Bicyclo(6.2.2)dodeca-8,10,11-triene

Base Information

• Chemical Name: Bicyclo(6.2.2)dodeca-8,10,11-triene
• CAS No.: 53011-74-8
• Molecular Formula: C₁₂H₁₆
• Molecular Weight: 160.259
• DSSTox Substance ID: DTXSID50201060
• Nikkaji Number: J9.731D
• Wikidata: Q83074244
• Mol file: 53011-74-8.mol

Synonyms:53011-74-8;Bicyclo(6.2.2)dodeca-8,10,11-triene;Bicyclo[6.2.2]dodeca-8,10,11-triene;DTXSID50201060

Chemical Property of Bicyclo(6.2.2)dodeca-8,10,11-triene

Chemical Property:

• Vapor Pressure: 0.0213mmHg at 25°C
• Boiling Point: 259.2°C at 760 mmHg
• Flash Point: 103.9°C
• PSA: 0.00000
• Density: 0.933g/cm³
• LogP: 3.34560
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 160.125200510
• Heavy Atom Count: 12
• Complexity: 104

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCCC2=CC=C(CC1)C=C2

Technology Process of Bicyclo(6.2.2)dodeca-8,10,11-triene

There total 8 articles about Bicyclo(6.2.2)dodeca-8,10,11-triene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

1,4-hexamethylene Dewar benzene (64492-96-2) → <6>-paracyclophane (53011-74-8)

Guidance literature:

In Cyclohexane-d12; at 80 ℃; Product distribution; examination of thermal stability (t(1/2));

Reference yield: 91.0%

Acetic acid bicyclo[6.2.2]dodeca-8(12),9-dien-1-yl ester (88958-98-9) → <6>-paracyclophane (53011-74-8)

Guidance literature:

With potassium tert-butylate;

DOI:10.1016/S0040-4020(01)87605-5

Reference yield: 39.0%

lead(IV) tetraacetate (546-67-8) + <6.2.2>porpellenecarboxylic acid (88958-97-8) → <6>-paracyclophane (53011-74-8) + Acetic acid bicyclo[6.2.2]dodeca-8(12),9-dien-1-yl ester (88958-98-9)

Guidance literature:

With pyridine; copper diacetate; In benzene; Heating;

DOI:10.1246/cl.1983.1645

upstream raw materials:

1,4-hexamethylene Dewar benzene

lead(IV) tetraacetate

<6.2.2>porpellenecarboxylic acid

Acetic acid bicyclo[6.2.2]dodeca-8⁽¹²⁾,9-dien-1-yl ester

Downstream raw materials:

C₂₀H₂₁N₃O₂

C₂₀H₂₁N₃O₃

5,6,7,8,9,10-hexahydrobenzocyclooctene

[6]Metacyclophane

Refernces

• 1、 Kammula,S.L. et al.. "-". . p. 5815. Retrieved 1977.
• 2、 Tobe, Yoshito,Ueda, Ken-ichi,Kakiuchi, Kiyomi,Odaira, Yoshinobu,Kai, Yasushi,Kasai, Nobutami. "SYNTHESIS, STRUCTURE AND REACTIVITIES OF PARACYCLOPHANES". . p. 1851 - 1858. Retrieved 2007/10/02.
• 3、 Tobe, Yoshito,Ueda, Ken-ichi,Kakiuchi, Kiyomi,Odaira, Yoshinobu. "A NEW EFFICIENT SYNTHESIS AND REARRANGEMENTS OF PARACYCLOPHANE". . p. 1645 - 1646. Retrieved 2007/10/02.