Trimethylsilylacetylene
- CAS No.
- 1066-54-2
- Chemical Name:
- Trimethylsilylacetylene
- Synonyms
- ETHYNYLTRIMETHYLSILANE;TMSA;TMS ACETYLENE;ETHINYLTRIMETHYLSILANE;(Trimethylsilyl)ethyne;1-Trimethylsilylethyne;(Thrimethylsilyl)acetylene;1-(Trimethylsilyl)acetylene;(Trimethylsilanyl)acetylene;DK463
- CBNumber:
- CB3175930
- Molecular Formula:
- C5H10Si
- Molecular Weight:
- 98.22
- MDL Number:
- MFCD00008569
- MOL File:
- 1066-54-2.mol
- MSDS File:
- SDS
| 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 |
n |
| Flash point | <−30 °F |
| storage temp. | Store below +30°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 |
| 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 | Trimethylsilylacetylene (1066-54-2) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |   GHS02,GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Danger | |||||||||
| Hazard statements | H225-H315-H319 | |||||||||
| Precautionary statements | P210-P233-P240-P241-P303+P361+P353-P305+P351+P338 | |||||||||
| Hazard Codes | F,Xi | |||||||||
| Risk Statements | 11-36/37/38 | |||||||||
| Safety Statements | 16-26-36 | |||||||||
| RIDADR | UN 1993 3/PG 2 | |||||||||
| WGK Germany | - | |||||||||
| Hazard Note | Flammable/Irritant | |||||||||
| TSCA | T | |||||||||
| HazardClass | 3 | |||||||||
| PackingGroup | II | |||||||||
| HS Code | 29310095 | |||||||||
| NFPA 704 |
|
Trimethylsilylacetylene price More Price(43)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 218170 | Ethynyltrimethylsilane 98% | 1066-54-2 | 1g | $36.4 | 2024-03-01 | Buy |
| Sigma-Aldrich | 218170 | Ethynyltrimethylsilane 98% | 1066-54-2 | 5g | $67 | 2024-03-01 | Buy |
| TCI Chemical | T1239 | Trimethylsilylacetylene >98.0%(GC) | 1066-54-2 | 5mL | $33 | 2024-03-01 | Buy |
| TCI Chemical | T1239 | Trimethylsilylacetylene >98.0%(GC) | 1066-54-2 | 25mL | $99 | 2024-03-01 | Buy |
| Alfa Aesar | A12856 | (Trimethylsilyl)acetylene, 98% | 1066-54-2 | 5g | $49.7 | 2024-03-01 | Buy |
Trimethylsilylacetylene Chemical Properties,Uses,Production
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
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.
Uses
(Trimethylsilyl)acetylene is used in the preparation of trimethylsilanyl-propiolic acid ethyl ester by reacting with carbonochloridic acid ethyl ester as well as in the synthesis of iodoalkenes by radical addition of perfluoroalkyl iodides. It is used as a nucleophile in Friedel-Crafts type acylations and alkylations reactions, as a ligand in organometallic chemistry and an useful reagent in cycloaddition reactions. It acts as a precursor to lithium trimethylsilylacetylide It finds application in the synthesis of (±)-estrone.
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.]
Trimethylsilylacetylene Preparation Products And Raw materials
Raw materials
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Preparation Products
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| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Hubei Changfu Chemical Co., Ltd. | +86-027-84396550 +8617721064038 | sales@cfsilanes.com | China | 401 | 58 |
| Hebei Yanxi Chemical Co., Ltd. | +8617531190177 | peter@yan-xi.com | China | 5993 | 58 |
| Shanghai UCHEM Inc. | +862156762820 +86-13564624040 | sales@myuchem.com | China | 6711 | 58 |
| Hebei Guanlang Biotechnology Co,.LTD | +8619930503252 | daisy@crovellbio.com | China | 5964 | 58 |
| Anhui Ruihan Technology Co., Ltd | +8617756083858 | daisy@anhuiruihan.com | China | 994 | 58 |
| Springchem New Material Technology Co.,Limited | +86-021-62885108 +8613917661608 | info@spring-chem.com | China | 2068 | 57 |
| Capot Chemical Co.,Ltd. | 571-85586718 +8613336195806 | sales@capotchem.com | China | 29797 | 60 |
| Shanghai Daken Advanced Materials Co.,Ltd | +86-371-66670886 | info@dakenam.com | China | 15371 | 58 |
| Henan Tianfu Chemical Co.,Ltd. | +86-0371-55170693 +86-19937530512 | info@tianfuchem.com | China | 21695 | 55 |
| Hangzhou FandaChem Co.,Ltd. | 008657128800458; +8615858145714 | fandachem@gmail.com | China | 9352 | 55 |
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View Lastest Price from Trimethylsilylacetylene manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2024-04-15 | TMS-acetylene
1066-54-2
|
US $1.00 / mg | 100mg | 0.99 | 5ton/month | ANHUI SHENGZHIKAI BIOTECHNOLOGY CO.,LTD | |
 |
2024-03-13 | Ethynyltrimethylsilane
1066-54-2
|
US $0.00-0.00 / kg | 0.10000000149011612kg | 97% | 50tons | Hubei Changfu Chemical Co., Ltd. | |
 |
2024-02-23 | Trimethylsilylacetylene
1066-54-2
|
US $15.00-234.00 / g | 25g | 0.98 | 50kg | Shanghai UCHEM Inc. |
-
- TMS-acetylene
1066-54-2
- US $1.00 / mg
- 0.99
- ANHUI SHENGZHIKAI BIOTECHNOLOGY CO.,LTD
-
- Ethynyltrimethylsilane
1066-54-2
- US $0.00-0.00 / kg
- 97%
- Hubei Changfu Chemical Co., Ltd.
-
- Trimethylsilylacetylene
1066-54-2
- US $15.00-234.00 / g
- 0.98
- Shanghai UCHEM Inc.
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