Product Name

  • Name

    1-(Trimethylsilyl)-1-propyne

  • EINECS 228-314-5
  • CAS No. 6224-91-5
  • Article Data36
  • CAS DataBase
  • Density 0.765 g/cm3
  • Solubility
  • Melting Point - 69 °C
  • Formula C6H12Si
  • Boiling Point 99-100 °C(lit.)
  • Molecular Weight 112.247
  • Flash Point 99.5 °C at 760 mmHg
  • Transport Information UN 1993
  • Appearance clear, colorless liquid.
  • Safety 16-26-36
  • Risk Codes 11-36/37/38
  • Molecular Structure Molecular Structure of 6224-91-5 (1-(Trimethylsilyl)-1-propyne)
  • Hazard Symbols FlammableF; IrritantXi
  • Synonyms Silane,trimethyl-1-propynyl- (6CI,7CI,8CI,9CI);1-(Trimethylsilyl)-1-propyne;1-(Trimethylsilyl)propyne;1-Methyl-2-trimethylsilylacetylene;1-Propynyltrimethylsilane;Methyl(trimethylsilyl)acetylene;Methyl(trimethylsilyl)ethyne;T 3728;Trimethyl(1-propyn-1-yl)silane;Trimethyl-1-propynylsilane;
  • PSA 0.00000
  • LogP 1.88710

Synthetic route

prop-1-yne
74-99-7

prop-1-yne

trimethylsilylacetylene
1066-54-2

trimethylsilylacetylene

trimethyl(prop-1-ynyl)silane
6224-91-5

trimethyl(prop-1-ynyl)silane

Conditions
ConditionsYield
(Me2SiCp''2UBu)2O*2THF In tetrahydrofuran at 66℃; for 44h;100%
C10H26OSi3
83268-94-4

C10H26OSi3

A

trimethyl(prop-1-ynyl)silane
6224-91-5

trimethyl(prop-1-ynyl)silane

B

trimethylsilan
993-07-7

trimethylsilan

C

Methoxytrimethylsilane
1825-61-2

Methoxytrimethylsilane

D

ethenyltrimethylsilane
754-05-2

ethenyltrimethylsilane

Conditions
ConditionsYield
at 650℃; under 0.0001 Torr;A 18%
B n/a
C 87%
D 28%
[3-(trimethylsilyl)prop-2-yn-1-yl]magnesium bromide
78012-45-0

[3-(trimethylsilyl)prop-2-yn-1-yl]magnesium bromide

trimethyl(prop-1-ynyl)silane
6224-91-5

trimethyl(prop-1-ynyl)silane

Conditions
ConditionsYield
With hydrogenchloride In diethyl ether at 0 - 5℃;86%

trimethyl(prop-1-ynyl)silane

trimethyl(prop-1-ynyl)silane

Conditions
ConditionsYield
In various solvent(s) at 100℃; for 3h;81.6%
trimethylsilylacetylene

trimethylsilylacetylene

methyl iodide
74-88-4

methyl iodide

trimethyl(prop-1-ynyl)silane

trimethyl(prop-1-ynyl)silane

Conditions
ConditionsYield
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;

A

trimethyl(prop-1-ynyl)silane

trimethyl(prop-1-ynyl)silane

B

trimethylsilan

trimethylsilan

C

D

ethenyltrimethylsilane
754-05-2

ethenyltrimethylsilane

Conditions
ConditionsYield
at 590℃; under 0.0001 Torr;A 18%
B n/a
C 72%
D 27%

A

trimethyl(prop-1-ynyl)silane
6224-91-5

trimethyl(prop-1-ynyl)silane

B

trimethylsilan
993-07-7

trimethylsilan

C

Methoxytrimethylsilane
1825-61-2

Methoxytrimethylsilane

D

ethenyltrimethylsilane
754-05-2

ethenyltrimethylsilane

Conditions
ConditionsYield
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
129217-85-2

trimethyl (3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)prop-1-yn-1-yl)silane

trimethyl(prop-1-ynyl)silane
6224-91-5

trimethyl(prop-1-ynyl)silane

Conditions
ConditionsYield
With trifluoroacetic acid In chloroform-d1 at 20℃; for 18h; Inert atmosphere; regioselective reaction;23%
trimethylsilyl bromide
2857-97-8

trimethylsilyl bromide

1-propynylmagnesium bromide
16466-97-0, 13254-27-8

1-propynylmagnesium bromide

trimethyl(prop-1-ynyl)silane
6224-91-5

trimethyl(prop-1-ynyl)silane

chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

1-propynyl lithium
4529-04-8

1-propynyl lithium

trimethyl(prop-1-ynyl)silane
6224-91-5

trimethyl(prop-1-ynyl)silane

Conditions
ConditionsYield
In diethyl ether
In diethylene glycol dimethyl ether
In diethyl ether for 30h; Heating; Yield given;
chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

propargyl bromide
106-96-7

propargyl bromide

trimethyl(prop-1-ynyl)silane
6224-91-5

trimethyl(prop-1-ynyl)silane

Conditions
ConditionsYield
With magnesium In N,N,N,N,N,N-hexamethylphosphoric triamide at 100 - 110℃;
chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

prop-1-yne
74-99-7

prop-1-yne

trimethyl(prop-1-ynyl)silane
6224-91-5

trimethyl(prop-1-ynyl)silane

Conditions
ConditionsYield
(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
75-77-4

chloro-trimethyl-silane

2-bromoprop-1-ene
557-93-7

2-bromoprop-1-ene

A

trimethyl(prop-1-ynyl)silane
6224-91-5

trimethyl(prop-1-ynyl)silane

B

2-(trimethylsilyl)propene
18163-07-0

2-(trimethylsilyl)propene

C

1,3-bis(trimethylsilyl)propyne
21752-80-7

1,3-bis(trimethylsilyl)propyne

D

1-propynyl lithium
4529-04-8

1-propynyl lithium

Conditions
ConditionsYield
With lithium 1.) ether, 3 h, reflux, ultrasound; Yield given. Multistep reaction. Further byproducts given. Yields of byproduct given;
chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

bromo-2 trimethylsilyloxy-1 propene-1
61668-36-8

bromo-2 trimethylsilyloxy-1 propene-1

A

trimethyl(prop-1-ynyl)silane
6224-91-5

trimethyl(prop-1-ynyl)silane

B

(Z)-2-Trimethylsilanyl-1-trimethylsilanyloxy-propene
154581-92-7

(Z)-2-Trimethylsilanyl-1-trimethylsilanyloxy-propene

Conditions
ConditionsYield
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;
prop-1-yne
74-99-7

prop-1-yne

trimethylsilylacetylene
1066-54-2

trimethylsilylacetylene

trimethyl(prop-1-ynyl)silane
6224-91-5

trimethyl(prop-1-ynyl)silane

Conditions
ConditionsYield
(Me2SiCp''2UBu)2O*2THF In tetrahydrofuran at 66℃; for 44h;100%
C10H26OSi3
83268-94-4

C10H26OSi3

A

trimethyl(prop-1-ynyl)silane
6224-91-5

trimethyl(prop-1-ynyl)silane

B

trimethylsilan
993-07-7

trimethylsilan

C

Methoxytrimethylsilane
1825-61-2

Methoxytrimethylsilane

D

ethenyltrimethylsilane
754-05-2

ethenyltrimethylsilane

Conditions
ConditionsYield
at 650℃; under 0.0001 Torr;A 18%
B n/a
C 87%
D 28%
[3-(trimethylsilyl)prop-2-yn-1-yl]magnesium bromide
78012-45-0

[3-(trimethylsilyl)prop-2-yn-1-yl]magnesium bromide

trimethyl(prop-1-ynyl)silane
6224-91-5

trimethyl(prop-1-ynyl)silane

Conditions
ConditionsYield
With hydrogenchloride In diethyl ether at 0 - 5℃;86%
chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

sodium propynide
10486-71-2

sodium propynide

trimethyl(prop-1-ynyl)silane
6224-91-5

trimethyl(prop-1-ynyl)silane

Conditions
ConditionsYield
In various solvent(s) at 100℃; for 3h;81.6%
trimethylsilylacetylene
1066-54-2

trimethylsilylacetylene

methyl iodide
74-88-4

methyl iodide

trimethyl(prop-1-ynyl)silane
6224-91-5

trimethyl(prop-1-ynyl)silane

Conditions
ConditionsYield
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
83268-89-7

2-cyclopropyl-2-methoxyhexamethyltrisilane

A

trimethyl(prop-1-ynyl)silane
6224-91-5

trimethyl(prop-1-ynyl)silane

B

trimethylsilan
993-07-7

trimethylsilan

C

Methoxytrimethylsilane
1825-61-2

Methoxytrimethylsilane

D

ethenyltrimethylsilane
754-05-2

ethenyltrimethylsilane

Conditions
ConditionsYield
at 590℃; under 0.0001 Torr;A 18%
B n/a
C 72%
D 27%

A

trimethyl(prop-1-ynyl)silane
6224-91-5

trimethyl(prop-1-ynyl)silane

B

trimethylsilan
993-07-7

trimethylsilan

C

Methoxytrimethylsilane
1825-61-2

Methoxytrimethylsilane

D

ethenyltrimethylsilane
754-05-2

ethenyltrimethylsilane

Conditions
ConditionsYield
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
129217-85-2

trimethyl (3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)prop-1-yn-1-yl)silane

trimethyl(prop-1-ynyl)silane
6224-91-5

trimethyl(prop-1-ynyl)silane

Conditions
ConditionsYield
With trifluoroacetic acid In chloroform-d1 at 20℃; for 18h; Inert atmosphere; regioselective reaction;23%
trimethylsilyl bromide
2857-97-8

trimethylsilyl bromide

1-propynylmagnesium bromide
16466-97-0, 13254-27-8

1-propynylmagnesium bromide

trimethyl(prop-1-ynyl)silane
6224-91-5

trimethyl(prop-1-ynyl)silane

chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

1-propynyl lithium
4529-04-8

1-propynyl lithium

trimethyl(prop-1-ynyl)silane
6224-91-5

trimethyl(prop-1-ynyl)silane

Conditions
ConditionsYield
In diethyl ether
In diethylene glycol dimethyl ether
In diethyl ether for 30h; Heating; Yield given;
chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

propargyl bromide
106-96-7

propargyl bromide

trimethyl(prop-1-ynyl)silane
6224-91-5

trimethyl(prop-1-ynyl)silane

Conditions
ConditionsYield
With magnesium In N,N,N,N,N,N-hexamethylphosphoric triamide at 100 - 110℃;
chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

prop-1-yne
74-99-7

prop-1-yne

trimethyl(prop-1-ynyl)silane
6224-91-5

trimethyl(prop-1-ynyl)silane

Conditions
ConditionsYield
(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
75-77-4

chloro-trimethyl-silane

2-bromoprop-1-ene
557-93-7

2-bromoprop-1-ene

A

trimethyl(prop-1-ynyl)silane
6224-91-5

trimethyl(prop-1-ynyl)silane

B

2-(trimethylsilyl)propene
18163-07-0

2-(trimethylsilyl)propene

C

1,3-bis(trimethylsilyl)propyne
21752-80-7

1,3-bis(trimethylsilyl)propyne

D

1-propynyl lithium
4529-04-8

1-propynyl lithium

Conditions
ConditionsYield
With lithium 1.) ether, 3 h, reflux, ultrasound; Yield given. Multistep reaction. Further byproducts given. Yields of byproduct given;
chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

bromo-2 trimethylsilyloxy-1 propene-1
61668-36-8

bromo-2 trimethylsilyloxy-1 propene-1

A

trimethyl(prop-1-ynyl)silane
6224-91-5

trimethyl(prop-1-ynyl)silane

B

(Z)-2-Trimethylsilanyl-1-trimethylsilanyloxy-propene
154581-92-7

(Z)-2-Trimethylsilanyl-1-trimethylsilanyloxy-propene

Conditions
ConditionsYield
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;
chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

((Z)-2-Bromo-1-methyl-vinyloxy)-trimethyl-silane

((Z)-2-Bromo-1-methyl-vinyloxy)-trimethyl-silane

A

trimethyl(prop-1-ynyl)silane
6224-91-5

trimethyl(prop-1-ynyl)silane

B

(Z)-1-Trimethylsilanyl-2-trimethylsilanyloxy-propene

(Z)-1-Trimethylsilanyl-2-trimethylsilanyloxy-propene

Conditions
ConditionsYield
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
62827-97-8

Bis(trimethylsilyl)thioketene

A

trimethyl(prop-1-ynyl)silane
6224-91-5

trimethyl(prop-1-ynyl)silane

B

tetramethylcyclodisilthiane
7796-59-0

tetramethylcyclodisilthiane

C

Trimethylsilanyl-ethenethione

Trimethylsilanyl-ethenethione

D

Bis(trimethylsilyl)ethyne
14630-40-1

Bis(trimethylsilyl)ethyne

Conditions
ConditionsYield
at 768℃; flash vacuum pyrolysis;A 13 % Chromat.
B 4 % Chromat.
C 17 % Chromat.
D 17 % Chromat.
Bis(trimethylsilyl)thioketene
62827-97-8

Bis(trimethylsilyl)thioketene

A

trimethyl(prop-1-ynyl)silane
6224-91-5

trimethyl(prop-1-ynyl)silane

B

tetramethylcyclodisilthiane
7796-59-0

tetramethylcyclodisilthiane

C

2,2,4,4-tetramethyl-2,4-disilathiethane

2,2,4,4-tetramethyl-2,4-disilathiethane

D

Bis(trimethylsilyl)ethyne
14630-40-1

Bis(trimethylsilyl)ethyne

Conditions
ConditionsYield
at 768℃; flash vacuum pyrolysis;A 13 % Chromat.
B 4 % Chromat.
C 8 % Chromat.
D 17 % Chromat.
Bis(trimethylsilyl)thioketene
62827-97-8

Bis(trimethylsilyl)thioketene

A

trimethyl(prop-1-ynyl)silane
6224-91-5

trimethyl(prop-1-ynyl)silane

B

Trimethylsilanyl-ethenethione

Trimethylsilanyl-ethenethione

C

2,2,4,4-tetramethyl-2,4-disilathiethane

2,2,4,4-tetramethyl-2,4-disilathiethane

D

Bis(trimethylsilyl)ethyne
14630-40-1

Bis(trimethylsilyl)ethyne

Conditions
ConditionsYield
at 768℃; flash vacuum pyrolysis;A 13 % Chromat.
B 17 % Chromat.
C 8 % Chromat.
D 17 % Chromat.
1-(Phenylsulfonyl)-2-(trimethylsilyl)acetylene
32501-93-2

1-(Phenylsulfonyl)-2-(trimethylsilyl)acetylene

methyllithium
917-54-4

methyllithium

A

trimethyl(prop-1-ynyl)silane
6224-91-5

trimethyl(prop-1-ynyl)silane

B

benzenesulfonic acid
98-11-3

benzenesulfonic acid

Conditions
ConditionsYield
In tetrahydrofuran 1.) -78 deg C; 2.) up to RT; Yields of byproduct given;
methyl 3-(trimethylsilyl)prop-2-ynyl carbonate
141862-01-3

methyl 3-(trimethylsilyl)prop-2-ynyl carbonate

A

trimethyl(prop-1-ynyl)silane
6224-91-5

trimethyl(prop-1-ynyl)silane

B

1,6--1,5-hexadiyne
1578-53-6

1,6--1,5-hexadiyne

C

3,6-Bis(trimethylsilyl)-1,2-hexadien-5-yne

3,6-Bis(trimethylsilyl)-1,2-hexadien-5-yne

Conditions
ConditionsYield
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
167275-01-6

ethyl 3-(trimethylsilyl)prop-2-ynyl carbonate

A

trimethyl(prop-1-ynyl)silane
6224-91-5

trimethyl(prop-1-ynyl)silane

B

1,6--1,5-hexadiyne
1578-53-6

1,6--1,5-hexadiyne

C

3,6-Bis(trimethylsilyl)-1,2-hexadien-5-yne

3,6-Bis(trimethylsilyl)-1,2-hexadien-5-yne

Conditions
ConditionsYield
tetrakis(triphenylphosphine) palladium(0) In toluene for 1h; Heating; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
3-(Trimethylsilyl)propargyl isopropyl carbonate

3-(Trimethylsilyl)propargyl isopropyl carbonate

A

trimethyl(prop-1-ynyl)silane
6224-91-5

trimethyl(prop-1-ynyl)silane

B

1,6--1,5-hexadiyne
1578-53-6

1,6--1,5-hexadiyne

C

3,6-Bis(trimethylsilyl)-1,2-hexadien-5-yne

3,6-Bis(trimethylsilyl)-1,2-hexadien-5-yne

Conditions
ConditionsYield
tetrakis(triphenylphosphine) palladium(0) In toluene for 1.5h; Heating; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
prop-1-yne
74-99-7

prop-1-yne

Me3SiHal

Me3SiHal

trimethyl(prop-1-ynyl)silane
6224-91-5

trimethyl(prop-1-ynyl)silane

Conditions
ConditionsYield
(i) EtMgBr, ether, (ii) Me3SiHal; Multistep reaction;
3-(tetrahydropyran-2-yloxy)-1-trimethylsilylprop-1-yne
36551-06-1

3-(tetrahydropyran-2-yloxy)-1-trimethylsilylprop-1-yne

trimethyl(prop-1-ynyl)silane
6224-91-5

trimethyl(prop-1-ynyl)silane

Conditions
ConditionsYield
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
3-trimethylsilyl-2-propyn-1-ol
5272-36-6

3-trimethylsilyl-2-propyn-1-ol

trimethyl(prop-1-ynyl)silane
6224-91-5

trimethyl(prop-1-ynyl)silane

Conditions
ConditionsYield
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
Bis(trimethylsilyl)ethyne
14630-40-1

Bis(trimethylsilyl)ethyne

pentacarbonyl<(cyclopropyl)methoxymethylene>chromium

pentacarbonyl<(cyclopropyl)methoxymethylene>chromium

trimethyl(prop-1-ynyl)silane
6224-91-5

trimethyl(prop-1-ynyl)silane

Conditions
ConditionsYield
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)
124127-77-1

RuCo2(CO)9(μ3-C(Me)SiMe3)

trimethyl(prop-1-ynyl)silane
6224-91-5

trimethyl(prop-1-ynyl)silane

Conditions
ConditionsYield
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
129217-85-2

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
6224-91-5

trimethyl(prop-1-ynyl)silane

B

allenyltrimethylsilane
14657-22-8

allenyltrimethylsilane

Conditions
ConditionsYield
With ethanol In chloroform-d1 at 20℃; for 18h; Inert atmosphere; regioselective reaction;
C10H19BNO2Si(1-)*H(1+)

C10H19BNO2Si(1-)*H(1+)

A

trimethyl(prop-1-ynyl)silane
6224-91-5

trimethyl(prop-1-ynyl)silane

B

allenyltrimethylsilane
14657-22-8

allenyltrimethylsilane

Conditions
ConditionsYield
With water In chloroform-d1 at 20℃; for 18h; Inert atmosphere; regioselective reaction;
trimethyl(prop-1-ynyl)silane
6224-91-5

trimethyl(prop-1-ynyl)silane

3,4-di-O-acetyl-D-xylal
3152-43-0

3,4-di-O-acetyl-D-xylal

Acetic acid (3S,6R)-6-prop-1-ynyl-3,6-dihydro-2H-pyran-3-yl ester

Acetic acid (3S,6R)-6-prop-1-ynyl-3,6-dihydro-2H-pyran-3-yl ester

Conditions
ConditionsYield
With titanium tetrachloride In dichloromethane at -40 - -15℃; for 2h;99%
trimethyl(prop-1-ynyl)silane
6224-91-5

trimethyl(prop-1-ynyl)silane

2-morpholin-4-yl-benzo[d][1,3]oxazin-4-one
23494-28-2

2-morpholin-4-yl-benzo[d][1,3]oxazin-4-one

2-methyl-1-(morpholine-4-carbonyl)-3-(trimethylsilyl)quinolin-4(1H)-one
1333318-67-4

2-methyl-1-(morpholine-4-carbonyl)-3-(trimethylsilyl)quinolin-4(1H)-one

Conditions
ConditionsYield
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
6224-91-5

trimethyl(prop-1-ynyl)silane

(R,E)-8-bromo-3,7-dimethyloct-6-en-1-yl benzoate

(R,E)-8-bromo-3,7-dimethyloct-6-en-1-yl benzoate

(R,E)-3,7-dimethyl-11-(trimethylsilyl)undec-6-en-10-yn-1-ol

(R,E)-3,7-dimethyl-11-(trimethylsilyl)undec-6-en-10-yn-1-ol

Conditions
ConditionsYield
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
6224-91-5

trimethyl(prop-1-ynyl)silane

2-iodophenylamine
615-43-0

2-iodophenylamine

2-trimethylsilyl-3-methyl-1H-indole
135189-98-9

2-trimethylsilyl-3-methyl-1H-indole

Conditions
ConditionsYield
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
6224-91-5

trimethyl(prop-1-ynyl)silane

A

trimethylpropylsilane
3510-70-1

trimethylpropylsilane

B

1-(trimethylsilyl)-1-propene
17680-01-2

1-(trimethylsilyl)-1-propene

Conditions
ConditionsYield
With hydrogen; copper-palladium; silica gel In ethanol at 25℃; under 760 Torr; Kinetics;A n/a
B 98%
trimethyl(prop-1-ynyl)silane
6224-91-5

trimethyl(prop-1-ynyl)silane

1-(trimethylsilyl)-1-propene
17680-01-2

1-(trimethylsilyl)-1-propene

Conditions
ConditionsYield
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
6224-91-5

trimethyl(prop-1-ynyl)silane

1-Oxo-1-(trimethylsilyl)-2-propanone
80594-34-9

1-Oxo-1-(trimethylsilyl)-2-propanone

Conditions
ConditionsYield
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
6224-91-5

trimethyl(prop-1-ynyl)silane

isoprene
78-79-5

isoprene

(2,4-dimethylcyclohexa-1,4-dienyl)trimethylsilane
1309761-62-3

(2,4-dimethylcyclohexa-1,4-dienyl)trimethylsilane

Conditions
ConditionsYield
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
6224-91-5

trimethyl(prop-1-ynyl)silane

1-Bromo-3-iodobenzene
591-18-4

1-Bromo-3-iodobenzene

1-bromo-3-(prop-1-yn-1-yl)benzene
66952-36-1

1-bromo-3-(prop-1-yn-1-yl)benzene

Conditions
ConditionsYield
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
6224-91-5

trimethyl(prop-1-ynyl)silane

3--2-methylprop-1-ene
91230-06-7

3--2-methylprop-1-ene

tert-butyl ((1E,4E)-2,4-dimethyl-5-(trimethylsilyl)penta-1,4-dien-1-yl)carbamate

tert-butyl ((1E,4E)-2,4-dimethyl-5-(trimethylsilyl)penta-1,4-dien-1-yl)carbamate

Conditions
ConditionsYield
With cyclopentadienylruthenium(II) trisacetonitrile hexafluorophosphate In acetone at 20 - 80℃; Inert atmosphere; stereoselective reaction;98%
trimethyl(prop-1-ynyl)silane
6224-91-5

trimethyl(prop-1-ynyl)silane

1,1'-[ethyne-1,2-diylbis(4,1-phenylene)]diethanone
29619-42-9

1,1'-[ethyne-1,2-diylbis(4,1-phenylene)]diethanone

4'-(2-trimethylsilylethynyl)acetophenone
75883-03-3

4'-(2-trimethylsilylethynyl)acetophenone

Conditions
ConditionsYield
With [(Ph3SiO)3Mo≡CC6H4OMe] In toluene at 20℃; for 2h; Inert atmosphere; Molecular sieve;98%
trimethyl(prop-1-ynyl)silane
6224-91-5

trimethyl(prop-1-ynyl)silane

N-(quinolin-8-yl)-2-methylacrylamide
1616877-82-7

N-(quinolin-8-yl)-2-methylacrylamide

3,6-dimethyl-5-trimethylsilyl-1-(quinolin-8-yl)pyridin-2(1H)-one

3,6-dimethyl-5-trimethylsilyl-1-(quinolin-8-yl)pyridin-2(1H)-one

Conditions
ConditionsYield
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
6224-91-5

trimethyl(prop-1-ynyl)silane

N-(2,6-dichlorobenzoyl)-O-(trifluoromethanesulfonyl)-L-tyrosine methyl ester
232276-45-8

N-(2,6-dichlorobenzoyl)-O-(trifluoromethanesulfonyl)-L-tyrosine methyl ester

C20H17Cl2NO3

C20H17Cl2NO3

Conditions
ConditionsYield
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%
trimethyl(prop-1-ynyl)silane
6224-91-5

trimethyl(prop-1-ynyl)silane

dimethyl(ethoxy)silane
14857-34-2

dimethyl(ethoxy)silane

C10H24OSi2

C10H24OSi2

Conditions
ConditionsYield
With cross-linked polysiloxane stabilized platinum nanoparticles (Pt-Nano) In benzene at 20℃; for 10h; Inert atmosphere; Schlenk technique; regioselective reaction;98%
trimethyl(prop-1-ynyl)silane
6224-91-5

trimethyl(prop-1-ynyl)silane

dimethylmonochlorosilane
1066-35-9

dimethylmonochlorosilane

C8H19ClSi2

C8H19ClSi2

Conditions
ConditionsYield
With cross-linked polysiloxane stabilized platinum nanoparticles (Pt-Nano) In benzene at 20℃; for 10h; Inert atmosphere; Schlenk technique; regioselective reaction;98%
trimethyl(prop-1-ynyl)silane
6224-91-5

trimethyl(prop-1-ynyl)silane

ethyldichlorosilane
1789-58-8

ethyldichlorosilane

C8H18Cl2Si2

C8H18Cl2Si2

Conditions
ConditionsYield
With cross-linked polysiloxane stabilized platinum nanoparticles (Pt-Nano) In benzene at 20℃; for 10h; Inert atmosphere; Schlenk technique; regioselective reaction;98%
trimethyl(prop-1-ynyl)silane
6224-91-5

trimethyl(prop-1-ynyl)silane

Triethoxysilane
998-30-1

Triethoxysilane

(E)-triethoxy(1-(trimethylsilyl)prop-1-en-2-yl)silane

(E)-triethoxy(1-(trimethylsilyl)prop-1-en-2-yl)silane

Conditions
ConditionsYield
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%

1-(Trimethylsilyl)-1-propyne Specification

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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