7125-01-1

Basic information

• Product Name: Bicyclo[6.3.1]dodeca-1(12),8,10-triene
• Synonyms: [6]Metacyclophane;Bicyclo[6.3.1]dodeca-1(12),8,10-triene
• CAS NO: 7125-01-1
• Molecular Weight: 0
• Mol File: 7125-01-1.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Bicyclo[6.3.1]dodeca-1(12),8,10-triene(CAS DataBase Reference)
• NIST Chemistry Reference: Bicyclo[6.3.1]dodeca-1(12),8,10-triene(7125-01-1)
• EPA Substance Registry System: Bicyclo[6.3.1]dodeca-1(12),8,10-triene(7125-01-1)

Safety Data

• Hazardous Substances Data: 7125-01-1(Hazardous Substances Data)

Upstream product

• 38262-52-1 12-Bromo[6]metacyclophane 
• 53011-74-8 <6>-paracyclophane 
• 107396-45-2 1,8-Dibromo-bicyclo[6.2.2]dodeca-9,11-diene 
• 274688-09-4 endo-10-exo-12-Dichlorotricyclo[6.3.1.0]dodecane 
• 274688-08-3 endo-12-Bromo-endo-10-exo-12-dichlorotricyclo[6.3.1.0]dodecane 
• 274688-07-2 10-chlorobicyclo[6.3.0]undec-1⁽⁸⁾-ene 

Relevant articles and documents

Hydrogenation of [5]- and [6]metacyclophane: Reactivity and thermochemistry

The course of the hydrogenation of [5]- and [6]metacyclophane (1b and 1c) and their thermochemistry is described. Both compounds are hydrogenated rapidly (within 10 s) to furnish the bridgehead olefins 13b and 12c. The accompanying hydrogenation enthalpies are -220 and -141 kJ mol-1, respectively. Strain energies (SE) and olefinic strains (OS) of a number of bridgehead olefins have been evaluated by DFT calculations; it was concluded that 13b belongs to the class of hyperstable olefins which correlates nicely with its reluctance to undergo hydrogenation. By combining experimental hydrogenation enthalpies and DFT calculations, SE of 187 and 121 kJ mol-1 were derived for 1b and 1c.

Telomers of Bent Arenes. Acid-Catalyzed Dimerization and Trimerization of the 1,4-Hexamethylene-Bridged Arenes Paracyclophane, (1,4)Napthalenophane, and (1,4)Anthracenophane

Whereas treatment of 1,4-hexamethylene-bridged benzene paracyclophane (1) with a catalytic amount of H2SO4 gave, as a minor product, dimer 6, along with isomers 4 and 5, similar treatment of 1,4-hexamethylene-bridged naphthalene (1,4)naphthalenophane (2) afforded predominantly dimers 7 and 8, together with trimers 9 and 10.The 1,4-hexamethylene-bridged anthracene (1,4)anthracenophane (3) yielded only trimers 13 and 14.

A NEW EFFICIENT SYNTHESIS AND REARRANGEMENTS OF PARACYCLOPHANE

paracyclophane (1) has been synthesized by oxidative decarboxylation of propellenecarboxylic acid with lead tetraacetate.Vapor phase thermolysis of 1, affords 3-methylenespiroundeca-1,4-diene predominantly, while acid-catalyzed rearrangement of 1 gives the meta and ortho isomers in ratio of 1:3.