[1-[14-(Hydrazono-phenyl-methyl)-tricyclo[8.2.2.2^4,7]hexadeca-1⁽¹³⁾,4⁽¹⁶⁾,5,7⁽¹⁵⁾,10⁽¹⁴⁾,11-hexaen-5-yl]-1-phenyl-meth-(Z)-ylidene]-hydrazine

Base Information

• Chemical Name: [1-[14-(Hydrazono-phenyl-methyl)-tricyclo[8.2.2.2^4,7]hexadeca-1⁽¹³⁾,4⁽¹⁶⁾,5,7⁽¹⁵⁾,10⁽¹⁴⁾,11-hexaen-5-yl]-1-phenyl-meth-(Z)-ylidene]-hydrazine
• CAS No.: 107496-61-7
• Molecular Formula: C₃₀H₂₈N₄
• Molecular Weight: 444.579
• Mol file: 107496-61-7.mol

Synonyms:

Chemical Property of [1-[14-(Hydrazono-phenyl-methyl)-tricyclo[8.2.2.2^4,7]hexadeca-1⁽¹³⁾,4⁽¹⁶⁾,5,7⁽¹⁵⁾,10⁽¹⁴⁾,11-hexaen-5-yl]-1-phenyl-meth-(Z)-ylidene]-hydrazine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [1-[14-(Hydrazono-phenyl-methyl)-tricyclo[8.2.2.2^4,7]hexadeca-1⁽¹³⁾,4⁽¹⁶⁾,5,7⁽¹⁵⁾,10⁽¹⁴⁾,11-hexaen-5-yl]-1-phenyl-meth-(Z)-ylidene]-hydrazine

There total 4 articles about [1-[14-(Hydrazono-phenyl-methyl)-tricyclo[8.2.2.2^4,7]hexadeca-1⁽¹³⁾,4⁽¹⁶⁾,5,7⁽¹⁵⁾,10⁽¹⁴⁾,11-hexaen-5-yl]-1-phenyl-meth-(Z)-ylidene]-hydrazine 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%

pseudo-o-dibenzoyl<2.2>paracyclophane (95274-32-1,95342-91-9) → [1-[14-(Hydrazono-phenyl-methyl)-tricyclo[8.2.2.24,7]hexadeca-1(13),4(16),5,7(15),10(14),11-hexaen-5-yl]-1-phenyl-meth-(Z)-ylidene]-hydrazine (107496-61-7,107538-65-8)

Guidance literature:

With hydrazine hydrochloride; hydrazine; In dimethyl sulfoxide; at 110 ℃; for 8h;

DOI:10.1021/ja00243a014

Reference yield:

4,16-dibromo[2.2]paracyclophane (196316-30-0,196316-31-1,23927-40-4,96392-77-7) → [1-[14-(Hydrazono-phenyl-methyl)-tricyclo[8.2.2.24,7]hexadeca-1(13),4(16),5,7(15),10(14),11-hexaen-5-yl]-1-phenyl-meth-(Z)-ylidene]-hydrazine (107496-61-7,107538-65-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) BuLi / 1.) 5 h, RT, ether/hexane; 2.) 2 h, RT

2: 47.3 percent / sodium dichromate / acetic acid / 4 h / Ambient temperature

3: 100 percent / anhydrous hydrazine, hydrazine monohydrochloride / dimethylsulfoxide / 8 h / 110 °C

With n-butyllithium; sodium dichromate; hydrazine hydrochloride; hydrazine; In acetic acid; dimethyl sulfoxide;

DOI:10.1021/ja00243a014

Reference yield:

[2.2]Paracyclophan (1633-22-3) → [1-[14-(Hydrazono-phenyl-methyl)-tricyclo[8.2.2.24,7]hexadeca-1(13),4(16),5,7(15),10(14),11-hexaen-5-yl]-1-phenyl-meth-(Z)-ylidene]-hydrazine (107496-61-7,107538-65-8)

Guidance literature:

Multi-step reaction with 4 steps

2: 1.) BuLi / 1.) 5 h, RT, ether/hexane; 2.) 2 h, RT

3: 47.3 percent / sodium dichromate / acetic acid / 4 h / Ambient temperature

4: 100 percent / anhydrous hydrazine, hydrazine monohydrochloride / dimethylsulfoxide / 8 h / 110 °C

With n-butyllithium; sodium dichromate; hydrazine hydrochloride; hydrazine; In acetic acid; dimethyl sulfoxide;

DOI:10.1021/ja00243a014

upstream raw materials:

pseudo-o-dibenzoyl<2.2>paracyclophane

[2.2]Paracyclophan

4,16-dibromo[2.2]paracyclophane

bis(α-hydroxybenzyl)<2.2>paracyclophane