25863-08-5

Basic information

• Product Name: 7,8-diazatricyclo[4.2.2.0~2,5~]dec-7-ene
• CAS NO: 25863-08-5
• Molecular Formula: C₈H₁₂N₂
• Molecular Weight: 136.1943
• Mol File: 25863-08-5.mol

Chemical Properties

• Boiling Point: 192.1°C at 760 mmHg
• Flash Point: 61.3°C
• Density: 1.6g/cm³
• Vapor Pressure: 0.692mmHg at 25°C
• Refractive Index: 1.846
• CAS DataBase Reference: 7,8-diazatricyclo[4.2.2.0~2,5~]dec-7-ene(CAS DataBase Reference)
• NIST Chemistry Reference: 7,8-diazatricyclo[4.2.2.0~2,5~]dec-7-ene(25863-08-5)
• EPA Substance Registry System: 7,8-diazatricyclo[4.2.2.0~2,5~]dec-7-ene(25863-08-5)

Safety Data

• Hazardous Substances Data: 25863-08-5(Hazardous Substances Data)

Upstream product

• 79359-55-0 C₁₁H₁₅N₃O₂ 
• 16104-44-2 C₁₆H₁₇N₃O₂ 
• 629-20-9 1,3,5,7-cyclooctatetraene 
• 5773-47-7 C₁₆H₁₃N₃O₂ 

Downstream Products

• 1552-12-1 1,5-cis,cis-cyclooctadiene 
• 277-08-7 tricyclo[4.2.0.0^2,5]octane 
• 100-40-3 4-ethenylcyclohexene 
• 5259-71-2 (Z,E)-1,5-cyclooctadiene 
• 13027-75-3 anti-tricyclo<4,2,0,0^2,5>octane 
• 16177-46-1 cis-1,2-divinylcyclobutane 
• 6553-48-6 trans-1,2-diethenylcyclobutane 
• 2422-85-7 (Z)-1,2-Divinylcyclobutan 

Relevant articles and documents

The C8H12-Energy Hypersurface Thermolysis of syn- and anti-Tricyclo2,5>octane. Experimental and Theoretical Studies

The thermal behaviour of syn- and anti-tricyclo2,5>octanes 9 and 10 in the gas phase as well as in solution is investigated.Two main products are formed in parallel reactions: cis,cis-1,5-cyclooctadiene (11) and cis,trans-1,5-cyclooctadiene (15), the latter being partly isomerized to 11 under the reaction conditions.Minor products are cis-1,2-divinylcyclobutane (6), trans-1,2-divinylcyclobutane (16) and 4-vinyl-1-cyclohexene (17).Thermolysis of cis-1,2-divinylcyclobutane leads to small amounts of cis,trans-cyclooctadiene, presumably via a four-centre transition state.The tricyclics most likely prefer a stepwise isomerization.The decisive product-controlling factor seems to be the conformational mobility of intermediate diradicals.By comparison with the boat-Cope reaction of divinylcyclobutane the pericyclic six-centre transition state of this rearrangements is shown to lie energetically about 19 kcal/mol below the transition states in the thermolysis of 9 and 10.The azo compound 12 on heating fragments predominantly in a concerted manner in contrast to the photolysis.Theoretical methods are applied to unveil structure and bonding in the supposed intermediate diradicals.