53723-48-1

Basic information

• Product Name: Cyclohexane, 1,1'-(1,2-ethanediylidene)bis-
• CAS NO: 53723-48-1
• Molecular Formula: C14H22
• Molecular Weight: 190.329
• Mol File: 53723-48-1.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: Cyclohexane, 1,1'-(1,2-ethanediylidene)bis-(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclohexane, 1,1'-(1,2-ethanediylidene)bis-(53723-48-1)
• EPA Substance Registry System: Cyclohexane, 1,1'-(1,2-ethanediylidene)bis-(53723-48-1)

Safety Data

• Hazardous Substances Data: 53723-48-1(Hazardous Substances Data)

Upstream product

• 1121-50-2 1-(chloromethylene)cyclohexane 
• 20180-54-5 1-[(E)-2-(1-hydroxycyclohexyl)-1-ethenyl]-1-cyclohexanol 
• 932-89-8 2-cyclohexylidene ethanol 
• 1121-49-9 bromomethylenecyclohexane 
• 1613-66-7 dichlorodiphenylgermane 
• 80-10-4 diphenylsilyl dichloride 
• 98-13-5 Phenyltrichlorosilane 
• 1135-99-5 diphenyltin(IV) dichloride 
• 22702-76-7 phenyldimethylchlorogermane 
• 1124-19-2 phenyltin trichloride 
• 76-86-8 Triphenylsilyl chloride 
• 6947-57-5 cyclohexyl phenyl sulfone 
• 78-54-6 1,2-di(1-hydroxycyclohexyl)acetylene 
• 84072-32-2 1-[(Z)-2-(1-hydroxycyclohexyl)-1-ethenyl]-1-cyclohexanol 

Relevant articles and documents

Nickel-catalyzed reductive 1,3-diene formation from the cross-coupling of vinyl bromides

Facile construction of 1,3-dienes building upon cross-electrophile coupling of two open-chain vinyl halides is disclosed in this work, showing moderate chemoselectivities between the terminal bromoalkenes and internal vinyl bromides. The present method is mild and tolerates a range of functional groups and can be applied to the total synthesis of a tobacco fragrance solanone.

Fluoride-promoted cross-coupling of chloro(mono-, di-, or triphenyl)germanes with aryl halides in "moist" toluene. Multiple transfer of the phenyl group from organogermane substrates and comparison of the coupling efficiencies of chloro(phenyl)germanes with their corresponding stannane and silane counterparts

The trichlorophenyl-, dichlorodiphenyl-, and chlorotriphenylgermanes undergo Pd-catalyzed cross-couplings with aryl bromides and iodides in the presence of tetrabutylammonium fluoride in toluene with addition of the measured amount of water. One chloride ligand on the Ge center allows efficient activation by fluoride to promote transfer of one, two, or three phenyl groups from the organogermanes. The corresponding chlorophenylstannanes were found to be more reactive than chlorophenylsilanes, which in turn were more effective than chlorophenylgermanes. One chloride ligand on the Ge or Si center allows efficient activation by fluoride to promote transfer of up to three aryl groups from germane or silicon. However, no haloligand was necessary to be present on the Sn center, since tetraphenyltin efficiently transferred up to four phenyl groups during fluoride-promoted couplings with aryl halides. 19F NMR studies suggested formation of the fluorophenylgermanes and the hypervalent germanate species as possible intermediates.

ACTIVATION OF REDUCING AGENTS. SODIUM HYDRIDE CONTAINING COMPLEX REDUCING AGENTS 22. NEW COUPLING REACTION WITH "NICKEL DOPED" COMPLEX REDUCING AGENT.

Vinyl halides can be coupled by NiCRA-bpy in THF or hexane.Interestingly simply changing the solvent changes the nature of the product : diene in THF, and enyne in hexane.