Benzene, 1-(2,2-dimethyl-1-methylenepropyl)-4-methyl-

Base Information

• Chemical Name: Benzene, 1-(2,2-dimethyl-1-methylenepropyl)-4-methyl-
• CAS No.: 31006-98-1
• Molecular Formula: C13H18
• Molecular Weight: 174.286
• DSSTox Substance ID: DTXSID90184984
• Nikkaji Number: J1.076.184K
• Wikidata: Q83055935
• Mol file: 31006-98-1.mol

Synonyms:Benzene, 1-(2,2-dimethyl-1-methylenepropyl)-4-methyl-;31006-98-1;DTXSID90184984

Chemical Property of Benzene, 1-(2,2-dimethyl-1-methylenepropyl)-4-methyl-

Chemical Property:

• Vapor Pressure: 0.0677mmHg at 25°C
• Boiling Point: 237.8°Cat760mmHg
• Flash Point: 91.9°C
• PSA: 0.00000
• Density: 0.866g/cm³
• LogP: 4.05430
• XLogP3: 5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 174.140850574
• Heavy Atom Count: 13
• Complexity: 175

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Benzene, 1-(2,2-dimethyl-1-methylenepropyl)-4-methyl-

There total 7 articles about Benzene, 1-(2,2-dimethyl-1-methylenepropyl)-4-methyl- 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: 87.0%

3,3-dimethylbut-1-en-2-yl 4-methylbenzenesulfonate + p-tolylzinc(II) chloride (90252-89-4) → 1-(3,3-dimethylbut-1-en-2-yl)-4-methylbenzene (31006-98-1) + (E)-1-(3,3-dimethylbut-1-en-1-yl)-4-methylbenzene (142039-30-3)

Guidance literature:

With (S)-1-2-(di-1-naphthylphosphino)ferrocenyl-ethyl-di-tert-butylphosphine; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; at 70 ℃; for 18h; Inert atmosphere; Sealed vial;

DOI:10.1021/jo801824e

Reference yield: 70.0%

2,2-dimethyl-1-(4-methylphenyl)-1-propanone (30314-44-4) + Methyltriphenylphosphonium bromide (1779-49-3) → 1-(3,3-dimethylbut-1-en-2-yl)-4-methylbenzene (31006-98-1)

Guidance literature:

Methyltriphenylphosphonium bromide; With n-butyllithium; In tetrahydrofuran; hexane; at 0 ℃; for 0.5h; Inert atmosphere;

2,2-dimethyl-1-(4-methylphenyl)-1-propanone; In tetrahydrofuran; hexane; at 20 ℃; for 18h; Inert atmosphere;

DOI:10.1002/chem.201405361

Reference yield: 63.0%

3,3-dimethylbut-1-en-2-yl 4-methylbenzenesulfonate + para-methylphenylmagnesium bromide (4294-57-9) → 1-(3,3-dimethylbut-1-en-2-yl)-4-methylbenzene (31006-98-1) + (E)-1-(3,3-dimethylbut-1-en-1-yl)-4-methylbenzene (142039-30-3)

Guidance literature:

With (R)-(-)-[(S)-2-(diphenylphosphino)ferrocenyl]ethyldi-tert-butylphosphine; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In toluene; at 80 ℃; for 0.5h; Inert atmosphere; Sealed vial;

DOI:10.1021/jo801824e

upstream raw materials:

3,3-Dimethyl-2-(4'-methylphenyl)-2-butanol

3,3-dimethyl-butan-2-one

p-tolyllithium

p-tolylzinc(II) chloride