Conditions | Yield |
---|---|
In methanol at 18 - 57℃; for 3.5h; | 99% |
With diethyl ether |
methanol
1-(methoxydimethylsilyl)-3-(3-methoxy-1,1,3,3-tetramethyldisilazanyl)-2,2,4,4-tetramethyldisilazane
A
dimethyldimethoxysilan
B
1,3-bis(methoxydimethylsilyl)-2,2,4,4-tetramethylcyclodisilazane
Conditions | Yield |
---|---|
In hexane | A 90.5% B 96.5% |
Conditions | Yield |
---|---|
In benzene-d6 | A n/a B 96% |
methanol
1-(chlorodimethylsilyl)-3-(3-chloro-1,1,3,3-tetramethyl-1-disilazanyl)-2,2,4,4-tetramethylcyclodisilazane
dimethyldimethoxysilan
Conditions | Yield |
---|---|
for 0.5h; | 95% |
Hexamethylcyclotrisiloxane
carbonic acid dimethyl ester
dimethyldimethoxysilan
Conditions | Yield |
---|---|
With aluminum oxide; potassium fluoride at 400℃; | 94% |
methanol
1,3-bis(chlorodimethylsilyl)-2,2,4,4-tetramethylcyclodisilazane
dimethyldimethoxysilan
Conditions | Yield |
---|---|
In hexane for 0.5h; | 92% |
bis(ethylmercapto)dimethylsilane
orthoformic acid triethyl ester
A
dimethyldimethoxysilan
B
tris(ethylsulfanyl)methane
Conditions | Yield |
---|---|
With zinc(II) chloride In toluene at 0℃; for 5h; | A 80% B 90% |
Conditions | Yield |
---|---|
With C6H5N(CH3)2; CH3OH | 90% |
With methanol; N,N-dimethyl-aniline | 90% |
With C6H5N(CH3)2; CH3OH | 40-50 |
deuteromethanol
2-methyl-3-triphenylphosphonio-2-silabutane-2-thiolate
A
dimethyldimethoxysilan
Conditions | Yield |
---|---|
Isomerization; Elimination; | A 80% B 30% C 40% D 30% |
chloromethyldimethylphenylsilane
sodium methylate
A
dimethyldimethoxysilan
B
methoxydimethylphenylsilane
C
dimethyl-phenyl-methoxymethylsilane
Conditions | Yield |
---|---|
In methanol at 65℃; for 12h; Product distribution; variation of reactants, solvents, temperature and reaction time; | A 6% B 5% C 79% |
In methanol at 65℃; for 12h; | A 6% B 5% C 79% |
chloromethyldimethylvinylsilane
sodium methylate
A
dimethyldimethoxysilan
B
vinyldimethylmonomethoxysilane
C
allyl(methoxy)dimethylsilane
D
(methoxymethyl)dimethylvinylsilane
Conditions | Yield |
---|---|
In methanol at 65℃; Yields of byproduct given; | A n/a B n/a C n/a D 76% |
chloromethyldimethylphenylsilane
sodium methylate
A
dimethyldimethoxysilan
B
Benzyl-dimethyl-methoxysilan
C
methoxydimethylphenylsilane
D
ethyl(methoxy)methylphenylsilane
Conditions | Yield |
---|---|
In 1,4-dioxane at 30℃; for 168h; | A 3% B 76% C 3% D 14% |
In methanol at 30℃; for 168h; Product distribution; variation of reactants, solvents, temperature and reaction time; | A 3% B 76% C 3% D 14% |
chloromethyldimethylphenylsilane
sodium methylate
A
dimethyldimethoxysilan
B
methoxydimethylphenylsilane
C
ethyl(methoxy)methylphenylsilane
Conditions | Yield |
---|---|
With 18-crown-6 ether In 1,4-dioxane at 30℃; for 18h; | A 76% B 10% C 14% |
In 1,4-dioxane at 100℃; for 12h; | A 44% B 12% C 32% |
methanol
1-(chlorodimethylsilyl)-3-(3-chloro-1,1,3,3-tetramethyl-1-disilazanyl)-2,2,4,4-tetramethylcyclodisilazane
A
dimethyldimethoxysilan
B
Tris-(methoxy-dimethylsilyl)-amin
Conditions | Yield |
---|---|
With triethylamine for 0.5h; | A 35% B 73% |
dimethylmonochlorosilane
tributyltin methoxide
A
dimethyldimethoxysilan
B
tributyltin chloride
C
tri-n-butyl-tin hydride
Conditions | Yield |
---|---|
2:1; room temp.; | A 68% B n/a C n/a |
chloromethyldimethylphenylsilane
caesium methoxide
A
dimethyldimethoxysilan
B
methoxydimethylphenylsilane
C
dimethyl-phenyl-methoxymethylsilane
Conditions | Yield |
---|---|
In methanol at 65℃; for 2h; | A 66% B 20% C 8% |
chloromethyldimethylphenylsilane
potassium methanolate
A
dimethyldimethoxysilan
B
methoxydimethylphenylsilane
C
dimethyl-phenyl-methoxymethylsilane
Conditions | Yield |
---|---|
In methanol at 65℃; for 12h; | A 46% B 14% C 28% |
chloromethyldimethylvinylsilane
sodium methylate
A
dimethyldimethoxysilan
B
vinyldimethylmonomethoxysilane
C
allyl(methoxy)dimethylsilane
Conditions | Yield |
---|---|
In 1,4-dioxane at 100℃; | A 19% B 9% C 45% |
In 1,4-dioxane at 100℃; Product distribution; other solvent, temperature and reactants; | A 19% B 9% C 45% |
1,2-dimethoxy-1,1,2,2-tetramethyldisilane
isoprene
A
dimethyldimethoxysilan
Conditions | Yield |
---|---|
at 475℃; | A 39% B 31% |
Cp*(OC)(pyridine)FeSiMe2OMe
A
dimethyldimethoxysilan
Conditions | Yield |
---|---|
In toluene heated at 90°C for 24 h; | A 24% B 18% |
formaldehyde diethyl acetal
bis(ethylmercapto)dimethylsilane
A
1-ethoxy-1-(ethylthio)methane
B
dimethyldimethoxysilan
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate In toluene at 0℃; for 5h; | A 12% B 7% |
Dimethoxymethane
bis(ethylmercapto)dimethylsilane
A
dimethyldimethoxysilan
B
(ethylthio)methoxymethane
Conditions | Yield |
---|---|
With zinc(II) chloride In toluene at 0℃; for 5h; Product distribution; other temperature; | A 4% B 10% |
With zinc(II) chloride In toluene at 0℃; for 5h; | A 4% B 10% |
tetramethylorthosilicate
methylmagnesium chloride
dimethyldimethoxysilan
Conditions | Yield |
---|---|
With diethyl ether |
Conditions | Yield |
---|---|
With N,N-dimethyl-aniline | |
With N,N-diethylaniline; Petroleum ether | |
With aniline |
methoxydimethylsilyl azide
A
dimethyldimethoxysilan
B
diazidodimethylsilane
Conditions | Yield |
---|---|
With aluminium trichloride at 25℃; Equilibrium constant; Thermodynamic data; |
methanol
1-(chlorodimethylsilyl)-3-(3-chloro-1,1,3,3-tetramethyl-1-disilazanyl)-2,2,4,4-tetramethylcyclodisilazane
A
dimethyldimethoxysilan
B
Tris-(methoxy-dimethylsilyl)-amin
C
1-(methoxydimethylsilyl)-3-(3-methoxy-1,1,3,3-tetramethyldisilazanyl)-2,2,4,4-tetramethyldisilazane
Conditions | Yield |
---|---|
With triethylamine In hexane for 0.5h; Product distribution; Heating; without triethylamine; |
methanol
1,3-bis(aminodimethylsilyl)-2,2,4,4-tetramethylcyclodisilazane
A
dimethyldimethoxysilan
B
Tris-(methoxy-dimethylsilyl)-amin
C
1,3-bis(methoxydimethylsilyl)-2,2,4,4-tetramethylcyclodisilazane
Conditions | Yield |
---|---|
With triethylamine for 18h; Product distribution; Heating; other reaction time;; |
methanol
1,3-Di-tert-butyl-2-(di-tert-butylamino)-4,4-dimethyl-1,3,2,4-diazaphosphasiletidin
A
diisobutylamine
B
dimethyldimethoxysilan
C
tert-butylamine
D
phosphorous acid trimethyl ester
Conditions | Yield |
---|---|
for 1h; Product distribution; Ambient temperature; |
Chloro(chloromethyl)dimethylsilane
sodium methylate
A
(chloromethyl)methoxydimethylsilane
B
dimethyldimethoxysilan
C
methoxydimethyl(methoxymethyl)silane
Conditions | Yield |
---|---|
at 140℃; Product distribution; Mechanism; var. temp., other alkali metals alkoxides, chloromethyldimethylhalosilanes, and chloromethyldimethylmethoxysilane; |
dimethyldimethoxysilan
tetramethyldivinyldisiloxane
1,1,3,3,5,5-hexamethyl-1,5-divinyltrisiloxane
Conditions | Yield |
---|---|
With iron(III) chloride at 70 - 80℃; for 4h; Temperature; Reagent/catalyst; | 94.2% |
With trifluorormethanesulfonic acid; acetic anhydride; acetic acid at 50℃; for 2.5h; | 51.7% |
4,4,6-trimethyl-[1,3]dioxane
dimethyldimethoxysilan
2,2,4,4,6-Pentamethyl-1,3-dioxa-2-silacyclohexane
Conditions | Yield |
---|---|
With tin(IV) chloride at 65℃; | 94% |
dimethyldimethoxysilan
2,2-dimethyl-[1,3,2]dioxasilinane
A
Dimethoxymethane
B
2,2,4,4,6-Pentamethyl-1,3-dioxa-2-silacyclohexane
Conditions | Yield |
---|---|
With tin(IV) chloride at 65℃; Product distribution; other reaction conditions; also with 1,3-dioxane and 4,4-dimethyl-1,3-dioxane; | A n/a B 94% |
1-methyl-1H-pyrazole
dimethyldimethoxysilan
Nonafluorobutanesulfonyl fluoride
B
dimethyldifluorosilane
Conditions | Yield |
---|---|
In diethyl ether 35°C , 24 h; | A 94% B n/a |
In diethyl ether 35°C , 24 h; | A 94% B n/a |
1-methyl-1H-imidazole
dimethyldimethoxysilan
Nonafluorobutanesulfonyl fluoride
Conditions | Yield |
---|---|
In diethyl ether 20°C, slight warming; | 93.9% |
In diethyl ether 20°C, slight warming; | 93.9% |
dimethyldimethoxysilan
4-(hydroxymethyl)-1-oxido-2,6,7-trioxa-1-phosphabicyclo [2.2.2] octane
Conditions | Yield |
---|---|
In 1,4-dioxane at 100℃; for 8h; Solvent; Temperature; Inert atmosphere; | 93.6% |
Conditions | Yield |
---|---|
With tris(pentafluorophenyl)borate In toluene | 92% |
dimethyldimethoxysilan
3-methyl-2-butenylmagnesium chloride
(γ,γ-dimethylallyl)dimethylmethoxysilane
Conditions | Yield |
---|---|
In tetrahydrofuran at -20 - 20℃; for 19h; Inert atmosphere; | 92% |
Conditions | Yield |
---|---|
With iodine; magnesium; potassium iodide for 5h; Inert atmosphere; Reflux; | 91.51% |
dimethyldimethoxysilan
3-chloroprop-1-ene
allyl(methoxy)dimethylsilane
Conditions | Yield |
---|---|
With iodine; magnesium; potassium iodide In acetyl chloride for 5h; Inert atmosphere; Reflux; | 91.51% |
dimethyldimethoxysilan
4-hydroxymethyl-2,6,7-trioxa-1λ5-phosphabicyclo<2.2.2>octane-1-sulfide
Conditions | Yield |
---|---|
In 1,4-dioxane at 100℃; for 6h; Temperature; Solvent; Inert atmosphere; | 91.2% |
N,N'-dimethylbenzylamine
dimethyldimethoxysilan
Nonafluorobutanesulfonyl fluoride
trimethylbenzylammoniumperfluorobutylsulfonate
Conditions | Yield |
---|---|
In diethyl ether 20°C, slight warming, 20 h; | 90.2% |
In diethyl ether 20°C, slight warming, 20 h; | 90.2% |
dimethyldimethoxysilan
4,4'-bis(dimethylsilyl)diphenyl ether
Conditions | Yield |
---|---|
With tris(pentafluorophenyl)borate In toluene | 90% |
N,N'-dimethylbenzylamine
dimethyldimethoxysilan
Nonafluorobutanesulfonyl fluoride
A
dimethyldifluorosilane
B
trimethylbenzylammoniumperfluorobutylsulfonate
Conditions | Yield |
---|---|
In diethyl ether 35°C , 20 h; | A n/a B 90% |
In diethyl ether 35°C , 20 h; | A n/a B 90% |
Conditions | Yield |
---|---|
Stage #1: N,N-dimethylaminomethylferrocene With tert.-butyl lithium In diethyl ether; pentane at 20℃; Inert atmosphere; Schlenk technique; Stage #2: dimethyldimethoxysilan In diethyl ether; pentane at -60 - 20℃; for 12h; Inert atmosphere; Schlenk technique; | 90% |
4-methyl-morpholine
dimethyldimethoxysilan
Nonafluorobutanesulfonyl fluoride
N,N-dimethylmorpholiniumperfluorobutylsulfonate
Conditions | Yield |
---|---|
In diethyl ether 20°C, slight warming, 24 h; | 88.2% |
In diethyl ether 20°C, slight warming, 24 h; | 88.2% |
dimethyldimethoxysilan
trifluorormethanesulfonic acid
bis(trifluoromethanesulfonyloxy)dimethylsilane
Conditions | Yield |
---|---|
at 0℃; | 88% |
1-Methylpyrrolidine
dimethyldimethoxysilan
Nonafluorobutanesulfonyl fluoride
A
N,N-dimethylpyrrolidiniumperfluorobutylsulfonate
B
dimethyldifluorosilane
Conditions | Yield |
---|---|
In diethyl ether 35°C , 24 h; | A 88% B n/a |
In diethyl ether 35°C , 24 h; | A 88% B n/a |
perfluorooctyl sulfofluorure
dimethyldimethoxysilan
diethyl-octadecyl-amine
trimethylbenzylammoniumperfluorobutylsulfonate
Conditions | Yield |
---|---|
In diethyl ether 20°C, slight warming; | 88% |
In diethyl ether 20°C, slight warming; | 88% |
4-methyl-morpholine
dimethyldimethoxysilan
Nonafluorobutanesulfonyl fluoride
A
N,N-dimethylmorpholiniumperfluorobutylsulfonate
B
dimethyldifluorosilane
Conditions | Yield |
---|---|
In diethyl ether 35°C , 24 h; | A 88% B n/a |
In diethyl ether 35°C , 24 h; | A 88% B n/a |
dimethyldimethoxysilan
n-propylmagnesium bromide
methoxydimethyl(n-propyl)silane
Conditions | Yield |
---|---|
In diethyl ether at 0 - 20℃; for 19h; Inert atmosphere; | 85% |
perfluorooctyl sulfofluorure
dimethyldimethoxysilan
N,N-dimethyl-n-octadecylamine
trimethylstearylammoniumperfluorooctylsulfonate
Conditions | Yield |
---|---|
In diethyl ether 20°C, slight warming, 5 h; | 84.4% |
In diethyl ether 20°C, slight warming, 5 h; | 84.4% |
In diethyl ether |
Dimethoxydimethylsilane, with the CAS registry number 1112-39-6, is also named as Silane,dimethoxydimethyl-. It belongs to the product categories of Dialkoxysilanes; Functional Materials; Si (Classes of Silicon Compounds); Silane Coupling Agents; Silane Coupling Agents (Intermediates); Si-O Compounds; Alkoxy Silanes; Crosslinkers; Crosslinking Agents; Di-Alkoxy Silanes; Silane Coupling Agents/Adhesion Promoters; Chemical Synthesis; Contact Printing; Materials Science; Micro/NanoElectronics; Organometallic Reagents; Organosilicon. Its EINECS number is 214-189-4. This chemical's molecular formula is C4H12O2Si and molecular weight is 120.22. It is used as constitution controller and chain extender agents. This chemical is stable at common pressure and temperature, and it should be sealed and stored in containers with dry inert gas which are placed in cool, ventilated and dry places. Moreover, it should be protected from oxides and water.
Physical properties of Dimethoxydimethylsilane are: (1)ACD/LogP: -0.409; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.41; (4)ACD/LogD (pH 7.4): -0.41; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 14.27; (8)ACD/KOC (pH 7.4): 14.27; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 18.46 Å2; (13)Index of Refraction: 1.376; (14)Molar Refractivity: 32.788 cm3; (15)Molar Volume: 143.024 cm3; (16)Polarizability: 12.998×10-24cm3; (17)Surface Tension: 16.9 dyne/cm; (18)Density: 0.841 g/cm3; (19)Flash Point: -34.808 °C; (20)Enthalpy of Vaporization: 30.923 kJ/mol; (21)Boiling Point: 81.999 °C at 760 mmHg; (22)Vapour Pressure: 89.0 mmHg at 25°C.
Preparation of Dimethoxydimethylsilane: this chemical can be prepared by N,N'-Bis-(chlordimethylsilyl)-tetramethyl-cyclodisilazan and methanol. This reaction will need solvent hexane with the reaction time of 0.5 hour. The yield is about 92%.
Uses of Dimethoxydimethylsilane: it can be used to produce 2,2-dimethyl-[1,3,6,2]dioxazasilocane by heating. It will need reagent Na and solvent benzene. The yield is about 52%.
When you are using this chemical, please be cautious about it as the following:
This chemical is flammable, so you should keep it away from sources of ignition - No smoking. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. You need to take precautionary measures against static discharges. When using it, you need wear suitable protective clothing, gloves and eye/face protection.
You can still convert the following datas into molecular structure:
(1)SMILES: O(C)[Si](OC)(C)C
(2)Std. InChI: InChI=1S/C4H12O2Si/c1-5-7(3,4)6-2/h1-4H3
(3)Std. InChIKey: JJQZDUKDJDQPMQ-UHFFFAOYSA-N
The toxicity data is as follows:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
rat | LC | inhalation | > 21350mg/m3/4 (21350mg/m3) | SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES BEHAVIORAL: EXCITEMENT | National Technical Information Service. Vol. OTS0539962, |
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