Conditions | Yield |
---|---|
With aluminium(III) iodide at 140 - 170℃; for 5h; | 99% |
dimethyl sulfoxide
dimethylsilicon dichloride
A
chloro-methylsulfanyl-methane
B
Hexamethylcyclotrisiloxane
C
octamethylcyclotetrasiloxane
D
decamethylcyclopentasiloxane
E
dodecamethyl-cyclohexasiloxane
Conditions | Yield |
---|---|
at 0℃; Mechanism; other diorganyldichlorosilanes; reactions in the presence of hexamethyldisiloxane, trimethylchlorosilane, tetramethoxysilane, tetraethoxysilane; | A 79% B 48% C 35% D 12% E 5% |
dimethyl sulfoxide
A
chloro-methylsulfanyl-methane
B
Hexamethylcyclotrisiloxane
C
octamethylcyclotetrasiloxane
D
decamethylcyclopentasiloxane
Conditions | Yield |
---|---|
With dimethylsilicon dichloride at 0℃; Further byproducts given; | A 79% B 48% C 35% D 5% |
phenyltrimethylsilyl ether
A
Hexamethylcyclotrisiloxane
B
dimethyl-diphenoxy-silane
C
C13H26O3Si3
Conditions | Yield |
---|---|
With gallium(III) iodide at 175 - 180℃; for 3h; Yield given; Further byproducts given. Title compound not separated from byproducts; | A n/a B 79% C n/a D n/a |
bis(trimethylsilyl)ketene
A
Hexamethylcyclotrisiloxane
B
octamethylcyclotetrasiloxane
C
trimethylsilylacetylene
Conditions | Yield |
---|---|
at 700℃; flash vacuum pyrolysis; | A 22% B 16% C 76% |
(trimethylsilyl)(dimethylsilyl)ketene
A
Hexamethylcyclotrisiloxane
B
octamethylcyclotetrasiloxane
C
trimethylsilylacetylene
Conditions | Yield |
---|---|
at 700℃; | A 22% B 16% C 76% |
1-(1-Adamantyl)-2-diazo-2-(pentamethyldisilanyl)ethanone
A
Hexamethylcyclotrisiloxane
B
octamethylcyclotetrasiloxane
C
1-(trimethylsilylethynyl)adamantane
Conditions | Yield |
---|---|
at 400℃; | A 21% B 20% C 73% |
(benzylimino)triphenylphosphorane
3,3-dimethyl-6-oxa-3-silabicyclo<3.1.0>hexane
A
Hexamethylcyclotrisiloxane
B
octamethylcyclotetrasiloxane
C
2,2,4,4-tetramethyl-6-vinyl-1,3-dioxa-2,4-disilacyclohexane
D
buta-1,3-diene
Conditions | Yield |
---|---|
at 130℃; for 1h; | A n/a B n/a C 70% D n/a |
at 130℃; for 1h; |
dimethylsilicon dichloride
A
Hexamethylcyclotrisiloxane
B
octamethylcyclotetrasiloxane
Conditions | Yield |
---|---|
With water Autoclave; | A 63.7% B 27.2% |
With water In toluene at 20℃; for 27h; | A 17 % Chromat. B 38% |
With water Autoclave; | A 15.9% B 17.4% |
With water In toluene at 20℃; for 27h; | A 4% B 44 % Chromat. |
With tetrabutylammonium tetrafluoroborate; oxygen In tetrahydrofuran Product distribution; Further Variations:; Reagents; amount of electricity; type of electrolysis cell; Electrochemical reaction; |
dimethylsilicon dichloride
A
Hexamethylcyclotrisiloxane
B
octamethylcyclotetrasiloxane
C
decamethylcyclopentasiloxane
Conditions | Yield |
---|---|
With pyridine; sodium hydrogencarbonate In ethyl acetate at 20℃; for 3h; | A 60% B 20% C 15% |
With water Autoclave; | A 51.3% B 29.2% C 8% |
With composite catalyst at 150℃; under 675.068 Torr; for 0.5h; Temperature; Pressure; Reagent/catalyst; Large scale; | A n/a B 43% C n/a |
dimethylsilicon dichloride
A
Hexamethylcyclotrisiloxane
B
octamethylcyclotetrasiloxane
C
decamethylcyclopentasiloxane
D
dodecamethyl-cyclohexasiloxane
Conditions | Yield |
---|---|
With dimethyl sulfoxide at 0℃; Further byproducts given; | A 48% B 35% C 12% D 5% |
With tetrahydrofuran; lithium at 40 - 45℃; for 1h; Yield given. Further byproducts given. Yields of byproduct given; | |
With hydrogenchloride In toluene at 20℃; for 4h; Yield given. Further byproducts given. Yields of byproduct given; |
(allyl)(cyclopentadienyl)dimethylsilane
benzaldehyde
A
Hexamethylcyclotrisiloxane
B
octamethylcyclotetrasiloxane
C
6-phenylfulvene
Conditions | Yield |
---|---|
A n/a B n/a C 47% |
dimethylsilicon dichloride
A
tetradecamethylcycloheptasiloxane
B
Hexamethylcyclotrisiloxane
C
octamethylcyclotetrasiloxane
D
decamethylcyclopentasiloxane
E
dodecamethyl-cyclohexasiloxane
Conditions | Yield |
---|---|
With H2O In water slow addn. of 4l (CH3)2SiCl2 to 12l H2O at 15-20°C withorous stirring; further products;; distn.;; | A n/a B 0.5% C 42% D 6.7% E 1.6% |
With hydrogenchloride In toluene at 20℃; for 4h; Product distribution; diff. concentration of aq. HCl; diff. reaction time; other difunctional organochlorosilanes; | |
With H2O In diethyl ether; water addn. of (CH3)2SiCl2 to ether-H2O; further products;; distn.;; |
triphenylboroxine
2,2,4,4,6,6-hexamethylcyclotrisilazane
A
Hexamethylcyclotrisiloxane
B
2,2,4,4,6,6-hexamethyl-1,3-dioxa-5-aza-2,4,6-trisilacyclohexane
C
2,4,6-triphenylborazine
Conditions | Yield |
---|---|
In potassium hydroxide byproducts: CH4, C6H6; heating 0.01mol phenylboric anhydride and 0.01mol cyclotrisilazane and 0.05g (1%) KOH for 4h at 180-280°C; analysis of liquid and gaseous products by GLC; extractn. of residue with C6H6, removal of solvent, recrystn. of triphenylborazine from heptane, elem. anal.; | A n/a B n/a C 40% |
2,3-dimethyl-3,4-epoxy-1-butene
dodecamethylcyclohexasilane
A
Hexamethylcyclotrisiloxane
B
octamethylcyclotetrasiloxane
D
2,3-dimethyl-buta-1,3-diene
Conditions | Yield |
---|---|
at 0℃; Irradiation; | A 3% B 4% C 38% D 25% |
epoxybutene
dodecamethylcyclohexasilane
A
Hexamethylcyclotrisiloxane
B
octamethylcyclotetrasiloxane
D
buta-1,3-diene
Conditions | Yield |
---|---|
at 0℃; Irradiation; | A 3% B 6% C 15% D 35% |
1-dimethylmethoxysilyl-1-trimethylsilylcyclopentadiene
Hexamethylcyclotrisiloxane
Conditions | Yield |
---|---|
With benzaldehyde at 500℃; | 29% |
benzophenone
(allyl)(cyclopentadienyl)dimethylsilane
A
Hexamethylcyclotrisiloxane
B
octamethylcyclotetrasiloxane
C
6,6-Diphenylfulvene
Conditions | Yield |
---|---|
With quartz In benzene at 600℃; | A n/a B n/a C 28% |
1,1,1,2,2,2-hexamethyldisilane
A
tetramethylsilane
B
Hexamethyldisiloxane
C
Octamethyltrisiloxane
D
Hexamethylcyclotrisiloxane
E
decamethyltetrasiloxane
Conditions | Yield |
---|---|
With carbon monoxide; nickel at 200℃; under 750.06 Torr; for 2h; Product distribution; various reagents and reaction conditions; | A n/a B 25.8% C n/a D n/a E n/a |
chloro-trimethyl-silane
dimethylsilicon dichloride
A
Hexamethylcyclotrisiloxane
B
decamethyltetrasiloxane
C
octamethylcyclotetrasiloxane
D
dodecamethylpentasiloxane
Conditions | Yield |
---|---|
With water In toluene at 20℃; for 27h; Further byproducts given; | A n/a B 22% C n/a D 10 % Chromat. |
With water In toluene at 20℃; for 27h; Further byproducts given; | A n/a B 22 % Chromat. C n/a D 10% |
chloro-trimethyl-silane
dimethylsilicon dichloride
A
Hexamethylcyclotrisiloxane
B
decamethyltetrasiloxane
C
octamethylcyclotetrasiloxane
D
tetradecamethylhexasiloxane
Conditions | Yield |
---|---|
With water In toluene at 20℃; for 27h; Further byproducts given; | A n/a B 22% C n/a D 6 % Chromat. |
dodecamethylcyclohexasilane
A
Hexamethylcyclotrisiloxane
B
octamethylcyclotetrasiloxane
C
octamethylcyclotetrasilane
D
decamethylcyclopentasilane
Conditions | Yield |
---|---|
With sodium perchlorate In tetrahydrofuran Photolysis; | A 73 % Chromat. B 20% C n/a D n/a |
(allyl)(cyclopentadienyl)dimethylsilane
Hexamethylcyclotrisiloxane
Conditions | Yield |
---|---|
With benzaldehyde at 680℃; | 17% |
A
Hexamethyldisiloxane
B
Hexamethylcyclotrisiloxane
C
octamethylcyclotetrasiloxane
Conditions | Yield |
---|---|
In decane byproducts: H2S; Ar atmosphere; decompn. (165°C, 13 h); GLC, chromato-mass spectroscopy; | A 15% B 15% C 15% |
1,1,3,3-Tetramethyldisiloxane
A
iododimethylsilane
B
Hexamethylcyclotrisiloxane
C
octamethylcyclotetrasiloxane
Conditions | Yield |
---|---|
With iodine In dichloromethane | A n/a B 4% C 11% |
Conditions | Yield |
---|---|
With hydrogenchloride |
(1,1,3,3-tetramethyldisiloxane-1,3-diyl)bis(methylene)diacetate
A
acetic acid methyl ester
B
Hexamethylcyclotrisiloxane
Conditions | Yield |
---|---|
With sodium hydroxide |
Conditions | Yield |
---|---|
With aluminium trichloride at 200℃; |
Conditions | Yield |
---|---|
With water Erhitzen des Reaktionsprodukts an Al2O3 auf 500-550grad; | |
With water at 15 - 20℃; Erhitzen der gebildeten nicht destillierbaren Produkte mit NaOH auf 230-240grad unter 1 mm; | |
With water at 15 - 20℃; |
Hexamethylcyclotrisiloxane
Conditions | Yield |
---|---|
In dichloromethane byproducts: (CH3)2SiCl2, ((C6H5)4P)Cl; all manipulations under dry N2 atm.; soln. of Be compd. in CH2Cl2 added to soln. of Si compd. in CH2Cl2, stored at 20°C for 2 d; evapd. under vac.; | 99% |
Hexamethylcyclotrisiloxane
tert.-butyl lithium
tert-butyldimethylsilanol
Conditions | Yield |
---|---|
In diethyl ether 1.) 0 deg C, 1 h, 2.) to 25 deg C, 1.5 h; | 98% |
Conditions | Yield |
---|---|
In tetrahydrofuran for 4h; | 98% |
Conditions | Yield |
---|---|
In hexane; water | 98% |
Hexamethylcyclotrisiloxane
(E)-4-bromostilbene
(E)-(4-(phenylethenyl)phenyl)dimethylsilanol
Conditions | Yield |
---|---|
Stage #1: (E)-4-bromostilbene With tert.-butyl lithium In diethyl ether at -78 - -57℃; Inert atmosphere; Stage #2: Hexamethylcyclotrisiloxane In diethyl ether at -57℃; Inert atmosphere; | 95% |
Conditions | Yield |
---|---|
With water In hexane at 20℃; | 95% |
Conditions | Yield |
---|---|
In hexane; water at 20℃; | 95% |
Hexamethylcyclotrisiloxane
carbonic acid dimethyl ester
dimethyldimethoxysilan
Conditions | Yield |
---|---|
With aluminum oxide; potassium fluoride at 400℃; | 94% |
Hexamethylcyclotrisiloxane
t-butyldimethylsilyl-4-bromophenol
(4-(tert-butyldimethylsilyloxy)phenyl)dimethylsilanol
Conditions | Yield |
---|---|
Stage #1: t-butyldimethylsilyl-4-bromophenol With tert.-butyl lithium In diethyl ether at -78 - -58℃; Inert atmosphere; Stage #2: Hexamethylcyclotrisiloxane In diethyl ether at -78 - 20℃; Inert atmosphere; | 93% |
Hexamethylcyclotrisiloxane
Conditions | Yield |
---|---|
In benzene at 60℃; for 120h; Inert atmosphere; Schlenk technique; | 93% |
Hexamethylcyclotrisiloxane
2-(dimethylsilanol)-5-phenylpent-1-ene
Conditions | Yield |
---|---|
With tert.-butyl lithium In diethyl ether; hexane at -78 - 20℃; | 92% |
Hexamethylcyclotrisiloxane
diisobutylaluminium hydride
(i-Bu)2Al(μ-OSiMe2H)(μ-OSiMe2OSiMe2H)Al(i-Bu)2
Conditions | Yield |
---|---|
In n-heptane stirring (3 d); evapn. (vac.); elem. anal.; | 92% |
Conditions | Yield |
---|---|
With Re/Ac; water; hydrogen In tetrahydrofuran at 25℃; under 760.051 Torr; for 7h; Reagent/catalyst; | 91.3% |
chloro-trimethyl-silane
2,4,6-trimethylcyclotrisiloxane
Hexamethylcyclotrisiloxane
1,3,5-triphenyl-1,3,5-trimethylcyclotrisiloxane
Conditions | Yield |
---|---|
Stage #1: 2,4,6-trimethylcyclotrisiloxane; Hexamethylcyclotrisiloxane; 1,3,5-triphenyl-1,3,5-trimethylcyclotrisiloxane With n-butyllithium In tetrahydrofuran; hexane at 70℃; Stage #2: chloro-trimethyl-silane In tetrahydrofuran; hexane | 91% |
chloro-trimethyl-silane
2,4,6-trimethylcyclotrisiloxane
Hexamethylcyclotrisiloxane
1,3,5-triphenyl-1,3,5-trimethylcyclotrisiloxane
Conditions | Yield |
---|---|
Stage #1: 2,4,6-trimethylcyclotrisiloxane; Hexamethylcyclotrisiloxane; 1,3,5-triphenyl-1,3,5-trimethylcyclotrisiloxane With n-butyllithium In tetrahydrofuran; hexane at 70℃; Stage #2: chloro-trimethyl-silane In tetrahydrofuran; hexane | 90% |
n-butyllithium
dimethylmonochlorosilane
Hexamethylcyclotrisiloxane
C12H34O3Si4
Conditions | Yield |
---|---|
In tetrahydrofuran; toluene for 5h; Inert atmosphere; | 90% |
chloro-trimethyl-silane
2,4,6-trimethylcyclotrisiloxane
Hexamethylcyclotrisiloxane
1,3,5-triphenyl-1,3,5-trimethylcyclotrisiloxane
Conditions | Yield |
---|---|
Stage #1: 2,4,6-trimethylcyclotrisiloxane; Hexamethylcyclotrisiloxane; 1,3,5-triphenyl-1,3,5-trimethylcyclotrisiloxane With n-butyllithium In tetrahydrofuran; hexane at 70℃; Stage #2: chloro-trimethyl-silane In tetrahydrofuran; hexane | 88% |
[(pentamethylcyclopentadienyl)2Sm(μ-H)]2
Hexamethylcyclotrisiloxane
{(C5(CH3)5)2Sm(C4H8O)}2(OSi(CH3)2OSi(CH3)2O)
Conditions | Yield |
---|---|
In tetrahydrofuran dissoln. of the Sm-compd. and hexamethylcyclotrisiloxane in THF, stirred for 5 min; removal of solvent by rotary evaporation, extractn. of solid with hexane, removal of hexane, elem. anal.; | 88% |
Hexamethylcyclotrisiloxane
para-iodoanisole
(p-methoxyphenyl)dimethylsilanol
Conditions | Yield |
---|---|
Stage #1: para-iodoanisole With n-butyllithium In diethyl ether at -78℃; Inert atmosphere; Stage #2: Hexamethylcyclotrisiloxane In diethyl ether at -78 - 20℃; Inert atmosphere; | 88% |
Hexamethylcyclotrisiloxane
p-trifluoromethylphenyl bromide
hydroxy(dimethyl)(4-trifluoromethylphenyl)silane
Conditions | Yield |
---|---|
Stage #1: p-trifluoromethylphenyl bromide With tert.-butyl lithium In diethyl ether at -78℃; Inert atmosphere; Stage #2: Hexamethylcyclotrisiloxane In diethyl ether at -78 - 20℃; Inert atmosphere; | 87% |
Stage #1: p-trifluoromethylphenyl bromide With n-butyllithium In diethyl ether at -78℃; for 1h; Metallation; Stage #2: Hexamethylcyclotrisiloxane In diethyl ether at 20℃; for 13h; Substitution; | 83% |
Stage #1: p-trifluoromethylphenyl bromide With n-butyllithium In diethyl ether; hexane at -78℃; for 1h; Stage #2: Hexamethylcyclotrisiloxane In diethyl ether; hexane at 20℃; for 13h; Further stages.; | 83% |
bromochlorobenzene
Hexamethylcyclotrisiloxane
(4-chlorophenyl)dimethylsilanol
Conditions | Yield |
---|---|
Stage #1: bromochlorobenzene With tert.-butyl lithium In diethyl ether at -78 - -60℃; Inert atmosphere; Stage #2: Hexamethylcyclotrisiloxane In diethyl ether at -74℃; Inert atmosphere; | 87% |
Conditions | Yield |
---|---|
In diethyl ether Substitution; | 86% |
chloro-trimethyl-silane
2,4,6-trimethylcyclotrisiloxane
Hexamethylcyclotrisiloxane
1,3,5-triphenyl-1,3,5-trimethylcyclotrisiloxane
Conditions | Yield |
---|---|
Stage #1: 2,4,6-trimethylcyclotrisiloxane; Hexamethylcyclotrisiloxane; 1,3,5-triphenyl-1,3,5-trimethylcyclotrisiloxane With n-butyllithium In tetrahydrofuran; hexane at 70℃; Stage #2: chloro-trimethyl-silane In tetrahydrofuran; hexane | 85% |
Hexamethylcyclotrisiloxane
trans-1-iodo-1-pentene
(E)-dimethyl-(1-pentenyl)silanol
Conditions | Yield |
---|---|
Stage #1: trans-1-iodo-1-pentene With n-butyllithium In diethyl ether at -78℃; for 0.5h; Stage #2: Hexamethylcyclotrisiloxane In diethyl ether at -78 - 20℃; | 85% |
Hexamethylcyclotrisiloxane
dimethylsilicon dichloride
2,2,4,4,6,6,8,8-Octamethyl-1,5,7-trioxa-3-aza-cyclooctasilan
Conditions | Yield |
---|---|
Stage #1: Hexamethylcyclotrisiloxane; dimethylsilicon dichloride; N,N,N,N,N,N-hexamethylphosphoric triamide at 20℃; for 3h; Inert atmosphere; Stage #2: With ammonia In toluene at 5℃; for 8h; Cooling with ice; | 84.7% |
Hexamethylcyclotrisiloxane
1-Iodonaphthalene
dimethyl(naphthalen-1-yl)silanol
Conditions | Yield |
---|---|
Stage #1: 1-Iodonaphthalene With n-butyllithium In diethyl ether at -78℃; Inert atmosphere; Stage #2: Hexamethylcyclotrisiloxane In diethyl ether at -78 - 20℃; Inert atmosphere; | 84% |
Stage #1: 1-Iodonaphthalene With n-butyllithium In diethyl ether; hexane at -78℃; for 1h; Stage #2: Hexamethylcyclotrisiloxane In diethyl ether at -78 - 20℃; for 12h; | 67% |
chloro-trimethyl-silane
2,4,6-trimethylcyclotrisiloxane
Hexamethylcyclotrisiloxane
1,3,5-triphenyl-1,3,5-trimethylcyclotrisiloxane
Conditions | Yield |
---|---|
Stage #1: 2,4,6-trimethylcyclotrisiloxane; Hexamethylcyclotrisiloxane; 1,3,5-triphenyl-1,3,5-trimethylcyclotrisiloxane With n-butyllithium In tetrahydrofuran; hexane at 70℃; Stage #2: chloro-trimethyl-silane In tetrahydrofuran; hexane | 82% |
Hexamethylcyclotrisiloxane
2-methylphenyl bromide
hydroxy(dimethyl)(2-methylphenyl)silane
Conditions | Yield |
---|---|
Stage #1: 2-methylphenyl bromide With n-butyllithium In diethyl ether at -78℃; for 1h; Metallation; Stage #2: Hexamethylcyclotrisiloxane In diethyl ether at 20℃; for 13h; Substitution; | 81% |
Stage #1: 2-methylphenyl bromide With n-butyllithium In diethyl ether; hexane at -78℃; for 1h; Stage #2: Hexamethylcyclotrisiloxane In diethyl ether; hexane at 20℃; for 13h; Further stages.; | 81% |
Hexamethylcyclotrisiloxane
dimethylaluminum hydride
(Me)2Al(μ-OSiMe2H)(μ-OSiMe2OSiMe2H)Al(Me)2
Conditions | Yield |
---|---|
In hexane stirring (4 d); evapn. (vac.); elem. anal.; | 81% |
The Hexamethylcyclotrisiloxane , with cas registry number of 541-05-9, belongs to the categories of (1) Siloxanes ; (2) Organics ; (3) Si (Classes of Silicon Compounds) ; (4) Si-O Compounds ; (5) Organometallic Reagents ; (6) Organosilicon. Its IUPAC name is 2,2,4,4,6,6-hexamethyl-1,3,5,2,4,6-trioxatrisilinane . And its systematic name is 2,2,4,4,6,6-hexamethyl-1,3,5,2,4,6-trioxatrisilinane . This compound is stable, but moisture sensitive. It is also incompatible with strong oxidizing agents.
Physical properties of Hexamethylcyclotrisiloxane are: (1) #H bond acceptors: 3 ; (2) #H bond donors: 0 ; (3) #Freely Rotating Bonds: 0 ; (4) Index of Refraction: 1.417 ; (5) Molar Refractivity: 59.26 cm3 ; (6) Molar Volume: 235.4 cm3 ; (7) Surface Tension: 17.5 dyne/cm ; (8) Enthalpy of Vaporization: 35.34 kJ/mol ; (9) Vapour Pressure: 11.6 mmHg at 25°C.
Preparation of Hexamethylcyclotrisiloxane : This chemical can be prepared by many ways. Here will give a example, use octamethyl-cyclotetrasiloxane as reactants. And the reaction occures under the temperature of 140 - 170 ℃ for 5 hours using the reagent of Aluminium iodide . The yield is 99%.
Uses of Hexamethylcyclotrisiloxane : (1) Hexamethylcyclotrisiloxane is used to the manufacture of methyl vinyl silicone rubber products, and is also an important raw material synthesis of other polymers. In addition to the general synthesis of silicone polymers, it can also be used to prepare a specific organic silicon compounds, as a variety of surface treatment agent, coupling agent, crosslinking agent, etc. (2) Hexamethylcyclotrisiloxane is used to prepare many other chemicals. For example, it reacts with tert-butyl-lithium in the solvent of diethyl ether and other conditions: 1.) 0 deg C, 1 h, 2.) To 25 deg C, 1.5 h. The yield is about 98%.
When you are using this chemical, please be cautious about it as the following:
The Hexamethylcyclotrisiloxane is highly flammable and irritating to eyes, respiratory system and skin. If contact with eyes accidently, rinse immediately with plenty of water and seek medical advice. It should be stored in flammables area.
You can still convert the following datas into molecular structure:
(1) SMILES:O1[Si](O[Si](O[Si]1(C)C)(C)C)(C)C;
(2) InChI:InChI=1/C6H18O3Si3/c1-10(2)7-11(3,4)9-12(5,6)8-10/h1-6H3;
(3) InChIKey:HTDJPCNNEPUOOQ-UHFFFAOYAR
About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia
Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog
©2008 LookChem.com,License: ICP
NO.:Zhejiang16009103
complaints:service@lookchem.com Desktop View