Trimethylstyrene

Base Information

• Chemical Name: Trimethylstyrene
• CAS No.: 769-57-3
• Molecular Formula: C11H14
• Molecular Weight: 146.232
• NSC Number: 245044
• DSSTox Substance ID: DTXSID00227699
• Nikkaji Number: J191.606H,J2.628.612C
• Mol file: 769-57-3.mol

Synonyms:Trimethylstyrene;769-57-3;(3-methylbut-2-en-2-yl)benzene;3-methylbut-2-en-2-ylbenzene;2-Phenyl-3-methyl-2-butene;(1,2-Dimethyl-1-propenyl)benzene;Benzene, (1,2-dimethyl-1-propenyl)-;.alpha.,.beta.,.beta.-Trimethylstyrene;NSC245044;alpha,beta,beta-Trimethylstyrene;2-Butene, 2-methyl-3-phenyl-;DTXSID00227699;MFCD00101603;(1,2-Dimethyl-1-propenyl)benzene #;AKOS024319235;NSC 245044;NSC-245044;(1,2-Dimethylprop-1-en-1-yl)benzene;2-Phenyl-3-methylbutane-2,3-diylradical;CS-0247746;EN300-373278

Chemical Property of Trimethylstyrene

Chemical Property:

• Vapor Pressure: 0.706mmHg at 25°C
• Boiling Point: 191.7°Cat760mmHg
• Flash Point: 61.7°C
• Density: 0.877g/cm³
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 146.109550447
• Heavy Atom Count: 11
• Complexity: 143

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Trimethylstyrene

There total 83 articles about Trimethylstyrene 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: 100.0%

C24H24NO2P → α,β,β-trimethylstyrene (769-57-3) + (S)-1-phenyl-2-hydrobenzo[c][1,2]azaphosphol-3-one 1-oxide (1415025-89-6)

Guidance literature:

In dimethylsulfoxide-d6; at 140 ℃; for 14h;

DOI:10.1021/ja307330c

Reference yield: 99.0%

3-methyl-2-phenyl-1-butene (17498-71-4) → α,β,β-trimethylstyrene (769-57-3)

Guidance literature:

With iron(III) trifluoromethanesulfonate; C₆₅H₇₇N₅O₄S₂; In 1,2-dichloro-ethane; at 75 ℃; for 8h; under 760.051 Torr; Inert atmosphere;

DOI:10.1021/jacs.5b03956

Reference yield: 91.0%

2-bromo-3-methylbut-2-ene (3017-70-7) + tetra-n-butylammonium phenyltrifluoroborate → α,β,β-trimethylstyrene (769-57-3)

Guidance literature:

With caesium carbonate; 1,4-di(diphenylphosphino)-butane; palladium diacetate; In 1,2-dimethoxyethane; water; at 20 ℃; for 12h;

DOI:10.1016/S0040-4039(01)01983-9

upstream raw materials:

phosgene

diethyl ether

2-bromo-3-methylbut-2-ene

1,2-dimethyl-1-phenyl-1-propanol

Downstream raw materials:

2-Cyclohexyl-3-methylbutan

2-methyl-3-phenylbut-1-en-3-ol

2-methyl-3-phenyl-but-3-en-2-ol

1,2-dimethyl-1-phenyl-1-propanol

Refernces

• 1、 Hu, Xiao-Si,He, Jun-Xiong,Zhang, Ying,Zhou, Jian,Yu, Jin-Sheng. "Highly Stereoselective Positional Isomerization of Styrenes via Acid-Catalyzed Carbocation Mechanism". supporting information. p. 2227 - 2233. Retrieved 2021/06/28.
• 2、 Ganiu, Moshood O.,Cleveland, Alexander H.,Paul, Jarrod L.,Kartika, Rendy. "Triphosgene and DMAP as Mild Reagents for Chemoselective Dehydration of Tertiary Alcohols". supporting information. p. 5611 - 5615. Retrieved 2019/08/01.