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| CAS No.: | 1066-54-2 |
|---|---|
| Name: | Trimethylsilylacetylene |
| Article Data: | 65 |
| Molecular Structure: | |
|
|
|
| Formula: | C5H10Si |
| Molecular Weight: | 98.2199 |
| Synonyms: | Silane, ethynyltrimethyl-; |
| EINECS: | 213-919-9 |
| Density: | 0.752 g/cm3 |
| Melting Point: | >0 °C |
| Boiling Point: | 53 °C at 760 mmHg |
| Flash Point: | <?30°F |
| Solubility: | reacts with water |
| Appearance: | clear colorless liquid |
| Hazard Symbols: |
 F, Xi
|
| Risk Codes: | 11-36/37/38 |
| Safety: | 16-26-36 |
| Transport Information: | UN 1993 3/PG 2 |
| PSA: | 0.00000 |
| LogP: | 1.49700 |
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- 1219080-61-1IMIDAZOLE-2-BORONIC ACID
| Conditions | Yield |
|---|---|
| With diisobutylaluminium hydride In pentane at 25℃; for 0.5h; | A n/a B 100% |
- 13683-41-5
1-bromo-1-(trimethylsilyl)ethene
- 1066-54-2
trimethylsilylacetylene
| Conditions | Yield |
|---|---|
| With sodium hydroxide In dimethyl sulfoxide at 40 - 110℃; for 2h; Solvent; | 94% |
| tetrakis(triphenylphosphine) palladium(0) | |
| tetrakis(triphenylphosphine) palladium(0) Mechanism; |
| Conditions | Yield |
|---|---|
| Stage #1: chloro-trimethyl-silane; lithium acetylide; 4,4'-di-tert-butylbiphenyl In tetrahydrofuran at 0℃; for 2h; Stage #2: With water In tetrahydrofuran at 20℃; | 91.4% |
| Conditions | Yield |
|---|---|
| With diethylene glycol diethyl ester at 50℃; for 2h; | 80% |
| In tetrahydrofuran; xylene for 24h; | 75% |
| Conditions | Yield |
|---|---|
| Stage #1: acetylene With ethidium Bromide; magnesium; ethylene dibromide at 5 - 10℃; Grignard reaction; Stage #2: chloro-trimethyl-silane at 15 - 35℃; for 1h; Substitution; | 80% |
| Stage #1: acetylene With butyl magnesium bromide In tetrahydrofuran at -5 - 20℃; for 1.5h; Inert atmosphere; Stage #2: chloro-trimethyl-silane In tetrahydrofuran at 15 - 20℃; for 1h; Inert atmosphere; Reflux; | 75% |
| With n-butyllithium In tetrahydrofuran; hexane at -78 - 25℃; for 10h; | |
| With n-butyllithium 1.) THF, hexane, -78 deg C, 10 min, 2.) -78 deg C, 2.5 h; room temp., 2 h; Multistep reaction; | |
| With sodium 1.) anisole, 110 deg C, 2.) 24 h; Yield given. Multistep reaction; |
| Conditions | Yield |
|---|---|
| In tetrahydrofuran at 0℃; | 77% |
- 19061-00-8
bis(trimethylsilyl)ketene
A
- 541-05-9
Hexamethylcyclotrisiloxane
B
- 556-67-2
octamethylcyclotetrasiloxane
C
- 1066-54-2
trimethylsilylacetylene
| Conditions | Yield |
|---|---|
| at 700℃; flash vacuum pyrolysis; | A 22% B 16% C 76% |
- 98991-82-3
(trimethylsilyl)(dimethylsilyl)ketene
A
- 541-05-9
Hexamethylcyclotrisiloxane
B
- 556-67-2
octamethylcyclotetrasiloxane
C
- 1066-54-2
trimethylsilylacetylene
| Conditions | Yield |
|---|---|
| at 700℃; | A 22% B 16% C 76% |
| Conditions | Yield |
|---|---|
| In acetonitrile at 100℃; for 1h; | 74% |
- 16029-98-4
trimethylsilyl iodide
- 994-39-8
triethylethynylstannane
A
- 2943-86-4
triethyltin iodide
B
- 1066-54-2
trimethylsilylacetylene
| Conditions | Yield |
|---|---|
| In acetonitrile mixt. heating for 1 h at 100°C; solvent washing out (water), Si-compd. isolation (vac. distn.); | A n/a B 74% |
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Specification
The Trimethylsilylacetylene, with the CAS registry number 1066-54-2 and EINECS registry number 213-919-9, has the systematic name of ethynyl(trimethyl)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); Silicon Compounds (for Synthesis); Synthetic Organic Chemistry. And the molecular formula of this chemical is C8H9FN2O. What's more, it is usually used as silicon agent and anisomerous common intermediates. And it should be stored at 2-8°C.
The physical properties of Trimethylsilylacetylene are as followings: (1)ACD/LogP: 2.16; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.16; (4)ACD/LogD (pH 7.4): 2.16; (5)ACD/BCF (pH 5.5): 25.64; (6)ACD/BCF (pH 7.4): 25.64; (7)ACD/KOC (pH 5.5): 354.88; (8)ACD/KOC (pH 7.4): 354.88; (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: 1.401; (14)Molar Refractivity: 31.75 cm3; (15)Molar Volume: 130.5 cm3; (16)Polarizability: 12.58×10-24cm3; (17)Surface Tension: 18 dyne/cm; (18)Density: 0.752 g/cm3; (19)Enthalpy of Vaporization: 28.39 kJ/mol; (20)Boiling Point: 53 °C at 760 mmHg; (21)Vapour Pressure: 273 mmHg at 25°C.
Uses of Trimethylsilylacetylene: It can react with carbonochloridic acid ethyl ester to produce trimethylsilanyl-propiolic acid ethyl ester. This reaction will need reagent n-BuLi. And the yield is about 95%.
You should be cautious while dealing with this chemical. It is a kind of flammble chemical which irritates 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 in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.
You can still convert the following datas into molecular structure:
(1)SMILES: C#C[Si](C)(C)C
(2)InChI: InChI=1/C5H10Si/c1-5-6(2,3)4/h1H,2-4H3
(3)InChIKey: CWMFRHBXRUITQE-UHFFFAOYAI