Tricyclo[9.2.2.24,7]heptadeca-1(13),4,6,11,14,16-hexaene

Base Information

• Chemical Name: Tricyclo[9.2.2.24,7]heptadeca-1(13),4,6,11,14,16-hexaene
• CAS No.: 7215-81-8
• Molecular Formula: C₁₇H₁₈
• Molecular Weight: 222.33
• Mol file: 7215-81-8.mol

Synonyms:3.5-Dinitro-2-hydrazino-thiophen;<3.2>paracyclophane;<2.3>paracyclophane;<3,5-Dinitro-<2>thienyl-hydrazin;Hydrazine,(3,5-dinitro-2-thienyl);<2.3>Paracyclophan;<3,2>-Paracyclophan;(3,5-dinitro-thiophen-2-yl)-hydrazine;3,5-Dinitro-thienyl-(2)-hydrazin;

Chemical Property of Tricyclo[9.2.2.24,7]heptadeca-1(13),4,6,11,14,16-hexaene

Chemical Property:

• PSA: 0.00000
• LogP: 3.96050

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Tricyclo[9.2.2.24,7]heptadeca-1(13),4,6,11,14,16-hexaene

There total 14 articles about Tricyclo[9.2.2.24,7]heptadeca-1(13),4,6,11,14,16-hexaene 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: 90.0%

2,12-dithia[4.3]paracyclophane 2,2,12,12-tetraoxide (1133314-21-2) → <2,3>-Paracyclophan (7215-81-8)

Guidance literature:

at 600 ℃; under 0.1 Torr; Inert atmosphere;

DOI:10.1002/ejoc.200800494

Reference yield:

1,3-bis<4-(bromomethyl)phenyl>propane (6337-62-8) → <2,3>-Paracyclophan (7215-81-8)

Guidance literature:

With sodium; xylene;

DOI:10.1021/ja01156a059

Reference yield:

1,3-bis(4-hydroxymethylphenyl)propane (121733-11-7) → <2,3>-Paracyclophan (7215-81-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 71 percent / PCC/Al₂O₃ / CH₂Cl₂ / 2 h / Ambient temperature

2: 14 percent / TiCl₄, Zn(Cu), pyridine / 1,2-dimethoxy-ethane / 72 h / Heating

3: H₂ / Pd(C)

With pyridine; aluminum oxide; zinc copper; hydrogen; titanium tetrachloride; pyridinium chlorochromate; palladium on activated charcoal; In 1,2-dimethoxyethane; dichloromethane;

upstream raw materials:

1,3-bis<4-(bromomethyl)phenyl>propane

<3.2>paracyclophane-10-ene

<3.2>(1,4)Cyclophan-2-on

tetrachloromethane

Refernces

• 1、 Font-Sanchis, Enrique,Miranda, Miguel A.,Perez-Prieto, Julia,Scaiano. "Laser flash photolysis of [3,n]paracyclophan-2-ones. Direct observation and chemical behavior of 4,4′-(1,n-alkanediyl)bisbenzyl biradicals". . p. 6131 - 6135. Retrieved 2007/10/03.
• 2、 Gruetzmacher, Hans-Friedrich,Neumann, Ekkehard,Ebmeyer, Frank,Albrecht, Karsten,Schelenz, Peter. "Paracyclophane-10-enes and Paracyclophane-10,27-dienes: A Convenient Synthesis by the McMurry Reaction and Dynamic Stereochemistry". . p. 2291 - 2298. Retrieved 2007/10/02.