4116-93-2

Usage

Uses

Used in Organic Synthesis:
2,8-Decadiyne is used as a reagent in organic synthesis for the preparation of various heterocycles and polymeric materials. Its diacetylenic structure allows for versatile chemical reactions and the formation of a wide range of compounds.
Used in Materials Science:
2,8-Decadiyne is used in the formation of conjugated enyne systems, which have potential applications in materials science. These systems can be used to create new materials with unique properties, such as improved conductivity or mechanical strength.
Used in Pharmaceutical Research:
2,8-Decadiyne has been studied for its potential anticancer and antimicrobial properties, making it a promising candidate for pharmaceutical research. Its diacetylenic structure may contribute to its therapeutic effects, and further studies are needed to fully understand its potential as a therapeutic agent.
Used in Anticancer Applications:
2,8-Decadiyne is being researched for its potential as an anticancer agent, with studies suggesting that it may have activity against various types of cancer. Its diacetylenic structure may play a role in its anticancer properties, and ongoing research is aimed at understanding its mechanism of action and potential applications in cancer treatment.
Used in Antimicrobial Applications:
2,8-Decadiyne has also been studied for its potential antimicrobial properties, with research indicating that it may have activity against certain types of bacteria and other microorganisms. Its diacetylenic structure may contribute to its antimicrobial effects, and further studies are needed to explore its potential as an antimicrobial agent.

Upstream product

• 75-11-6 diiodomethane 
• 871-84-1 1,7-Octadiyne 
• 18719-28-3 5-iodopent-2-yne 
• 77-78-1 dimethyl sulfate 
• 74-88-4 methyl iodide 
• 3329-88-2 pent-3-yn-1-yl 4-methylbenzenesulfonate 

Downstream Products

• 7641-77-2 1,2,3,4,5,6-hexamethylbicyclo[2.2.0]hexa-2,5-diene 
• 87-85-4 Hexamethylbenzene 
• 19063-11-7 5,6,7,8-tetramethyl-1,2,3,4-tetrahydrobenzocyclohexene 
• 80228-46-2 7,8,9,10-tetramethyltricyclo<4.2.2.0^1,6>undeca-7,9-diene 
• 122214-09-9 C₁₆H₃₀O₃Si 
• 87327-12-6 2,3-Dimethyl-1-phenyl-4,5,6,7-tetrahydro-phosphindole 1-oxide 
• 87327-11-5 1,3-Dimethyl-2-phenyl-4,5,6,7-tetrahydro-isophosphindole 2-oxide 
• 20937-22-8 1-acetyl-2-ethylcyclohexene 
• 92013-70-2 (3aS,4R,9S,9aR)-4,9-Dimethyl-2-phenyl-3a,4,5,6,7,8,9,9a-octahydro-benzo[f]isoindole-1,3-dione 
• 1218903-72-0 (1,4-dimethyl-3-phenyl-5,6,7,8-tetrahydronaphthalen-2-yl)-methanol 
• 1218903-69-5 1,4-dimethyl-3-phenyl-5,6,7,8-tetrahydronaphthalene-2-carboxylic acid ethyl ester 
• 153992-91-7 1,2-bis(ethylidene)cyclohexane 
• 1403682-73-4 1-benzhydryl-1',4'-dimethyl-5',6',7',8'-tetrahydrospiro[azetidine-3,3'-isochromene] 
• 64460-98-6 cis,cis-2,8-Decadien 

Relevant academic research and scientific papers

Highly enantioselective rhodium-catalyzed [2+2+2] cycloaddition of diynes to sulfonimines

A new asymmetric [2+2+2] cycloaddition of diynes to sulfonimines under rhodium catalysis that provides the corresponding enantioenriched 1,2-dihydropyridines in good yields is described.

Cyclic Diynes by Alkyne Metathesis

The preparation of α,ω-diynes with methyl groups at the termini (11a-i) is described. The methylene groups between the alkyne units vary between n = 12 (a) and n = 4 (i). Ring closing metathesis with Mo(CO) 6/CF3C6H4OH yielded the monocyclic alkyne 12a with 11a as starting material, whereas 11b-g yielded the cyclic diynes 13b-g. Detailed structural parameters were obtained for 13b and 13c by X-ray crystallography.

Novel Bicyclization of Enynes and Diynes Promoted by Zirconocene Derivatives and Conversion of Zirconabicycles into Bicyclic Enones via Carbonylation

Enynes and diynes react with "ZrCp2" (where Cp = η5-C5H5) generated by treating Cl2ZrCp2 with Mg and HgCl2 or 2 equiv of an alkyllithium, such as n-BuLi, or a Grignard reagent, such as EtMgBr, and can produce in excellent yields zirconabicycles represented by 2 (M = Zr) and 8, respectively.Their protonolysis can provide the corresponding exocyclic alkenes and conjugated dienes 9, respectively.Iodinolysis of 2 (M = Zr) can give the corresponding diiodides in high yields, while carbonylation of 2 (M = Zr) can produce bicyclic enones 3 (Y = O) in moderate to goodyields.Although the bicyclization reaction fails with terminal alkyne containing substrates, various types of substituents on the alkyne moiety, such as alkyl, alkenyl, aryl, trialkylsilyl, and trialkylstannyl groups, can be accommodated.Investigation of the n-BuLi-Cl2ZrCp2 reaction has revealed that is gives first (n-Bu)2ZrCp2 at -78 deg C, which then decomposes to give Cp2Zr(CH2=CHEt), identified as its PMe3 complex 11.The PMe3-stabilized complex reacts with diphenylacetylene to produce a crystalline compound which has been identified as a zirconacyclopropene, 36a.This demonstrated, for the first time, the feasibility of converting alkynes into zirconacyclopropenes.The reaction of preformed, three-membered zirconacycles with alkynes gives five-membered zirconacycles.The reaction of diphenylacetylene is ca. 150 times as fast as that of (E)-stilbene.These results support a mechanism involving formation of a zirconacyclopropene intermediate followed by its intramolecular carbometalation with the alkene moiety of enynes for the Zr-promoted bicyclization of enynes.