31411-71-9

Usage

Uses

Used in Organic Synthesis:
2,3-BIS(TRIMETHYLSILYLOXY)-1,3-BUTADIENE is used as a reagent for the preparation of conjugated dienes. Its reactivity makes it a valuable component in the synthesis of various organic compounds.
Used in Laboratory Research:
In the field of chemistry, 2,3-BIS(TRIMETHYLSILYLOXY)-1,3-BUTADIENE is used as a research tool to study the properties and reactions of silyl-protected dienes. This helps in understanding the behavior of such compounds and their potential applications in different chemical processes.
Used in Chemical Education:
2,3-BIS(TRIMETHYLSILYLOXY)-1,3-BUTADIENE can be employed as an educational tool in teaching organic chemistry, particularly in demonstrating the synthesis and reactions of conjugated dienes. This can aid students in grasping the concepts related to organic synthesis and the role of reagents in chemical reactions.

InChI:InChI=1/C10H22O2Si2/c1-9(11-13(3,4)5)10(2)12-14(6,7)8/h1-2H2,3-8H3

Upstream product

• 75-77-4 chloro-trimethyl-silane 
• 431-03-8 dimethylglyoxal 
• 27607-77-8 trimethylsilyl trifluoromethanesulfonate 
• 762-72-1 allyl-trimethyl-silane 
• 17082-61-0 1,2-bis(trimethylsiloxy)cyclobutene 

Downstream Products

• 111662-10-3 1-(2,3-Dioxobutyl)tetrahydrothiophenium-tetraphenylborat 
• 605-32-3 2-hydroxy-9,10-anthraquinone 
• 483-35-2 hystazarin 
• 145159-81-5 dimethyl 4,5-bis(trimethylsilyloxy)-cis-Δ⁴-tetrahydrophthalate 
• 130673-00-6 dimethyl 4,5-bis(trimethylsilyloxy)cyclohex-4-ene-1,2-dicarboxylate 
• 119768-77-3 ethyl 2-benzoylamino-4,5-dioxohexaonate 
• 66322-98-3 1,2-bis(trimethylsilyloxy)-1,4-cyclohexadiene-4,5-dicarboxylic acid dimethyl ester 
• 66322-99-4 4,5-Bis-trimethylsilanyloxy-cyclohexa-1,4-dienecarboxylic acid methyl ester 
• 66323-00-0 6-Methyl-3,4-bis-trimethylsilanyloxy-cyclohex-3-enecarboxylic acid methyl ester 
• 70841-10-0 4,5-bis(trimethylsilyloxy)-4-cyclohexene-1,1,2,2-tetracarbonitrile 

Relevant academic research and scientific papers

Tunable cyclization strategy for the synthesis of zizaene-, allo- cedrane-, seco-kaurane-, and seco-atesane-type skeletons

A versatile Lewis acid-mediated cyclization strategy has been developed for selectively establishing zizaene-, allo-cedrane-, seco-kaurane-, and secoatesane- type skeletons. The zizaene- and seco-atesane-type skeletons can be obtained in a cascade manner, which involves Diels-Alder reaction of cyclic enones with bissilyloxy dienes and carbocyclization of yne-enolates through Lewis acid dependent 5- or 6-exo-dig modes. This cyclization strategy was also employed for the core synthesis of tashironin.

Different synthetic routes towards efficient organogelators: 2,3-substituted anthracenes

Three synthetic approaches towards 2,3-substituted anthracenes are reported and discussed in terms of selectivity and viability. This allowed us to introduce a variety of substituents as sidearms. Promising results have been found using a tandem Diels-Alder aromatization reaction using 2,2,3-dimethoxybuladiene 9 as a key intermediate. However, for multigram preparations the Friedel-Crafts approach is preferred.

Reactions of Trialkylsilyl Trifluoromethanesulfonates, I. - Synthesis of Trialkylsilyl Enol Ethers

The reactions of the ketones 2,2-bromoketones 6, α,β-unsaturated ketones 8, 1,2-diketones, and aliphatic aldehydes 20 with trialkylsilyl triflates 1 in the presence of triethylamine (4) at room temperature yield the silyl enol ethers 3, 7, 9, 11, and 21.The silylation of the unsymmetrical ketones 12 with 1a/4 runs regioselectively in the thermodynamical sense using 1a/12 in excess and yields the enol ethers 13t.The course of this reaction is discussed briefly.