2-Methyl-3-phenyl-1-propene

Base Information

• Chemical Name: 2-Methyl-3-phenyl-1-propene
• CAS No.: 3290-53-7
• Molecular Formula: C10H12
• Molecular Weight: 132.205
• Hs Code.: 2902909090
• DSSTox Substance ID: DTXSID00186555
• Nikkaji Number: J100.442E
• Wikidata: Q83057880
• Mol file: 3290-53-7.mol

Synonyms:2-Methyl-3-phenyl-1-propene;3290-53-7;Methallylbenzene;2-methylprop-2-enylbenzene;Benzene, (2-methyl-2-propenyl)-;Benzene, (2-methylallyl)-;(2-Methylallyl)benzene;(2-methylprop-2-en-1-yl)benzene;(2-METHYL-2-PROPENYL)BENZENE;2-methylallylbenzene;MFCD00039815;2-Benzyl-1-propene;(2-methylallyl)-benzene;.beta.-Methylallylbenzene;2-Methyl-3-phenylpropene;3-Phenyl-2-methylpropene;1-Propene, 2-(phenylmethyl)-;DTXSID00186555;(2-Methyl-2-propenyl)benzene #;1-Propene, 2-methyl-3-phenyl-;AKOS015917519;(2-Methyl-2-propenyl)benzene, AldrichCPR;CS-0451102;FT-0634761;F84180;A821512;YGS

Chemical Property of 2-Methyl-3-phenyl-1-propene

Chemical Property:

• Vapor Pressure: 1.26mmHg at 25°C
• Boiling Point: 179.6°Cat760mmHg
• Flash Point: 53.7°C
• PSA: 0.00000
• Density: 0.88g/cm³
• LogP: 2.80520
• Solubility.: Slighlty soluble in aqeous solvents.
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 132.093900383
• Heavy Atom Count: 10
• Complexity: 107

Purity/Quality:

99%, ^*data from raw suppliers

2-Methyl-3-phenyl-1-propene 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Aromatic Hydrocarbons
• Canonical SMILES: CC(=C)CC1=CC=CC=C1
• Uses: It is used as an active pharmaceutical intermediate.

Technology Process of 2-Methyl-3-phenyl-1-propene

There total 95 articles about 2-Methyl-3-phenyl-1-propene 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: 99.0%

bis[(η(3)-methallyl)nickel(II) bromide] → 2,5-dimethyl-1,5-hexadiene (627-58-7) + 2-methyl-1-phenyl-2-propene (3290-53-7)

Guidance literature:

With hydrogenchloride; bromobenzene; Petroleum ether; In N,N-dimethyl-formamide; after react. with bromobenzene hydrolysis with petroleum ether/concd. HCl;

Reference yield: 87.0%

β-phenylisovaleryl peroxide (62726-47-0) → 4,4-dimethyl-2-oxo-chroman (29598-22-9) + 2-methyl-1-phenyl-2-propene (3290-53-7) + (2-methyl-1-propenyl)-benzene (768-49-0) + 1-ethylstyrene (2039-93-2) + 3-methyl-3-phenylbutanoic acid (1010-48-6) + 3-Methyl-3-phenyl-butyric acid 1,1-dimethyl-2-phenyl-ethyl ester (62698-31-1)

Guidance literature:

With P₁ silica; Product distribution; Rate constant; CH₃CN as a solvent, other temperature, possible ways of the products formation;

DOI:10.1021/ja00416a013

Reference yield: 81.3%

β-phenylisovaleryl peroxide (62726-47-0) → 4,4-dimethyl-2-oxo-chroman (29598-22-9) + 2-methyl-1-phenyl-2-propene (3290-53-7) + (2-methyl-1-propenyl)-benzene (768-49-0) + 2-phenylbut-2-ene (767-99-7,768-00-3,2082-61-3) + 3-methyl-3-phenylbutanoic acid (1010-48-6) + 3-Methyl-3-phenyl-butyric acid 1,1-dimethyl-2-phenyl-ethyl ester (62698-31-1)

Guidance literature:

With P₀ silica; at 55 ℃; Product distribution; Rate constant; Kinetics; other temperatures, photolysis, additional reagents (PhC(CH₃)2CH₂COOH, coadsorbed O₂), possible ways of the products formation;

DOI:10.1021/ja00416a013

upstream raw materials:

phosgene

diethyl ether

neophyl chloride

acetamide

Downstream raw materials:

1-Phenyl-2-<(phenylthio)methyl>-1-propen

3-Phenyl-2-<(phenylthio)methyl>-1-propen

1-methylene-2-phenylcyclopropane

1-phenyl-3-(trimethylsilyl)-2-(trimethylsilylmethyl)propene

Refernces

• 1、 Occhialini, Gino,Palani, Vignesh,Wendlandt, Alison E.. "Catalytic, contra-Thermodynamic Positional Alkene Isomerization". supporting information. p. 145 - 152. Retrieved 2022/01/19.
• 2、 Cook, Adam,MacLean, Haydn,St. Onge, Piers,Newman, Stephen G.. "Nickel-catalyzed reductive deoxygenation of diverse C-O bond-bearing functional groups". . p. 13337 - 13347. Retrieved 2021/11/20.