4685-74-9

Basic information

• Product Name: Bicyclo[8.2.2]tetradeca-10,12(1),13-triene
• Synonyms: [8]Paracyclophane;Bicyclo[8.2.2]tetradeca-10,12(1),13-triene
• CAS NO: 4685-74-9
• Molecular Formula: C₁₄H₂₀
• Molecular Weight: 188.3086
• Mol File: 4685-74-9.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 297.7°Cat760mmHg
• Flash Point: 128.8°C
• Appearance: /
• Density: 0.908g/cm³
• Vapor Pressure: 0.00235mmHg at 25°C
• Refractive Index: 1.505
• CAS DataBase Reference: Bicyclo[8.2.2]tetradeca-10,12(1),13-triene(CAS DataBase Reference)
• NIST Chemistry Reference: Bicyclo[8.2.2]tetradeca-10,12(1),13-triene(4685-74-9)
• EPA Substance Registry System: Bicyclo[8.2.2]tetradeca-10,12(1),13-triene(4685-74-9)

Safety Data

• Hazardous Substances Data: 4685-74-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C14H20/c1-2-4-6-8-14-11-9-13(10-12-14)7-5-3-1/h9-12H,1-8H2

Upstream product

• 89507-11-9 3,6-Bis(ethylendithioacetal) 
• 62985-49-3 3-methylenespiro<5.7>trideca-1,4-diene 
• 89507-01-7 3,6-Bis(tosyloxy)<8>paracyclophan 
• 116059-93-9 dispiro<2.2.6.2>tetradeca-4,13-diene 

Downstream Products

• 3454-07-7 1-ethenyl-4-ethyl-benzene 
• 62985-48-2 1-propyl-4-vinylbenzene 
• 106750-47-4 6,7,8,9,10,11-hexahydro-2-methyl-5H-benzocyclononene 
• 7048-98-8 <8>Metacyclophane 
• 7125-05-5 Benzocyclodecen 
• 89506-95-6 1-Brom-8-(4-bromphenyl)octan 
• 89506-94-5 10-Brom<8>metacyclophan 
• 89506-98-9 10,12-Dibrom<8>metacyclophan 
• 89506-96-7 10,11,12-Tribrom<8>metacyclophan 
• 89506-97-8 1-Brom-8-(2,4,5-tribromphenyl)octan 
• 89507-00-6 2-(<8>Metacyclophan-12-ylcarbonyl)benzoesaeure 

Relevant articles and documents

FLASH VACUUM THERMOLYSIS OF DISPIROALKADIENES

The Flash Vacuum Thermolysis (FVT) of dispirotetradeca -4,13-diene (7a). dispirotrideca-4,12-diene (7b) and dispirodeca-4,9-diene (7e) at 500-750 deg C is reported.The complicated reaction mixture from 7a and 7b (Scheme 3) included at lower temperatures vinylspiroalkadienes 9, ethylidenespiroalkadiene 10b, β-ethylcycloalkabenzenes 11, while at higher temperatures, p-n-alkyl-(5) and p-sec-alkylstyrenes 14 and p-divinylbenzene (15) dominated.Product formation is explained by invoking diradicals 8,6 and 12 as well as the cyclophanes 1 and 13 as intermediates.For 7e, the product mixture was less complicated and consisted of p-ethylstyrene (5e), 15 and, unexpectedly,p-isopropylstyrene (14e) which contains one carbon more than the starting material.The analysis and interpretation of product formation largely confirms previously suggested reaction pathways and furnishes further interesting details.However, new and unexpected features are also encountered, especially in the fragmentations of 1 and 13 which may stimulate future investigations on the thermal behaviour of these relatively simple hydrocarbons.

Cyclophanes, XXII. The Chemical Behavior of Paracyclophane: Reactions of the Polymethylene Bridge

The chemical behavior of paracyclophanes functionalized in the polymethylene bridge has been investigated.The reaction of trans-paracyclophan-4-ene (3) with dichloro- and dibromocarbene provides under exclusive attack of the bridge double bond the a