Phenyl(1-phenylcyclopropyl)methanone

Base Information

• Chemical Name: Phenyl(1-phenylcyclopropyl)methanone
• CAS No.: 5685-39-2
• Molecular Formula: C16H14O
• Molecular Weight: 222.287
• NSC Number: 135918
• DSSTox Substance ID: DTXSID80300313
• Wikidata: Q82043272
• Mol file: 5685-39-2.mol

Synonyms:phenyl(1-phenylcyclopropyl)methanone;5685-39-2;NSC 135918;NSC135918;DTXSID80300313;AKOS012175353;NSC-135918

Chemical Property of Phenyl(1-phenylcyclopropyl)methanone

Chemical Property:

• Vapor Pressure: 4.01E-05mmHg at 25°C
• Boiling Point: 351.8°Cat760mmHg
• Flash Point: 152.1°C
• Density: 1.152g/cm³
• XLogP3: 3.5
• 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:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC1(C2=CC=CC=C2)C(=O)C3=CC=CC=C3

Technology Process of Phenyl(1-phenylcyclopropyl)methanone

There total 15 articles about Phenyl(1-phenylcyclopropyl)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: 97.0%

6,7,7-triphenyl-4,5,6-triaza-spiro[2.4]hept-4-ene (42540-65-8) → 1-benzoyl-1-phenylcyclopropane (5685-39-2)

Guidance literature:

With hydrogenchloride; In acetone; for 0.5h;

DOI:10.1021/jo00341a019

Reference yield: 92.0%

1,2-Diphenyl-1,2-cyclobutandiol (93433-92-2) → 1-benzoyl-1-phenylcyclopropane (5685-39-2)

Guidance literature:

With poly(pyrrole); In toluene; Reflux; Inert atmosphere;

DOI:10.1055/s-0030-1261148

Reference yield: 85.0%

1,2-diphenylprop-2-en-1-one (4452-11-3) + trimethylsulfoxonium iodide (1774-47-6) → 1-benzoyl-1-phenylcyclopropane (5685-39-2)

Guidance literature:

trimethylsulfoxonium iodide; With sodium hydride; In dimethyl sulfoxide; at 20 ℃; for 0.5h; Inert atmosphere;

1,2-diphenylprop-2-en-1-one; In dimethyl sulfoxide; at 20 ℃; Inert atmosphere;

DOI:10.1039/c9ob01858a

upstream raw materials:

1-cyano-1-phenylcyclopropane

phenyl benzyl ketone

1-Bromo-2-chloroethane

dimethylsulfoxonium methylide

Downstream raw materials:

1-(1-Phenyl-cyclopropyl)-1-phenyl-propandiol-(1,3)

cis-2-phenyl-3-methylindanone

Dichlor-phenyl-<1-phenyl-cyclopropyl>-methan

Refernces

• 1、 Laudenschlager, Julie E.,Combee, Logan A.,Hilinski, Michael K.. "Intermolecular scandium triflate-promoted nitrene-transfer [5 + 1] cycloadditions of vinylcyclopropanes". supporting information. p. 9413 - 9417. Retrieved 2019/11/14.
• 2、 Fujii, Kanami,Misaki, Tomonori,Sugimura, Takashi. "Another Role of Copper in the SimmonsSmith Reaction: Copper-catalyzed Nucleophilic Michael-type Cyclopropanation of a,β-Unsaturated Ketones". . p. 634 - 636. Retrieved 2014/05/20.