Conditions | Yield |
---|---|
(Me2SiCp''2UBu)2O*2THF In tetrahydrofuran at 66℃; for 44h; | 100% |
C10H26OSi3
A
trimethyl(prop-1-ynyl)silane
B
trimethylsilan
C
Methoxytrimethylsilane
D
ethenyltrimethylsilane
Conditions | Yield |
---|---|
at 650℃; under 0.0001 Torr; | A 18% B n/a C 87% D 28% |
[3-(trimethylsilyl)prop-2-yn-1-yl]magnesium bromide
trimethyl(prop-1-ynyl)silane
Conditions | Yield |
---|---|
With hydrogenchloride In diethyl ether at 0 - 5℃; | 86% |
Conditions | Yield |
---|---|
In various solvent(s) at 100℃; for 3h; | 81.6% |
methyl iodide
Conditions | Yield |
---|---|
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0) at 20℃; for 3h; Inert atmosphere; | 76% |
Stage #1: methyl iodide With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 20℃; for 0.5h; Schlenk technique; Inert atmosphere; Stage #2: trimethylsilylacetylene at 20℃; for 4h; Schlenk technique; Inert atmosphere; |
D
ethenyltrimethylsilane
Conditions | Yield |
---|---|
at 590℃; under 0.0001 Torr; | A 18% B n/a C 72% D 27% |
C10H26OSi3
A
trimethyl(prop-1-ynyl)silane
B
trimethylsilan
C
Methoxytrimethylsilane
D
ethenyltrimethylsilane
Conditions | Yield |
---|---|
at 650℃; under 0.0001 Torr; | A 17% B n/a C 55% D 16% |
trimethyl (3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)prop-1-yn-1-yl)silane
trimethyl(prop-1-ynyl)silane
Conditions | Yield |
---|---|
With trifluoroacetic acid In chloroform-d1 at 20℃; for 18h; Inert atmosphere; regioselective reaction; | 23% |
trimethylsilyl bromide
1-propynylmagnesium bromide
trimethyl(prop-1-ynyl)silane
Conditions | Yield |
---|---|
In diethyl ether | |
In diethylene glycol dimethyl ether | |
In diethyl ether for 30h; Heating; Yield given; |
Conditions | Yield |
---|---|
With magnesium In N,N,N,N,N,N-hexamethylphosphoric triamide at 100 - 110℃; |
Conditions | Yield |
---|---|
(i) nBuLi, THF, hexane, (ii) /BRN= 1209232/; Multistep reaction; | |
(i) nBuLi, hexane, (ii) /BRN= 1209232/; Multistep reaction; | |
(i) nBuLi, hexane, (ii) /BRN= 1209232/, pentane, THF; Multistep reaction; |
chloro-trimethyl-silane
2-bromoprop-1-ene
A
trimethyl(prop-1-ynyl)silane
B
2-(trimethylsilyl)propene
C
1,3-bis(trimethylsilyl)propyne
D
1-propynyl lithium
Conditions | Yield |
---|---|
With lithium 1.) ether, 3 h, reflux, ultrasound; Yield given. Multistep reaction. Further byproducts given. Yields of byproduct given; |
chloro-trimethyl-silane
bromo-2 trimethylsilyloxy-1 propene-1
A
trimethyl(prop-1-ynyl)silane
B
(Z)-2-Trimethylsilanyl-1-trimethylsilanyloxy-propene
Conditions | Yield |
---|---|
With tert.-butyl lithium; sodium carbonate 1.) pentane, THF, -70 deg C, 45 min; 2.) -70 deg C, 50 min; 3.) 0 deg C, 10 min; Multistep reaction; |
Conditions | Yield |
---|---|
(Me2SiCp''2UBu)2O*2THF In tetrahydrofuran at 66℃; for 44h; | 100% |
C10H26OSi3
A
trimethyl(prop-1-ynyl)silane
B
trimethylsilan
C
Methoxytrimethylsilane
D
ethenyltrimethylsilane
Conditions | Yield |
---|---|
at 650℃; under 0.0001 Torr; | A 18% B n/a C 87% D 28% |
[3-(trimethylsilyl)prop-2-yn-1-yl]magnesium bromide
trimethyl(prop-1-ynyl)silane
Conditions | Yield |
---|---|
With hydrogenchloride In diethyl ether at 0 - 5℃; | 86% |
Conditions | Yield |
---|---|
In various solvent(s) at 100℃; for 3h; | 81.6% |
Conditions | Yield |
---|---|
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0) at 20℃; for 3h; Inert atmosphere; | 76% |
Stage #1: methyl iodide With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 20℃; for 0.5h; Schlenk technique; Inert atmosphere; Stage #2: trimethylsilylacetylene at 20℃; for 4h; Schlenk technique; Inert atmosphere; |
2-cyclopropyl-2-methoxyhexamethyltrisilane
A
trimethyl(prop-1-ynyl)silane
B
trimethylsilan
C
Methoxytrimethylsilane
D
ethenyltrimethylsilane
Conditions | Yield |
---|---|
at 590℃; under 0.0001 Torr; | A 18% B n/a C 72% D 27% |
C10H26OSi3
A
trimethyl(prop-1-ynyl)silane
B
trimethylsilan
C
Methoxytrimethylsilane
D
ethenyltrimethylsilane
Conditions | Yield |
---|---|
at 650℃; under 0.0001 Torr; | A 17% B n/a C 55% D 16% |
trimethyl (3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)prop-1-yn-1-yl)silane
trimethyl(prop-1-ynyl)silane
Conditions | Yield |
---|---|
With trifluoroacetic acid In chloroform-d1 at 20℃; for 18h; Inert atmosphere; regioselective reaction; | 23% |
trimethylsilyl bromide
1-propynylmagnesium bromide
trimethyl(prop-1-ynyl)silane
Conditions | Yield |
---|---|
In diethyl ether | |
In diethylene glycol dimethyl ether | |
In diethyl ether for 30h; Heating; Yield given; |
Conditions | Yield |
---|---|
With magnesium In N,N,N,N,N,N-hexamethylphosphoric triamide at 100 - 110℃; |
Conditions | Yield |
---|---|
(i) nBuLi, THF, hexane, (ii) /BRN= 1209232/; Multistep reaction; | |
(i) nBuLi, hexane, (ii) /BRN= 1209232/; Multistep reaction; | |
(i) nBuLi, hexane, (ii) /BRN= 1209232/, pentane, THF; Multistep reaction; |
chloro-trimethyl-silane
2-bromoprop-1-ene
A
trimethyl(prop-1-ynyl)silane
B
2-(trimethylsilyl)propene
C
1,3-bis(trimethylsilyl)propyne
D
1-propynyl lithium
Conditions | Yield |
---|---|
With lithium 1.) ether, 3 h, reflux, ultrasound; Yield given. Multistep reaction. Further byproducts given. Yields of byproduct given; |
chloro-trimethyl-silane
bromo-2 trimethylsilyloxy-1 propene-1
A
trimethyl(prop-1-ynyl)silane
B
(Z)-2-Trimethylsilanyl-1-trimethylsilanyloxy-propene
Conditions | Yield |
---|---|
With tert.-butyl lithium; sodium carbonate 1.) pentane, THF, -70 deg C, 45 min; 2.) -70 deg C, 50 min; 3.) 0 deg C, 10 min; Multistep reaction; |
Conditions | Yield |
---|---|
With tert.-butyl lithium; sodium carbonate 1.) pentane, THF, -70 deg C, 45 min; 2.) -70 deg C, 50 min; 3.) 0 deg C, 10 min; Yield given. Multistep reaction; |
Bis(trimethylsilyl)thioketene
A
trimethyl(prop-1-ynyl)silane
B
tetramethylcyclodisilthiane
D
Bis(trimethylsilyl)ethyne
Conditions | Yield |
---|---|
at 768℃; flash vacuum pyrolysis; | A 13 % Chromat. B 4 % Chromat. C 17 % Chromat. D 17 % Chromat. |
Bis(trimethylsilyl)thioketene
A
trimethyl(prop-1-ynyl)silane
B
tetramethylcyclodisilthiane
D
Bis(trimethylsilyl)ethyne
Conditions | Yield |
---|---|
at 768℃; flash vacuum pyrolysis; | A 13 % Chromat. B 4 % Chromat. C 8 % Chromat. D 17 % Chromat. |
Bis(trimethylsilyl)thioketene
A
trimethyl(prop-1-ynyl)silane
D
Bis(trimethylsilyl)ethyne
Conditions | Yield |
---|---|
at 768℃; flash vacuum pyrolysis; | A 13 % Chromat. B 17 % Chromat. C 8 % Chromat. D 17 % Chromat. |
1-(Phenylsulfonyl)-2-(trimethylsilyl)acetylene
methyllithium
A
trimethyl(prop-1-ynyl)silane
B
benzenesulfonic acid
Conditions | Yield |
---|---|
In tetrahydrofuran 1.) -78 deg C; 2.) up to RT; Yields of byproduct given; |
methyl 3-(trimethylsilyl)prop-2-ynyl carbonate
A
trimethyl(prop-1-ynyl)silane
B
1,6--1,5-hexadiyne
Conditions | Yield |
---|---|
tetrakis(triphenylphosphine) palladium(0) In toluene for 2h; Heating; Yield given. Yields of byproduct given. Title compound not separated from byproducts; |
ethyl 3-(trimethylsilyl)prop-2-ynyl carbonate
A
trimethyl(prop-1-ynyl)silane
B
1,6--1,5-hexadiyne
Conditions | Yield |
---|---|
tetrakis(triphenylphosphine) palladium(0) In toluene for 1h; Heating; Yield given. Yields of byproduct given. Title compound not separated from byproducts; |
Conditions | Yield |
---|---|
tetrakis(triphenylphosphine) palladium(0) In toluene for 1.5h; Heating; Yield given. Yields of byproduct given. Title compound not separated from byproducts; |
Conditions | Yield |
---|---|
(i) EtMgBr, ether, (ii) Me3SiHal; Multistep reaction; |
3-(tetrahydropyran-2-yloxy)-1-trimethylsilylprop-1-yne
trimethyl(prop-1-ynyl)silane
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: ethanol / 9 h / 80 °C 2: pyridine / diethyl ether 3: Pd(PPh3)4 / toluene / 1 h / Heating View Scheme | |
Multi-step reaction with 3 steps 1: ethanol / 9 h / 80 °C 2: pyridine / diethyl ether 3: Pd(PPh3)4 / toluene / 1.5 h / Heating View Scheme | |
Multi-step reaction with 3 steps 1: ethanol / 9 h / 80 °C 2: pyridine / diethyl ether 3: Pd(PPh3)4 / toluene / 2 h / Heating View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: pyridine / diethyl ether 2: Pd(PPh3)4 / toluene / 1 h / Heating View Scheme | |
Multi-step reaction with 2 steps 1: pyridine / diethyl ether 2: Pd(PPh3)4 / toluene / 1.5 h / Heating View Scheme | |
Multi-step reaction with 2 steps 1: pyridine / diethyl ether 2: Pd(PPh3)4 / toluene / 2 h / Heating View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 75 percent / AlCl3 / CH2Cl2 / 12 h / Ambient temperature 2: tetrahydrofuran / 1.) -78 deg C; 2.) up to RT View Scheme |
RuCo2(CO)9(μ3-C(Me)SiMe3)
trimethyl(prop-1-ynyl)silane
Conditions | Yield |
---|---|
With I2 In tetrachloromethane to RuCo-compd. I2 added; (1)H-NMR; |
trimethyl (3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)prop-1-yn-1-yl)silane
A
trimethyl(prop-1-ynyl)silane
B
allenyltrimethylsilane
Conditions | Yield |
---|---|
With ethanol In chloroform-d1 at 20℃; for 18h; Inert atmosphere; regioselective reaction; |
Conditions | Yield |
---|---|
With water In chloroform-d1 at 20℃; for 18h; Inert atmosphere; regioselective reaction; |
Conditions | Yield |
---|---|
With titanium tetrachloride In dichloromethane at -40 - -15℃; for 2h; | 99% |
trimethyl(prop-1-ynyl)silane
2-morpholin-4-yl-benzo[d][1,3]oxazin-4-one
2-methyl-1-(morpholine-4-carbonyl)-3-(trimethylsilyl)quinolin-4(1H)-one
Conditions | Yield |
---|---|
With bis(1,5-cyclooctadiene)nickel(0); tributylphosphine In 5,5-dimethyl-1,3-cyclohexadiene at 80℃; for 24h; Inert atmosphere; | 99% |
trimethyl(prop-1-ynyl)silane
Conditions | Yield |
---|---|
Stage #1: trimethyl(prop-1-ynyl)silane With n-butyllithium In tetrahydrofuran; hexane at -20℃; for 0.5h; Inert atmosphere; Stage #2: (R,E)-8-bromo-3,7-dimethyloct-6-en-1-yl benzoate In tetrahydrofuran; hexane at -20 - 0℃; for 12h; Inert atmosphere; | 99% |
trimethyl(prop-1-ynyl)silane
2-iodophenylamine
2-trimethylsilyl-3-methyl-1H-indole
Conditions | Yield |
---|---|
With palladium diacetate; tetrabutyl-ammonium chloride; sodium carbonate; triphenylphosphine In N,N-dimethyl-formamide at 100℃; for 12h; | 98% |
With palladium diacetate; tetrabutyl-ammonium chloride; sodium carbonate; triphenylphosphine In N,N-dimethyl-formamide at 100℃; for 24h; | 98% |
Stage #1: 2-iodophenylamine With tetrabutyl-ammonium chloride; palladium diacetate; sodium carbonate; triphenylphosphine In N,N-dimethyl-formamide at 20℃; for 0.166667h; Inert atmosphere; Stage #2: trimethyl(prop-1-ynyl)silane In N,N-dimethyl-formamide at 100℃; for 22h; Inert atmosphere; regioselective reaction; | 91% |
trimethyl(prop-1-ynyl)silane
A
trimethylpropylsilane
B
1-(trimethylsilyl)-1-propene
Conditions | Yield |
---|---|
With hydrogen; copper-palladium; silica gel In ethanol at 25℃; under 760 Torr; Kinetics; | A n/a B 98% |
trimethyl(prop-1-ynyl)silane
1-(trimethylsilyl)-1-propene
Conditions | Yield |
---|---|
With hydrogen; copper-palladium; silica gel In ethanol at 25℃; under 760.051 Torr; | 98% |
With diisobutylaluminium hydride In diethyl ether Inert atmosphere; | |
With tri-n-butyl-tin hydride In tetrahydrofuran Inert atmosphere; |
trimethyl(prop-1-ynyl)silane
1-Oxo-1-(trimethylsilyl)-2-propanone
Conditions | Yield |
---|---|
With [1,4,7-Me3-1,4,7-triazacyclononane(CF3CO2)RuIVO2]ClO4; trifluoroacetic acid In acetonitrile at 20℃; for 5h; | 98% |
trimethyl(prop-1-ynyl)silane
isoprene
(2,4-dimethylcyclohexa-1,4-dienyl)trimethylsilane
Conditions | Yield |
---|---|
With cobalt(II) bromide-[1,2-bis(diphenylphosphino)ethane]; zinc(II) iodide; zinc In dichloromethane at 20℃; Diels-Alder reaction; Inert atmosphere; regioselective reaction; | 98% |
trimethyl(prop-1-ynyl)silane
1-Bromo-3-iodobenzene
1-bromo-3-(prop-1-yn-1-yl)benzene
Conditions | Yield |
---|---|
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); tetrabutyl ammonium fluoride; triethylamine In tetrahydrofuran; toluene at 20℃; for 17h; Schlenk technique; Inert atmosphere; | 98% |
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); tetrafluoroammonium fluoride; triethylamine In tetrahydrofuran; toluene at 20℃; for 17h; Inert atmosphere; | 86% |
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); tetrafluoroammonium fluoride; triethylamine In tetrahydrofuran; toluene at 20℃; for 17h; Inert atmosphere; | 86% |
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); tetrafluoroammonium fluoride; triethylamine In tetrahydrofuran; toluene at 20℃; for 17h; Inert atmosphere; | 86% |
With triethylamine; copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); tetrabutyl ammonium fluoride In tetrahydrofuran; toluene at 20℃; Inert atmosphere; | 80% |
trimethyl(prop-1-ynyl)silane
3--2-methylprop-1-ene
Conditions | Yield |
---|---|
With cyclopentadienylruthenium(II) trisacetonitrile hexafluorophosphate In acetone at 20 - 80℃; Inert atmosphere; stereoselective reaction; | 98% |
trimethyl(prop-1-ynyl)silane
1,1'-[ethyne-1,2-diylbis(4,1-phenylene)]diethanone
4'-(2-trimethylsilylethynyl)acetophenone
Conditions | Yield |
---|---|
With [(Ph3SiO)3Mo≡CC6H4OMe] In toluene at 20℃; for 2h; Inert atmosphere; Molecular sieve; | 98% |
trimethyl(prop-1-ynyl)silane
N-(quinolin-8-yl)-2-methylacrylamide
Conditions | Yield |
---|---|
Stage #1: trimethyl(prop-1-ynyl)silane; N-(quinolin-8-yl)-2-methylacrylamide With 1,2-Dichloropropane; ZnBr2*C6H16N2; (trimethylsilyl)methylmagnesium chloride; cis-1,2-bis-(diphenylphosphino)ethene In tetrahydrofuran at 20℃; Schlenk technique; Stage #2: With iron(III)-acetylacetonate In tetrahydrofuran at 40℃; for 20h; Reagent/catalyst; Schlenk technique; | 98% |
trimethyl(prop-1-ynyl)silane
N-(2,6-dichlorobenzoyl)-O-(trifluoromethanesulfonyl)-L-tyrosine methyl ester
Conditions | Yield |
---|---|
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; copper(l) iodide; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 90℃; for 24h; | 98% |
Conditions | Yield |
---|---|
With cross-linked polysiloxane stabilized platinum nanoparticles (Pt-Nano) In benzene at 20℃; for 10h; Inert atmosphere; Schlenk technique; regioselective reaction; | 98% |
Conditions | Yield |
---|---|
With cross-linked polysiloxane stabilized platinum nanoparticles (Pt-Nano) In benzene at 20℃; for 10h; Inert atmosphere; Schlenk technique; regioselective reaction; | 98% |
Conditions | Yield |
---|---|
With cross-linked polysiloxane stabilized platinum nanoparticles (Pt-Nano) In benzene at 20℃; for 10h; Inert atmosphere; Schlenk technique; regioselective reaction; | 98% |
Conditions | Yield |
---|---|
With cross-linked polysiloxane stabilized platinum nanoparticles (Pt-Nano) In benzene at 20℃; for 10h; Inert atmosphere; Schlenk technique; regioselective reaction; | 97% |
With cyclopentadienylruthenium(II) trisacetonitrile hexafluorophosphate In dichloromethane at 20℃; for 24h; Inert atmosphere; stereoselective reaction; | 88% |
The Silane,trimethyl-1-propyn-1-yl-, with the CAS registry number 6224-91-5 and EINECS registry number 228-314-5, has the systematic name of trimethyl(prop-1-yn-1-yl)silane. It is a kind of clear colorless liquid, and belongs to the following product categories: Acetylenes; Diyne Compounds (LB Films); Ethynylsilanes; Functional Materials; Functionalized Acetylenes; LB Films; Si (Classes of Silicon Compounds); Si-(C)4 Compounds; Silicon Compounds (for Synthesis); Synthetic Organic Chemistry. The molecular formula of the chemical is C6H12Si. What's more, it should be stored at 0-6°C.
The characteristics of Silane,trimethyl-1-propyn-1-yl- are as followings: (1)ACD/LogP: 2.70; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.7; (4)ACD/LogD (pH 7.4): 2.7; (5)ACD/BCF (pH 5.5): 66.54; (6)ACD/BCF (pH 7.4): 66.54; (7)ACD/KOC (pH 5.5): 702.36; (8)ACD/KOC (pH 7.4): 702.36; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 0 Å2; (13)Index of Refraction: 1.413; (14)Molar Refractivity: 36.56 cm3; (15)Molar Volume: 146.6 cm3; (16)Polarizability: 14.49×10-24cm3; (17)Surface Tension: 19.5 dyne/cm; (18)Density: 0.765 g/cm3; (19)Enthalpy of Vaporization: 32.48 kJ/mol; (20)Boiling Point: 99.5 °C at 760 mmHg; (21)Vapour Pressure: 43.9 mmHg at 25°C.
Uses of Silane,trimethyl-1-propyn-1-yl-: It can react with chloro-trimethyl-silane to produce 1-propyne-1,3-diylbis(trimethyl-silane).
You should be cautious while dealing with this chemical. It is a kind of highly flammmable chemical which irritates to eyes, respiratory system and skin. Therefore, you had better take the following instructions: Keep away from sources of ignition - No smoking; Wear suitable protective clothing, and if in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.
Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: C(#C[Si](C)(C)C)C
(2)InChI: InChI=1/C6H12Si/c1-5-6-7(2,3)4/h1-4H3
(3)InChIKey: DCGLONGLPGISNX-UHFFFAOYAK
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