Bis(trimethylsilyl)acetylene
Bis(trimethylsilyl)acetylene (CAS 14630-40-1), with the molecular formula (CH3)3SiC≡CSi(CH3)3 and a molecular weight of 170.40 g/mol, is a valuable organic building block. It is a key reagent in organic synthesis, particularly for creating complex functionalized aromatic compounds and natural products. Its utility stems from the reactive alkyne moiety and the bulky, yet labile, trimethylsilyl groups, facilitating diverse chemical transformations.
- IUPAC
- BTMSA
Synthesis of Functionalized Benzenes
Bis(trimethylsilyl)acetylene serves as a critical starting reagent in the preparation of various functionalized 1,2-bis(trimethylsilyl)benzenes. These compounds are often intermediates in the synthesis of more complex organic molecules.
Natural Product Synthesis
This alkyne has been employed in the synthesis of complex natural products, such as (+)-brasilenyne. Its structure allows for the controlled introduction of the alkyne functionality into intricate molecular architectures.
Coordination Chemistry
Bis(trimethylsilyl)acetylene can be used as a ligand in coordination chemistry, as demonstrated in the synthesis of complexes like (β-diketanato)Ag(BTMSA). This highlights its versatility beyond traditional organic synthesis.
| Molecular weight | 170.40 |
|---|---|
| Linear formula | (CH3)3SiC≡CSi(CH3)3 |
| Assay | 99% |
| Boiling point | 136-137 °C(lit.) |
| Density | 0.752 g/mL at 25 °C(lit.) |
| Refractive index | n20/D 1.427(lit.) |
| Storage temperature | 2-8°C |
| Melting point | 21-24 °C(lit.) |
| Application | Bis(trimethylsilyl)acetylene (BTMSA) was used as starting reagent in the synthesis of functionalized 4-R-1,2-bis(trimethylsilyl)benzenes1. It was also used in the synthesis of (+)-brasilenyne2 and (β-diketanato)Ag(BTMSA)2. |
Hazard statements
- H225Highly flammable liquid and vapour
- H315Causes skin irritation
- H319Causes serious eye irritation
- H335May cause respiratory irritation
Precautionary statements
- P210Keep away from heat, sparks and open flames. No smoking
- P261Avoid breathing dust, fume, gas or vapours
- P305IF IN EYES
| Protective equipment | Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter |
|---|---|
| Flash point | 2 °C / 35.6 °F |
| Transport (UN / ADR) | UN 1993BF 3 / PGII |
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | F,Xi |
| Risk statements (R) | 11-36/37/38 |
| Safety statements (S) | 16-26-36 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
Documentation
Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.
Supply & logistics
Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.
What is Bis(trimethylsilyl)acetylene used for?
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Bis(trimethylsilyl)acetylene is used as a starting reagent in organic synthesis for the preparation of functionalized benzenes, complex natural products like (+)-brasilenyne, and in coordination chemistry.
What are the CAS number and formula for Bis(trimethylsilyl)acetylene?
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The CAS number for Bis(trimethylsilyl)acetylene is 14630-40-1 and its linear formula is (CH3)3SiC≡CSi(CH3)3.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies Bis(trimethylsilyl)acetylene with an assay of 99%. This product is supplied for research and development purposes and is not represented as USP, BP, EP, or pharmaceutical grade.
How should Bis(trimethylsilyl)acetylene be handled safely?
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Bis(trimethylsilyl)acetylene is highly flammable and an irritant. It requires careful handling in a well-ventilated area, away from ignition sources, using appropriate personal protective equipment including eyeshields, gloves, and respiratory protection. Refer to the safety data sheet for detailed information.
How is Bis(trimethylsilyl)acetylene packed, shipped, and exported?
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Bis(trimethylsilyl)acetylene is packaged according to international shipping regulations for hazardous materials, including UN 1993 classification. Tech Serve Solutions is experienced in exporting fine chemicals globally.
How can I request a sample or quote for Bis(trimethylsilyl)acetylene?
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To request a sample or a quote for Bis(trimethylsilyl)acetylene, please contact our sales department through the website or by phone.
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