[2.2]Metacyclophan

Base Information

• Chemical Name: [2.2]Metacyclophan
• CAS No.: 51744-98-0
• Molecular Formula: C₁₆H₁₆
• Molecular Weight: 208.303
• Mol file: 51744-98-0.mol

Synonyms:

Chemical Property of [2.2]Metacyclophan

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [2.2]Metacyclophan

There total 7 articles about [2.2]Metacyclophan 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: 47.1%

1,3-bis-(bromomethyl)benzene (626-15-3) → [2.2]Metacyclophan (51744-98-0,2319-97-3,96290-39-0) + 1,2-Bis<3-(brommethyl)phenyl>ethan (121262-86-0)

Guidance literature:

With cerium diiodide; In tetrahydrofuran; for 1h; Ambient temperature;

DOI:10.1246/cl.1989.13

Reference yield: 23.2%

1,3-bis-(bromomethyl)benzene (626-15-3) → [2.2]Metacyclophan (51744-98-0,2319-97-3,96290-39-0) + 1,2-di-m-tolylethane (4662-96-8) + 1,2-Bis<3-(brommethyl)phenyl>ethan (121262-86-0) + m-xylene (108-38-3,104809-90-7)

Guidance literature:

With iodized misch metal; In tetrahydrofuran; for 1h; Product distribution; Ambient temperature; other metals investigated;

DOI:10.1246/cl.1989.13

Reference yield: 12.9%

3-(chloromethyl)benzyl chloride (626-16-4) → [2.2]Metacyclophan (51744-98-0,2319-97-3,96290-39-0) + 1,2-di-m-tolylethane (4662-96-8) + 1,3-bis<2-(3-methylphenyl)ethyl>benzene + 3,3'-bis<2-(3-methylphenyl)ethyl>dibenzyl

Guidance literature:

With samarium diiodide; In tetrahydrofuran; for 4h; Further byproducts given; Ambient temperature;

upstream raw materials:

3-(chloromethyl)benzyl chloride

4-(2-oxo-2-phenylethyl)-2,6-dimethylenebicyclo<3.1.0>hexane

2,2'-dimethyl-1,1'-biphenyl

1,3-bis-(bromomethyl)benzene

Downstream raw materials:

1,2,3,6,7,8-hexahydropyrene

Benzoic acid tricyclo[9.3.1.1^4,8]hexadeca-1⁽¹⁴⁾,4⁽¹⁶⁾,5,7,11⁽¹⁵⁾,12-hexaen-5-yl ester

styrene

para-xylene

Refernces

• 1、 Takahashi, Senji,Mori, Nobuo. "Samarium(II) Diiodide Mediated Coupling of Bis(bromomethyl)arenes. Facile Synthesis of n>Cyclophanes without using High-Dilution Techniques". . p. 2029 - 2032. Retrieved 2007/10/02.