trans-1-Methoxy-3-trimethylsiloxy-1,3-butadiene
Tech Serve Solutions offers trans-1-Methoxy-3-trimethylsiloxy-1,3-butadiene (CAS: 54125-02-9), a versatile organosilicon compound with the linear formula (CH3)3SiOC(=CH2)CH=CHOCH3 and a molecular weight of 172.30 g/mol. Also known as Danishefsky’s diene, this enol ether serves as a key building block in organic synthesis. It is widely employed as a diene in Diels-Alder reactions and as a reagent in Mannich-Michael reactions for constructing complex heterocyclic structures.
- IUPAC
- Danishefsky’s diene
- Synonyms
- Danishefsky’s diene
Synthesis of Heterocyclic Compounds
This compound acts as a diene in Diels-Alder reactions, facilitating the synthesis of pyridones and pyranones. It is also utilized in the Mannich-Michael reaction for the preparation of piperidinones and enaminones.
Analogues of Griseofulvin
trans-1-Methoxy-3-trimethylsiloxy-1,3-butadiene has been employed in the synthesis of sulfone analogues of griseofulvin, known as sulfogriseofulvins.
Pyrrole and Pyrazole Synthesis
It serves as a valuable intermediate in the preparation of 4H-1-aminopyrroles and 4,5H-pyrazoles, contributing to the development of novel heterocyclic frameworks.
| Molecular weight | 172.30 |
|---|---|
| Linear formula | (CH3)3SiOC(=CH2)CH=CHOCH3 |
| Assay | ≥95.0% (GC) |
| Boiling point | 68-69 °C/14 mmHg(lit.) |
| Density | 0.885 g/mL at 25 °C(lit.) |
| Refractive index | n20/D 1.454(lit.)n20/D 1.456 |
| Storage temperature | 2-8°C |
| Application | trans-1-Methoxy-3-trimethylsiloxy-1,3-butadiene was used:• in the synthesis of sulfone analogues of griseofulvin (sulfogriseofulvins)1, 4H-1-aminopyrroles2 and 4,5H-pyrazoles2• as Diels-Alder diene for the synthesis of pyridones3 and pyranones4 • as reagent employed in the Mannich-Michael reaction for preparation of piperidinones5 and enaminones6 |
Hazard statements
- H226Flammable liquid and vapour
| Protective equipment | Eyeshields, Gloves, half-mask respirator (EU), half-mask respirator (US), multi-purpose combination respirator cartridge (US) |
|---|---|
| Flash point | 59 °C / 138.2 °F |
| Transport (UN / ADR) | UN 1993C 3 / PGIII |
| Water hazard class (WGK, DE) | 3 |
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 trans-1-Methoxy-3-trimethylsiloxy-1,3-butadiene used for?
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trans-1-Methoxy-3-trimethylsiloxy-1,3-butadiene is used as a building block in organic synthesis, particularly in Diels-Alder and Mannich-Michael reactions for creating heterocyclic compounds such as pyridones, pyranones, piperidinones, and enaminones. It has also been used in the synthesis of sulfogriseofulvins and aminopyrroles/pyrazoles.
What are the CAS number and chemical formula for trans-1-Methoxy-3-trimethylsiloxy-1,3-butadiene?
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The CAS number is 54125-02-9 and the linear chemical formula is (CH3)3SiOC(=CH2)CH=CHOCH3.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies trans-1-Methoxy-3-trimethylsiloxy-1,3-butadiene with a purity of ≥95.0% (GC). TSS does not represent this product as USP, BP, EP, or pharmacopoeia grade.
How should trans-1-Methoxy-3-trimethylsiloxy-1,3-butadiene be handled safely?
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This compound is flammable and has a flash point of 59°C (138.2°F). Handle with care in a well-ventilated area, away from ignition sources, using appropriate personal protective equipment such as eyeshields and gloves. Refer to the Safety Data Sheet for comprehensive handling instructions. It is classified under GHS02 with hazard statement H226.
How is trans-1-Methoxy-3-trimethylsiloxy-1,3-butadiene shipped and exported?
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trans-1-Methoxy-3-trimethylsiloxy-1,3-butadiene is shipped according to transport regulations, with UN number UN 1993, Class 3, and Packing Group III. Tech Serve Solutions is experienced in global export of fine chemicals.
How can I request a quote or sample?
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Please contact our sales team via the website or email to request a quote or inquire about obtaining a sample of trans-1-Methoxy-3-trimethylsiloxy-1,3-butadiene.
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