(2,3-Dimethylbut-1-en-1-yl)benzene

Base Information

• Chemical Name: (2,3-Dimethylbut-1-en-1-yl)benzene
• CAS No.: 70975-43-8
• Molecular Formula: C12H16
• Molecular Weight: 160.259
• DSSTox Substance ID: DTXSID70578802
• Mol file: 70975-43-8.mol

Synonyms:(2,3-Dimethyl-1-butenyl)benzene;(2,3-Dimethylbut-1-en-1-yl)benzene;70975-43-8;DTXSID70578802

Chemical Property of (2,3-Dimethylbut-1-en-1-yl)benzene

Chemical Property:

• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 160.125200510
• Heavy Atom Count: 12
• Complexity: 147

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C(=CC1=CC=CC=C1)C

Technology Process of (2,3-Dimethylbut-1-en-1-yl)benzene

There total 10 articles about (2,3-Dimethylbut-1-en-1-yl)benzene 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: 52.0%

methyl magnesium iodide (917-64-6) + (E)-2-(1-phenylprop-1-en-2-yl)-1,3-dithiolane (119925-03-0,116972-94-2) → (E)-2-methyl-1-phenyl-1,3-butadiene (37580-42-0) + (E)-(2,3-dimethylbut-1-enyl)benzene (70975-43-8)

Guidance literature:

With 1,2-bis(diphenylphosphino)ethane nickel(II) chloride; In diethyl ether; benzene; for 12h; Heating;

DOI:10.1021/jo00018a016

Reference yield:

((E)-2,3-Dimethyl-1-phenyl-but-1-enyloxy)-trimethyl-silane (609815-92-1) → (E)-(2,3-dimethylbut-1-enyl)benzene (70975-43-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: SO₂Cl₂ / CH₂Cl₂ / 1 h / 20 °C

1.2: 7.78 g / CH₂Cl₂ / -78 - 20 °C

2.1: NaBH₄ / methanol; diethyl ether / 1 h

2.2: (EtO)3P / Heating

With sodium tetrahydroborate; sulfuryl dichloride; In methanol; diethyl ether; dichloromethane;

DOI:10.1016/S0040-4020(03)00977-3

Reference yield:

thiophosphoric acid S-(1-benzoyl-1,2-dimethylpropyl) ester O,O-diethyl ester (609815-75-0) → (Z)-(2,3-dimethylbut-1-enyl)benzene (70975-44-9) + (E)-(2,3-dimethylbut-1-enyl)benzene (70975-43-8)

Guidance literature:

thiophosphoric acid S-(1-benzoyl-1,2-dimethylpropyl) ester O,O-diethyl ester; With sodium tetrahydroborate; In methanol; diethyl ether; for 1h;

With triethyl phosphite; Title compound not separated from byproducts; Heating;

DOI:10.1016/S0040-4020(03)00977-3

upstream raw materials:

3-methyl-butan-2-one

benzyltriphenylphosphonium bromide

methyl magnesium iodide

(E)-2-(1-phenylprop-1-en-2-yl)-1,3-dithiolane

Downstream raw materials:

(Z)-(2,3-dimethylbut-1-enyl)benzene