| Identification | More | [Name]
Trimethylsilylacetylene | [CAS]
1066-54-2 | [Synonyms]
ETHINYLTRIMETHYLSILANE
ETHYNYLTRIMETHYLSILANE
TMSA
TMS ACETYLENE
TRIMETHYLSILYLACETYLENE
(Trimethylsilyl)ethyne
1-(Trimethylsilyl)acetylene
1-Trimethylsilylethyne
Acetylene, trimethylsilyl-
Ethyne,-trimethylsilyl
ethynyltrimethyl-silan
Silane, ethynyltrimethyl-
Silane, trimethyl-, ethynyl-
Silane,ethynyltrimethyl-
Trimethylethynylsilane
(Thrimethylsilyl)acetylene
Ethynyltrimethylsilane~TMS acetylene
ETHYNYLTRIMETHYLSILANE, WACKER-QUALITY
(TRIMETHYLSILYL)ACETYLENE, 98+%
Trimethylsilylacetylene,min.97% | [EINECS(EC#)]
213-919-9 | [Molecular Formula]
C5H10Si | [MDL Number]
MFCD00008569 | [Molecular Weight]
98.22 | [MOL File]
1066-54-2.mol |
| Chemical Properties | Back Directory | [Appearance]
CLEAR COLORLESS LIQUID | [Melting point ]
>0°C | [Boiling point ]
53 °C(lit.)
| [density ]
0.695 g/mL at 25 °C(lit.)
| [vapor pressure ]
4.18 psi ( 20 °C)
| [refractive index ]
n20/D 1.388(lit.)
| [Fp ]
<−30 °F
| [storage temp. ]
2-8°C
| [solubility ]
Miscible with organic solvents. | [form ]
liquid | [color ]
colorless | [Specific Gravity]
0.695 | [Water Solubility ]
reacts | [Hydrolytic Sensitivity]
4: no reaction with water under neutral conditions | [Detection Methods]
GC,NMR | [BRN ]
906752 | [InChIKey]
CWMFRHBXRUITQE-UHFFFAOYSA-N | [CAS DataBase Reference]
1066-54-2(CAS DataBase Reference) | [NIST Chemistry Reference]
(Trimethylsilyl)acetylene(1066-54-2) | [EPA Substance Registry System]
1066-54-2(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
F,Xi | [Risk Statements ]
R11:Highly Flammable.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S16:Keep away from sources of ignition-No smoking .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [RIDADR ]
UN 1993 3/PG 2
| [WGK Germany ]
-
| [Hazard Note ]
Flammable/Irritant | [TSCA ]
T | [HazardClass ]
3 | [PackingGroup ]
II | [HS Code ]
29310095 |
| Questions And Answer | Back Directory | [Silican-protected group]
Trimethylsilylacetylene is a silican-protected group, also known as trimethylethynylsilane, trimethylethynyl silicon and ethynyltrimethylsilane. It is a colorless transparent liquid at room temperature. It could be used to synthesize parazole by the addition of 1,3-bipolar ring of acetylene diazide. It is also the substrate of nickel catalyzed reaction and benzonitrile coupling reaction. | [Application]
- Common intermediate for asymmetric synthesis
- Silica reagent
|
| Hazard Information | Back Directory | [Chemical Properties]
CLEAR COLORLESS LIQUID | [Physical properties]
bp 53 °C; d 0.695 g cm?3. | [Uses]
Ethynyltrimethylsilane was used in:
? microwave-assisted, one-pot, three-step Sonogashira cross-coupling-desilylation-cycloaddition reaction for the preparation of 1,4-disubstituted 1,2,3-triazoles
synthesis of poly(ethynyltrimethylsilane) containing Pd (II) coordination sites
pyrazole synthesis via 1,3-dipolar cycloaddition of diazo compounds to acetylenes | [Uses]
Trimethylsilylacetylene is a valuable reagent used in ethynylation by palladium(0)-catalyzed coupling/condensation
with aryl and vinyl halides and triflates, or by nucleophilic attack
of the corresponding acetylide on electrophilic centers; reacts with alkyl iodides, tin hydrides,6 and dichloroketene in a
regioselective and stereoselective manner, participating in the following synthesis reactions: Ethynylations, Palladium(0)-Catalyzed Coupling Reactions,Reaction of Trimethylsilylacetylides with Electrophiles, Radical-Initiated and Transition Metal-Catalyzed Additions, Cycloaddition Reactions, Ethynylations, Cycloaddition Reactions, Further Transformations etc. | [General Description]
Laser-induced polymerization of gaseous ethynyltrimethylsilane was used for efficient chemical vapour deposition of polycarbosilane films. Ethynyltrimethylsilane acts as substrate for nickel-catalyzed cross-coupling with benzonitriles. | [Purification Methods]
Distil it through an efficient column. The IR has bands at max 2041 (CC) and 3289 (C-H) cm-1. [Kr.hnke & Goss Chem Ber 92 30 1959, Beilstein 4 IV 3937.] |
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