22557-06-8

Basic information

• Product Name: 1,8-bis(phenyl)-3,5-octadiyne
• Synonyms: 1,8-bis(phenyl)-3,5-octadiyne
• CAS NO: 22557-06-8
• Molecular Weight: 258.363
• Mol File: 22557-06-8.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: 1,8-bis(phenyl)-3,5-octadiyne(CAS DataBase Reference)
• NIST Chemistry Reference: 1,8-bis(phenyl)-3,5-octadiyne(22557-06-8)
• EPA Substance Registry System: 1,8-bis(phenyl)-3,5-octadiyne(22557-06-8)

Safety Data

• Hazardous Substances Data: 22557-06-8(Hazardous Substances Data)

Upstream product

• 16520-62-0 4-Phenyl-1-butyne 
• 3031-68-3 Hexa-2,4-diyne-1,6-diol 
• 16260-59-6 1,6-dichlorohexa-2,4-diyne 
• 6921-34-2 benzylmagnesium chloride 
• 103-64-0 bromostyrene 
• 100-39-0 benzyl bromide 

Downstream Products

• 1092075-02-9 (E)-2-phenethyl-1,7-diphenylhept-2-en-4-yn-1-ol 
• 1092074-94-6 (Z)-1,8-diphenyloct-3-en-5-yne 

Relevant articles and documents

Homocoupling of terminal alkynes catalysed by ultrafine copper nanoparticles on titania

Copper nanoparticles on titania effectively catalyse the oxidative homocoupling of terminal alkynes in the presence of piperidine as a base in tetrahydrofuran (THF) or under solvent-free conditions. A wide range of diynes have been synthesised in high yie

Stereoselective Synthesis of Highly Substituted Conjugated Dienes via Pd-Catalyzed Carbonylation of 1,3-Diynes

The stereoselective synthesis of conjugated dienes was realized for the first time via Pd-catalyzed alkoxycarbonylation of easily available 1,3-diynes. Key to success is the utilization of the specific ligand 1,1′-ferrocenediyl-bis(tert-butyl(pyridin-2-yl)phosphine) (L1), which allows this novel transformation to proceed at room temperature. A range of 1,2,3,4-tetrasubstituted conjugated dienes are obtained in this straightforward access in high yields and selectivities. The synthetic utility of the protocol is showcased in the concise synthesis of several important intermediates for construction of natural products rac-cagayanin, rac-galbulin, rac-agastinol, and cannabisin G.

Copper(I)-catalyzed stereoselective hydrogenation of 1,3-diynes and enynes

A stereoselective hydrogenation of 1,3-diynes with an air-stable copper(I)/N-heterocyclic carbene complex, [IPrCuOH], has been developed. The corresponding products, 1,3-dienes, are obtained in a stereoselective manner depending on their substitution pattern: Diaryl-diynes yield E,E-1,3-dienes, whereas dialkyl-diynes are converted to the corresponding Z,Z-1,3-dienes. Hydrogenation and deuteration experiments with enynes indicate that these are competent reaction intermediates in the hydrogenation of diynes.

Ligand-accelerating low-loading copper-catalyzed effective synthesis of (E)-1,3-enynes by coupling between vinyl halides and alkynes performed in water

The useful conjugated enynes could be easily prepared via low-loading (0.0001 mol %) copper-catalyzed coupling between vinyl halides and terminal alkynes. It is noteworthy that this reaction could be preformed in water without using any co-solvents and the desired 1,3-enynes could be obtained with good yields. In the catalytic reaction, ligand-acceleration effect was markable.