5259-71-2

Usage

InChI:InChI=1/C10H10Cl4O4/c1-17-10(18-2)8(13)3-4(7(15)16)9(10,14)6(12)5(8)11/h4H,3H2,1-2H3,(H,15,16)

Upstream product

• 1552-12-1 1,5-cis,cis-cyclooctadiene 
• 28636-10-4 syn-Tricyclo<4.2.0.0^2,5>octan 
• 13027-75-3 anti-tricyclo<4,2,0,0^2,5>octane 
• 16177-46-1 cis-1,2-divinylcyclobutane 
• 1552-34-7 4-cycloocten-1-yl phenyl sulfide 
• 25863-08-5 7,8-Diazatricyclo<4.2.2.0^2,5>dec-7-en 

Downstream Products

• 292-64-8 Cyclooctan 
• 58919-57-6 (3aS,6Z)-2-(4-nitro-phenyl)-(3ar,9at)-3a,4,5,8,9,9a-hexahydro-cycloocta[1,3,2]dioxazole 
• 58919-56-5 4-((3aS,6Z)-(3ar,9at)-3a,4,5,8,9,9a-hexahydro-cycloocta[1,3,2]dioxazol-2-yl)-benzonitrile 
• 5549-09-7 bicyclo[3.3.0]oct-2-ene 
• 31598-72-8 5-methoxy-cis-cyclo-octene 
• 1552-12-1 1,5-cis,cis-cyclooctadiene 
• 61233-68-9 S-(+)-1,2-trans-2,9-trans-9,10-trans-tricyclo-<8.6.0.0^2,9>hexadeca-cis-5-cis-13-diene 
• 61233-68-9 1,2-cis-2,9-trans-9,10-cis-tricyclo-<8.6.0.0^2,9>hexadeca-cis-5-cis-13-diene 
• 61233-68-9 1,2-cis-9,10-trans-tricyclo-<8.6.0.0^2,9>hexadeca-cis-5-cis-13-diene 
• 4729-12-8 9,9-dichlorobicyclo<6.1.0>non-4-ene 
• 58617-36-0 cis-9,9-Dichlorbicyclo<6.1.0>non-4-en 
• 17725-81-4 (1S,4R,6S)-5,5,10,10-Tetrachloro-tricyclo[7.1.0.0^4,6]decane 
• 62990-21-0 syn-5,5,10,10-Tetrachlortricyclo<7.1.0.0^4,6>decan 
• 4277-22-9 syn-5,5,10,10-Tetrabromtricyclo<7.1.0.0^4,6>decan 

Relevant academic research and scientific papers

Discontinuous pressure effect upon enantiodifferentiating photosensitized isomerization of cyclooctene

A hydrostatic pressure of up to 750 MPa induced discontinuous changes in the enantiomeric excess of the (E)-isomer obtained in the enantiodifferentiating photoisomerization of (Z)-cyclooctene and (Z,Z)-cycloocta-1,5-diene, sensitized by chiral benzene-1,2,4,5-tetracarboxylates; indicating a switching of the enantiodifferentiation mechanism, which is attributable to dramatic conformational changes of chiral alkoxycarbonyl auxiliaries at a specific pressure.

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

Photoelimination of nitrogen from cyclic azo alkanes. An exceptionally labile and an exceptionally reluctant diazabicyclo[2.2.2]octene

The photochemistry of an unusually reactive diazabicyclo[2.2.2]octene has been found to be extremely solvent and temperature dependent; an exceptionally stable diazabicyclo[2.2.2]octene has been found to undergo a novel fragmentation as a result of vapor phase photoexcitation.

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.

Singlet photosensitization of simple alkenes. Part 2. Photochemical transformation of cyclo-octa-1,5-dienes sensitized by aromatic ester

Irradiation of an oxygen-free pentane solution of cis,cis- or cis,trans-cyclo-octa-1,5-diene, (1cc) or (1ct), in the presence of methyl benzoate as sensitizer gave the cis,trans-isomer and tricyclo[3.3.0.0 2,6]octane. However, the tricyclo-octane was not an immediate product from (1cc), but was formed via (1ct). Kinetic evidence and energetic considerations indicate a non-vertical singlet sensitization mechanism involving a singlet exciplex, which in turn falls apart leaving a twisted, excited singlet of the cyclo-octadiene. Two exciplexes, Ex1 and Ex 2, and therefore two twisted singlet cyclo-octadienes, C, 1p and t,1p, are postulated in order to rationalize the different reactivity of (1cc) and (1ct). No evidence for transannular interaction between the two double bonds was found from the quenching rate constants. Correlations between the quenching rate constants and the oxidation potentials of the cyclo-octadienes and cyclo-octenes suggest charge-transfer character for the exciplex. Asymmetric cis-trans photoisomerization sensitized by a chiral aromatic ester also supports the involvement of exciplex with a fairly rigid structure.