progress Report.Vol. NDCrc-132, Pg. MAY1942,
mouse LD50 intraperitoneal 250mg/kg (250mg/kg)   "Summary Tables of Biological Tests," National Research Council Chemical-Biological Coordination Center. Vol. 2, Pg. 56, 1950.
rabbit LD50 skin 17mL/kg (17mL/kg)   AMA Archives of Industrial Hygiene and Occupational Medicine. Vol. 4, Pg. 119, 1951.
rabbit LDLo intravenous 100mg/kg (100mg/kg) LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA

KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)"
"Dangerous Properties of Industrial Materials," Sax, N.I., New York, Van Nostrand Reinhold, 1980Vol. 3, Pg. 935, 1968.
rat LCLo inhalation 250ppm/4H (250ppm)   AMA Archives of Industrial Hygiene and Occupational Medicine. Vol. 4, Pg. 119, 1951.
rat LD50 intraperitoneal 100mg/kg (100mg/kg)   "Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 1222, 1986.
rat LDLo oral 700mg/kg (700mg/kg) KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)" "Dangerous Properties of Industrial Materials," Sax, N.I., New York, Van Nostrand Reinhold, 1980Vol. 3, Pg. 935, 1968.

Tetramethyl orthosilicate Consensus Reports

Reported in EPA TSCA Inventory.

Tetramethyl orthosilicate Safety Profile

Poison by intraperitoneal route. Moderately toxic by inhalation. Mildly toxic by skin contact. A severe eye irritant. This material can cause extensive necrosis (experimentally), keratoconus, and opaque cornea. It also causes severe human eye injuries, as well as necrosis of corneal cells, which progresses long after exposure has ceased. It is destructive and its effects resist treatment. Permanent blindness is possible from exposure to it. The kidney seems to be most subject to injury regardless of the mode of exposure. Pulmonary edema has also occurred. This material is more toxic than either ethyl silicate or silicic acid, although it has been thought that the injury caused is largely due to the action of the silicic acid. Flammable when exposed to heat or flame; can react vigorously with oxidizing materials. Potentially violent reaction with metal hexafluorides (e.g., rhenium, molybdenum, tungsten). When heated to decomposition it emits acrid smoke and irritating fumes.
Hazard Codes: VeryT+
Risk Statements: 10-26-37/38-41 
R10:Flammable. 
R26:Very toxic by inhalation. 
R37/38:Irritating to respiratory system and skin. 
R41:Risk of serious damage to the eyes.
Safety Statements: 16-26-36/37/39-45-28A 
S16:Keep away from sources of ignition.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection. 
S28:After contact with skin, wash immediately with plenty of soap-suds. 
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
RIDADR: UN 2606 6.1/PG 1
WGK Germany: 3
RTECS: VV9800000
F: 10-21
TSCA: Yes
HazardClass: 6.1
PackingGroup: I

Tetramethyl orthosilicate Standards and Recommendations

OSHA PEL: TWA 1 ppm
ACGIH TLV: TWA 1 ppm
DOT Classification:  3; Label: Flammable Liquid, Poison

Tetramethyl orthosilicate Specification

 Methyl silicate (CAS NO.681-84-5), its Synonyms are Tetramethoxysilane ; Tetramethyl silicate ; Methyl Silicate 39 ; Methyl orthosilicate ; Silane, tetramethoxy- ; Silicic acid, methyl ester of ortho- ; Silicic acid, tetramethyl ester ; Tetra-methyl orthosilicate .

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