Benzene, 1-(1,1-dimethylethyl)-4-(1,2-propadienyl)-

Base Information

• Chemical Name: Benzene, 1-(1,1-dimethylethyl)-4-(1,2-propadienyl)-
• CAS No.: 70090-76-5
• Molecular Formula: C13H16
• Molecular Weight: 172.27
• DSSTox Substance ID: DTXSID10445640
• Nikkaji Number: J895.395C
• Mol file: 70090-76-5.mol

Synonyms:Benzene, 1-(1,1-dimethylethyl)-4-(1,2-propadienyl)-;70090-76-5;1-(4-tert-Butylphenyl)allene;DTXSID10445640

Chemical Property of Benzene, 1-(1,1-dimethylethyl)-4-(1,2-propadienyl)-

Chemical Property:

• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 172.125200510
• Heavy Atom Count: 13
• Complexity: 193

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)C1=CC=C(C=C1)C=C=C

Technology Process of Benzene, 1-(1,1-dimethylethyl)-4-(1,2-propadienyl)-

There total 3 articles about Benzene, 1-(1,1-dimethylethyl)-4-(1,2-propadienyl)- 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: 95.0%

1-(tert-Butyl)-4-(2,2-dibromocyclopropyl)-benzene → 1-(tert-butyl)-4-(propa-1,2-dien-1-yl)benzene (70090-76-5)

Guidance literature:

With ethylmagnesium bromide; In tetrahydrofuran; diethyl ether; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1039/d0nj02010a

Reference yield: 82.0%

Bromoform (75-25-2) + 4-tert-Butylstyrene (1746-23-2,26009-55-2) → 1-(tert-butyl)-4-(propa-1,2-dien-1-yl)benzene (70090-76-5)

Guidance literature:

Bromoform; 4-tert-Butylstyrene; With Et₃NBnCl; sodium hydroxide; In dichloromethane; water; at 0 - 20 ℃; Inert atmosphere;

With ethylmagnesium chloride; In tetrahydrofuran; at 0 ℃; for 2h; Inert atmosphere;

DOI:10.1002/asia.200900452

Reference yield: 54.0%

1,4-di-tert-butyl-7-ethynylcyclohepta-1,3,5-triene → 1-(tert-butyl)-4-(propa-1,2-dien-1-yl)benzene (70090-76-5) + 1,4-di-tert-butyl-2-(1,2-propadienyl)benzene

Guidance literature:

With trifluoroacetic acid; In tetrahydrofuran; at 60 ℃; for 24h;

DOI:10.1002/ejoc.200300245

upstream raw materials:

Bromoform

4-tert-Butylstyrene

Downstream raw materials:

Rh(η(3)-CH2C[CH(C6H4-t-Bu-p)]C(=CH(C6H4-t-Bu-p))CH2C(=CH(C6H4-t-Bu-p))CH2CH2CH=CH(C6H4-t-Bu-p))(PPh3)2

2-(dimethylphenylsilyl)-3-(4-tert-butylphenyl)-2-propene

2-(dimethylphenylsilyl)-3-(4-tert-butylphenyl)-1-propene

C₂₁H₂₄