trans,trans-Dibenzylideneacetone
trans,trans-Dibenzylideneacetone (CAS: 35225-79-7) is an organic compound with the linear formula C6H5CH=CHCOCH=CHC6H5 and a molecular weight of 234.29 g/mol. This diketone serves as a versatile building block in organic synthesis. It is primarily utilised as a reactant in various synthetic transformations including cyclization, hydrogenation, and addition reactions, making it valuable for chemical research and development.
- IUPAC
- 1,5-Diphenyl-1,4-pentadien-3-one,trans,trans-1,5-Diphenyl-1,4-pentadien-3-one
- Synonyms
- C6H5CH=CHCOCH=CHC6H51,5-Diphenyl-1,4-pentadien-3-one,trans,trans-1,5-Diphenyl-1,4-pentadien-3-one
Nazarov-like Cyclizations
trans,trans-Dibenzylideneacetone acts as a key reactant in Nazarov-like cyclization reactions, facilitating the formation of cyclic structures in organic synthesis.
Transfer Hydrogenation Reactions
This compound is employed as a substrate or reactant in transfer hydrogenation processes, contributing to the reduction of various chemical entities.
Condensation Reactions
It participates in Lewis acid-mediated condensation reactions, enabling the formation of new carbon-carbon bonds and more complex molecules.
Hetero-Diels-Alder Reactions
trans,trans-Dibenzylideneacetone is utilised as a dienophile or diene component in Hetero-Diels-Alder reactions, a powerful tool for constructing cyclic systems.
Michael Addition Reactions
The compound is involved in Michael addition reactions, serving as a Michael acceptor in conjugate addition chemistry.
| Molecular weight | 234.29 |
|---|---|
| Linear formula | C6H5CH=CHCOCH=CHC6H5 |
| Assay | 98% |
| Solubility | acetone: soluble(lit.)alcohol: slightly soluble(lit.)chloroform: soluble(lit.)diethyl ether: slightly soluble(lit.)water: insoluble(lit.) |
| Application | Reactant involved in:• Nazarov-like cyclization1• Transfer hydrogenation2• Lewis acid mediated condensation3• Hetero-Diels-Alder reactions4• Asymmetric 1,4-addition reactions5• Michael addition reactions6 |
| Melting point | 104-107 °C(lit.) |
| Protective equipment | Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter |
|---|---|
| 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,trans-Dibenzylideneacetone used for?
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trans,trans-Dibenzylideneacetone is used as a reactant in organic synthesis, particularly in Nazarov-like cyclization, transfer hydrogenation, Lewis acid-mediated condensation, Hetero-Diels-Alder, and Michael addition reactions.
What are the CAS number and formula for trans,trans-Dibenzylideneacetone?
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The CAS number is 35225-79-7, and the linear formula is C6H5CH=CHCOCH=CHC6H5.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies trans,trans-Dibenzylideneacetone with a minimum purity of 98%. TSS does not represent this product as USP, BP, EP, or any other pharmacopoeia grade.
How should trans,trans-Dibenzylideneacetone be handled safely?
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Handling requires appropriate personal protective equipment including eyeshields, gloves, and a type N95 (US) or type P1 (EN143) respirator filter. It is classified with WGK Germany 3, indicating a high hazard to water.
Does Tech Serve Solutions export trans,trans-Dibenzylideneacetone?
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Yes, Tech Serve Solutions is a specialist global supplier and exporter of fine chemicals, including trans,trans-Dibenzylideneacetone.
How can I request a quote or sample of trans,trans-Dibenzylideneacetone?
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To request a quote or sample, please contact our sales team through the website or by phone. We aim to respond promptly to all inquiries.
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