2-(p-formylphenyl)-3,3-dimethylmethylenecyclopropane, N,N-dimethyl hydrazone

Base Information

• Chemical Name: 2-(p-formylphenyl)-3,3-dimethylmethylenecyclopropane, N,N-dimethyl hydrazone
• CAS No.: 242457-55-2
• Molecular Formula: C₁₅H₂₀N₂
• Molecular Weight: 228.337

Synonyms:2-(p-formylphenyl)-3,3-dimethylmethylenecyclopropane, N,N-dimethyl hydrazone

Chemical Property of 2-(p-formylphenyl)-3,3-dimethylmethylenecyclopropane, N,N-dimethyl hydrazone

Chemical Property:

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Technology Process of 2-(p-formylphenyl)-3,3-dimethylmethylenecyclopropane, N,N-dimethyl hydrazone

There total 2 articles about 2-(p-formylphenyl)-3,3-dimethylmethylenecyclopropane, N,N-dimethyl hydrazone 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: 97.0%

N,N-Dimethylhydrazine (57-14-7) + 2-(p-formylphenyl)-3,3-dimethylmethylenecyclopropane (242457-50-7) → 2-(p-formylphenyl)-3,3-dimethylmethylenecyclopropane, N,N-dimethyl hydrazone (242457-55-2)

Guidance literature:

With toluene-4-sulfonic acid; In diethyl ether; for 6h; Ambient temperature;

DOI:10.1021/jo990732d

Reference yield:

2-(p-Bromophenyl)-3,3-dimethylmethylenecyclopropane (65354-66-7) → 2-(p-formylphenyl)-3,3-dimethylmethylenecyclopropane, N,N-dimethyl hydrazone (242457-55-2)

Guidance literature:

Multi-step reaction with 2 steps

1: n-BuLi / tetrahydrofuran; hexane / -78 - 0 °C

2: 97 percent / p-TsOH / diethyl ether / 6 h / Ambient temperature

With n-butyllithium; toluene-4-sulfonic acid; In tetrahydrofuran; diethyl ether; hexane;

DOI:10.1021/jo990732d

Reference yield:

2-(p-formylphenyl)-3,3-dimethylmethylenecyclopropane, N,N-dimethyl hydrazone (242457-55-2) → N'-[4-(2-isopropylidene-cyclopropyl)-benzylidene]-N,N-dimethyl-hydrazine

Guidance literature:

In benzene-d6; at 60 - 80 ℃; Rate constant; Thermodynamic data; ΔH(excit.), ΔS(excit.);

DOI:10.1021/jo990732d

upstream raw materials:

N,N-Dimethylhydrazine

2-(p-formylphenyl)-3,3-dimethylmethylenecyclopropane

2-(p-Bromophenyl)-3,3-dimethylmethylenecyclopropane

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