Phenyl[4-(prop-1-en-2-yl)phenyl]methanone

Base Information

• Chemical Name: Phenyl[4-(prop-1-en-2-yl)phenyl]methanone
• CAS No.: 103384-71-0
• Molecular Formula: C16H14O
• Molecular Weight: 222.287
• DSSTox Substance ID: DTXSID20601215
• Nikkaji Number: J2.114.282D
• Wikidata: Q82497712
• Mol file: 103384-71-0.mol

Synonyms:103384-71-0;Phenyl[4-(prop-1-en-2-yl)phenyl]methanone;SCHEMBL2678763;DTXSID20601215

Chemical Property of Phenyl[4-(prop-1-en-2-yl)phenyl]methanone

Chemical Property:

• XLogP3: 4.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 222.104465066
• Heavy Atom Count: 17
• Complexity: 278

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=C)C1=CC=C(C=C1)C(=O)C2=CC=CC=C2

Technology Process of Phenyl[4-(prop-1-en-2-yl)phenyl]methanone

There total 4 articles about Phenyl[4-(prop-1-en-2-yl)phenyl]methanone 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: 96.0%

isopropenylboronic acid (14559-87-6) + (4-bromophenyl)(phenyl)methanone (90-90-4) → phenyl(4-(prop-1-en-2-yl)phenyl)methanone (103384-71-0)

Guidance literature:

With cis,cis,cis-tetrakis[(diphenylphosphanyl)methyl]cyclopentane; potassium carbonate; bis(η3-allyl-μ-chloropalladium(II)); In xylene; at 130 ℃; for 20h;

DOI:10.1002/ejoc.200300627

Reference yield: 80.0%

1-iodo-4-(prop-1-en-2-yl)benzene (561023-21-0) + diphenylmethylsilanecarboxylic acid (18414-58-9) → phenyl(4-(prop-1-en-2-yl)phenyl)methanone (103384-71-0)

Guidance literature:

With 1,10-Phenanthroline; copper(I) thiophene-2-carboxylate; cesium fluoride; palladium(II) iodide; In 1-methyl-pyrrolidin-2-one; at 110 ℃; for 1h; Glovebox; Inert atmosphere;

DOI:10.1002/adsc.202000586

Reference yield: 26.0%

(4-bromophenyl)(phenyl)methanone (90-90-4) + sodium 2-nitropropane (24163-39-1) → benzophenone (119-61-9) + 4-isopropylbenzophenone (18864-76-1) + phenyl(4-(prop-1-en-2-yl)phenyl)methanone (103384-71-0)

Guidance literature:

With dibenzo-18-crown-6; In dimethyl sulfoxide; Product distribution; Mechanism; other nucleophiles; other substituted aromatic agents (electrolysis);

DOI:10.1021/jo00370a003

upstream raw materials:

(4-bromophenyl)(phenyl)methanone

sodium 2-nitropropane

isopropenylboronic acid

1-iodo-4-(prop-1-en-2-yl)benzene

Downstream raw materials:

4-acetylbenzophenone

Refernces

• 1、 Li, Xiong,Xu, Jie,Li, Yue,Kramer, S?ren,Skrydstrup, Troels,Lian, Zhong. "Silylcarboxylic Acids as Bifunctional Reagents: Application in Palladium-Catalyzed External-CO-Free Carbonylative Cross-Coupling Reactions". supporting information. p. 4078 - 4083. Retrieved 2020/07/30.