2-(Trimethylsilyl)-2,3-pentadiene
2-(Trimethylsilyl)-2,3-pentadiene (CAS 77494-35-0) is an organosilicon compound with the molecular formula C8H16Si and a molecular weight of 140.30 g/mol. This allene derivative serves as a valuable reactant and catalyst in various organic synthesis pathways. It is particularly useful in oxidative cyclizations, the preparation of allylic alcohols and enone derivatives, and the synthesis of acylsulfoximines and amides.
- IUPAC
- 1,3-Dimethyl-1-(trimethylsilyl)allene
- Synonyms
- 1,3-Dimethyl-1-(trimethylsilyl)allene
Reactant in Oxidative Cyclization
This compound can undergo oxidative cyclization with chlorine. This reaction yields chloro- and acetoxybenziodoxaboroles, along with a self-assembled tetrameric macrocyclic structure.
Preparation of Allylic Alcohols and Enones
Utilising boronic acid as a catalyst, 2-(Trimethylsilyl)-2,3-pentadiene is employed in the preparation of allylic alcohols or enone derivatives.
Catalyst for Acylsulfoximine Synthesis
It functions as a catalyst for the preparation of acylsulfoximines through the N-acylation of sulfoximines with aliphatic acids.
Direct Amide Bond Formation
2-(Trimethylsilyl)-2,3-pentadiene is utilised as a catalyst to facilitate direct amide bond formation, a key transformation in organic chemistry.
Synthesis of Triazole Derivatives
This allene derivative plays a role in the regioselective preparation of substituted triazole derivatives via the dipolar cycloaddition of unsaturated carboxylic acids with azides.
| Molecular weight | 140.30 |
|---|---|
| Empirical formula | C8H16Si |
| Density | 0.746 g/mL at 25 °C |
| Refractive index | n20/D 1.444 |
| Storage temperature | −20°C |
| Application | Reactant for:• Oxidative cyclization with chlorine to give chloro- and acetoxybenziodoxaboroles and a self-assembled tetrameric macrocyclic structure1• Preparation of allylic alcohols or enone derivatives using boronic acid as catalyst2Catalyst for:• Preparation of acylsulfoximines via N-acylation of sulfoximines with aliphatic acids3• Direct amide bond formation4• Regioselective preparation of substituted triazole derivatives via dipolar cycloaddition of unsaturated carboxylic acids with azides5 |
Hazard statements
- H225Highly flammable liquid and vapour
Precautionary statements
- P210Keep away from heat, sparks and open flames. No smoking
| Flash point | -9 °C / 15.8 °F |
|---|---|
| Transport (UN / ADR) | UN 1993BF 3 / PGII |
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | F |
| Risk statements (R) | 11 |
| Safety statements (S) | 16 |
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 2-(Trimethylsilyl)-2,3-pentadiene used for?
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2-(Trimethylsilyl)-2,3-pentadiene is used as a reactant and catalyst in organic synthesis, including oxidative cyclizations, preparation of allylic alcohols and enones, synthesis of acylsulfoximines, direct amide bond formation, and regioselective preparation of triazole derivatives.
What is the CAS number and formula for 2-(Trimethylsilyl)-2,3-pentadiene?
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The CAS number is 77494-35-0, and its empirical formula is C8H16Si.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies this chemical as a technical/research grade. We do not represent it as USP, BP, or EP grade.
What are the safety considerations when handling 2-(Trimethylsilyl)-2,3-pentadiene?
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This compound is highly flammable (Danger, H225, F). Keep it away from heat, hot surfaces, sparks, open flames, and other ignition sources. It should be handled in a well-ventilated area with appropriate personal protective equipment.
How is 2-(Trimethylsilyl)-2,3-pentadiene packed and shipped?
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It is shipped as a flammable liquid, UN 1993, Packing Group II. Storage is recommended at -20°C.
How can I request a quote or sample?
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Please contact our sales team via our website or by phone to request a quote or a sample of 2-(Trimethylsilyl)-2,3-pentadiene.
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