13027-75-3

Basic information

• Product Name: Tricyclo(4.2.0.02,5)octane, anti-
• Synonyms: Tricyclo(4.2.0.02,5)octane, anti-
• CAS NO: 13027-75-3
• Molecular Formula: C₈H₁₂
• Molecular Weight: 0
• Mol File: 13027-75-3.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 136.6°Cat760mmHg
• Flash Point: 14.1°C
• Appearance: /
• Density: 1.04g/cm³
• Vapor Pressure: 9.08mmHg at 25°C
• Refractive Index: 1.547
• CAS DataBase Reference: Tricyclo(4.2.0.02,5)octane, anti-(CAS DataBase Reference)
• NIST Chemistry Reference: Tricyclo(4.2.0.02,5)octane, anti-(13027-75-3)
• EPA Substance Registry System: Tricyclo(4.2.0.02,5)octane, anti-(13027-75-3)

Safety Data

• Hazardous Substances Data: 13027-75-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C8H12/c1-2-6-5(1)7-3-4-8(6)7/h5-8H,1-4H2

Upstream product

• 28636-10-4 syn-Tricyclo<4.2.0.0^2,5>octan 
• 25863-08-5 7,8-Diazatricyclo<4.2.2.0^2,5>dec-7-en 

Downstream Products

• 1552-12-1 1,5-cis,cis-cyclooctadiene 
• 100-40-3 4-ethenylcyclohexene 
• 5259-71-2 (Z,E)-1,5-cyclooctadiene 
• 16177-46-1 cis-1,2-divinylcyclobutane 
• 6553-48-6 trans-1,2-diethenylcyclobutane 
• 10297-21-9 (Z)-(1S,4R)-1,2,3,4,11,11-Hexachloro-1,4,4a,5,6,9,10,10a-octahydro-1,4-methano-benzocyclooctene 

Relevant articles and documents

Small Rings. Part 32. The Gas Phase Kinetics, Mechanism, and Energy Hypersurface for the Thermolyses of syn- and anti-Tricyclo2,5>-octane

The title reactions have been studied at low pressure (1-10 Torr) and in the temperature ranges 390-419 2,5/octane(syn-TCO)> and 412-445 K (anti-TCO).The major products from both compounds were cis,cis and cis,trans-cyclo-o

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.