(Z)-1-(but-2-en-2-yl)-2-methylbenzene

Base Information

• Chemical Name: (Z)-1-(but-2-en-2-yl)-2-methylbenzene
• CAS No.: 82902-63-4
• Molecular Formula: C₁₁H₁₄
• Molecular Weight: 146.232
• Mol file: 82902-63-4.mol

Synonyms:

Chemical Property of (Z)-1-(but-2-en-2-yl)-2-methylbenzene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (Z)-1-(but-2-en-2-yl)-2-methylbenzene

There total 5 articles about (Z)-1-(but-2-en-2-yl)-2-methylbenzene 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:

2-Methylacetophenone (577-16-2,122382-54-1) → (E)-1-(but-2-en-2-yl)-2-methylbenzene (82902-64-5) + (Z)-1-(but-2-en-2-yl)-2-methylbenzene (82902-63-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / 0 °C / Inert atmosphere

1.2: 16 h / 0 - 20 °C / Inert atmosphere

2.1: N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide / dichloromethane; water / 20 °C / Inert atmosphere; Sealed tube

2.2: 1 h / 20 °C / Inert atmosphere

3.1: 5%-palladium/activated carbon; tetrahydroxydiboron; water / diethyl ether / 5 h / 20 °C / Inert atmosphere

With n-butyllithium; tetrahydroxydiboron; 5%-palladium/activated carbon; N-benzyl-N,N,N-triethylammonium chloride; water; sodium hydroxide; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; water; 1.1: |Wittig Olefination / 1.2: |Wittig Olefination / 2.1: |Doering-Laflamme Allene Synthesis / 2.2: |Doering-Laflamme Allene Synthesis;

DOI:10.1055/s-0039-1690207

Reference yield:

1-methyl-2-(prop-1-en-2-yl)benzene (7399-49-7) → (E)-1-(but-2-en-2-yl)-2-methylbenzene (82902-64-5) + (Z)-1-(but-2-en-2-yl)-2-methylbenzene (82902-63-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide / dichloromethane; water / 20 °C / Inert atmosphere; Sealed tube

1.2: 1 h / 20 °C / Inert atmosphere

2.1: 5%-palladium/activated carbon; tetrahydroxydiboron; water / diethyl ether / 5 h / 20 °C / Inert atmosphere

With tetrahydroxydiboron; 5%-palladium/activated carbon; N-benzyl-N,N,N-triethylammonium chloride; water; sodium hydroxide; In diethyl ether; dichloromethane; water; 1.1: |Doering-Laflamme Allene Synthesis / 1.2: |Doering-Laflamme Allene Synthesis;

DOI:10.1055/s-0039-1690207

Reference yield:

1,1-dibromo-2-methyl-2-(o-tolyl)cyclopropane (131567-53-8) → (E)-1-(but-2-en-2-yl)-2-methylbenzene (82902-64-5) + (Z)-1-(but-2-en-2-yl)-2-methylbenzene (82902-63-4)

Guidance literature:

Multi-step reaction with 2 steps

1: ethylmagnesium bromide / tetrahydrofuran; diethyl ether / 1 h / 20 °C / Inert atmosphere

2: 5%-palladium/activated carbon; tetrahydroxydiboron; water / diethyl ether / 5 h / 20 °C / Inert atmosphere

With tetrahydroxydiboron; 5%-palladium/activated carbon; ethylmagnesium bromide; water; In tetrahydrofuran; diethyl ether;

DOI:10.1055/s-0039-1690207

upstream raw materials:

2-(2-methylphenyl)but-1-ene

ethyltriphenylphosphonium bromide

2-Methylacetophenone

1-methyl-2-(prop-1-en-2-yl)benzene