Bicyclo[8.3.1]tetradeca-1(14),10,12-triene

Base Information

• Chemical Name: Bicyclo[8.3.1]tetradeca-1(14),10,12-triene
• CAS No.: 7048-98-8
• Molecular Formula: C₁₄H₂₀
• Molecular Weight: 188.313
• DSSTox Substance ID: DTXSID60481093
• Nikkaji Number: J1.787.072F
• Wikidata: Q82316314
• Mol file: 7048-98-8.mol

Synonyms:Bicyclo[8.3.1]tetradeca-1(14),10,12-triene;DTXSID60481093

Chemical Property of Bicyclo[8.3.1]tetradeca-1(14),10,12-triene

Chemical Property:

• Vapor Pressure: 1.25E-16mmHg at 25°C
• Boiling Point: 627.8°Cat760mmHg
• Flash Point: 333.5°C
• Density: 1.253g/cm³
• XLogP3: 5.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 188.156500638
• Heavy Atom Count: 14
• Complexity: 134

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCCCC2=CC=CC(=C2)CCC1

Technology Process of Bicyclo[8.3.1]tetradeca-1(14),10,12-triene

There total 10 articles about Bicyclo[8.3.1]tetradeca-1(14),10,12-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: 48.0%

12,13-dibromo[2]metacyclo[2](2,5)thiophenophane (131213-77-9) → <8>Metacyclophane (7048-98-8)

Guidance literature:

With hydrogen; Raney-Ni W₇; In ethanol; for 5h; Heating;

Reference yield: 15.0%

phthalic anhydride (85-44-9) + <8>paracyclophane (4685-74-9) → <8>Metacyclophane (7048-98-8) + 2-(<8>Metacyclophan-12-ylcarbonyl)benzoesaeure (89507-00-6)

Guidance literature:

With aluminium trichloride; In chloroform; for 3h; Heating;

Reference yield: 6.0%

1,3-dibromobenzene (108-36-1) + C24H44B2 → <8>Metacyclophane (7048-98-8)

Guidance literature:

With sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; Heating;

DOI:10.1021/jo025509m

upstream raw materials:

Bicyclo<8.3.1>tetradecadien-<1(14),10,12>-diin-(4,6)

phthalic anhydride

<8>paracyclophane

12,13-dibromo[2]metacyclo[2](2,5)thiophenophane

Refernces

• 1、 Takeshita, Michinori,Tsuge, Akihiko,Tashiro, Masashi. "Synthesis and Dynamic Behaviour of - and Metacyclophanes". . p. 411 - 413. Retrieved 2007/10/02.
• 2、 Bates, Robert B.,Ogle, Craig A.. "Arenes Disubstituted with Primary Alkyl Groups from Xylylene Dianions". . p. 3949 - 3952. Retrieved 2007/10/02.