1-Methyl-2,2-diphenylethylene

Base Information

• Chemical Name: 1-Methyl-2,2-diphenylethylene
• CAS No.: 778-66-5
• Molecular Formula: C15H14
• Molecular Weight: 194.276
• NSC Number: 42487
• DSSTox Substance ID: DTXSID00285618
• Nikkaji Number: J2.553.431J,J371.376H
• Mol file: 778-66-5.mol

Synonyms:1,1-diphenylpropene

Chemical Property of 1-Methyl-2,2-diphenylethylene

Chemical Property:

• Melting Point: 49°C
• Refractive Index: 1.5880
• Boiling Point: 280.5°Cat760mmHg
• Flash Point: 131.9°C
• PSA: 0.00000
• Density: 0.986g/cm³
• LogP: 4.13820
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 194.109550447
• Heavy Atom Count: 15
• Complexity: 182

Purity/Quality:

97% ^*data from raw suppliers

1,1-Diphenyl-1-propene ≥95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC=C(C1=CC=CC=C1)C2=CC=CC=C2
• General Description: 1-METHYL-2,2-DIPHENYLETHYLENE (also known as 1,1-diphenylpropene) reacts with tris(p-bromophenyl)aminium hexachloroantimonate to form a butadiene-type dimer (9) in wet solvents, demonstrating that its reactivity is influenced by solvent conditions and cation radical generation methods. The study highlights the role of substituents and reaction conditions in determining dimerization products, though the precise mechanistic details remain unresolved.

Technology Process of 1-Methyl-2,2-diphenylethylene

There total 159 articles about 1-Methyl-2,2-diphenylethylene 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: 67.0%

1-(3,5-dimethyl-1H-pyrazol-1-yl)propan-1-one (37612-61-6) + phenylmagnesium bromide → 1,1-diphenyl-1-propene (778-66-5) + 1-phenyl-propan-1-one (93-55-0)

Guidance literature:

In diethyl ether; for 1h; Ambient temperature;

Reference yield: 25.0%

1-propenylbenzene (873-66-5) + phenylazo phenyl sulfone (14922-16-8) → 1,1-diphenyl-1-propene (778-66-5) + biphenyl (92-52-4,1594-86-1) + (E)-1,2-diphenylpropene (833-81-8) + 3,3-diphenylpropene (3542-14-1)

Guidance literature:

tetrakis(triphenylphosphine) palladium⁽⁰⁾; In benzene; at 80 ℃; for 2h; Further byproducts given;

DOI:10.1246/bcsj.61.3575

Reference yield: 7.0%

1,1-dibromo-2,2-diphenylethylene (2592-73-6) → 1,1-Diphenylethylene (530-48-3) + 1,1-diphenyl-1-propene (778-66-5) + 2-methyl-1,1-diphenylpropene (781-33-9) + 2,2,5,5-tetraphenyl-3-hexyne (1483-63-2)

Guidance literature:

With lithium; In tetrahydrofuran; diethyl ether; pentane; at -110 - -80 ℃; for 3h; Further byproducts given;

DOI:10.1016/S0022-328X(98)00568-3

upstream raw materials:

bromobenzene

3,3,4,4-tetraphenyl-hexane

benzophenone

ethylmagnesium bromide

Downstream raw materials:

2-(4-nitro-phenyl)-1,1-diphenyl-propan-1-ol

4,4-diphenylbut-3-enoic acid

1,2-epoxy-1,1-diphenylpropane

2-chloro-1,1-diphenylethylene

Refernces

Reactions of 1,1-Diphenylethylene and Its Derivatives with Tris(p-bromophenyl)aminium Hexachloroantimonate

10.1246/cl.1987.2251

The study investigates the dimerization of 1,1-diphenylethylene (1) and its derivatives using tris(p-bromophenyl)aminium hexachloroantimonate (3) as a new method to generate the cation radical. In dry solvents, 1 reacts with 3 to form indan dimer 2, while in wet solvents, butadiene derivative 7 and tetrahydrofuran derivative 8 are produced. The dimerization of derivatives like 1,1-diphenylpropene (4), 1,1-diphenyl-3-methyl-1-butene, 1,1,2-triphenylethylene (5), and 1,1-di-p-anisylethylene (6) yields different products, such as butadiene type dimer 9 from 4 in wet solvents, and cyclobutane type dimers 10, 11 from 5 and 12, 13 from 6. The study suggests that the substituents on 1,1-diphenylethylene and the methods for generating the cation radical are crucial for the types of dimers produced, though the exact reasons for the variant products remain unclear.