azulen-1-yl(phenyl)methanone

Base Information

• Chemical Name: azulen-1-yl(phenyl)methanone
• CAS No.: 38717-96-3
• Molecular Formula: C17H12O
• Molecular Weight: 232.282
• Mol file: 38717-96-3.mol

Synonyms:

Chemical Property of azulen-1-yl(phenyl)methanone

Chemical Property:

• Vapor Pressure: 1.84E-06mmHg at 25°C
• Boiling Point: 395.4°Cat760mmHg
• Flash Point: 174.4°C
• Density: 1.151g/cm³

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of azulen-1-yl(phenyl)methanone

There total 8 articles about azulen-1-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: 90.0%

N-(2-(azulen-1-yl)-2-phenylvinyl)-tolylsulfonamide → azulen-1-yl(phenyl)methanone (38717-96-3)

Guidance literature:

With oxygen; caesium carbonate; In toluene; at 70 ℃; for 2h; Reagent/catalyst; UV-irradiation;

DOI:10.1021/acs.orglett.5b02545

Reference yield: 66.0%

phenylacetylene (536-74-3) + azulene (275-51-4) → azulen-1-yl(phenyl)methanone (38717-96-3)

Guidance literature:

phenylacetylene; With 4-toluenesulfonyl azide; copper(I) thiophene-2-carboxylate; In toluene; at 50 ℃; for 3h;

azulene; With rhodium (II) octanoate dimer; In toluene; at 60 ℃; for 2h;

With oxygen; caesium carbonate; In toluene; at 70 ℃; for 5h; UV-irradiation;

DOI:10.1021/acs.orglett.5b02545

Reference yield: 63.0%

N-(2-(azulen-1-yl)-2-phenylvinyl)-tolylsulfonamide → azulen-1-yl(phenyl)methanone (38717-96-3) + N-formyl-N-tosylamide (4917-56-0)

Guidance literature:

With oxygen; potassium carbonate; In toluene; at 70 ℃; for 9h; UV-irradiation;

DOI:10.1021/acs.orglett.5b02545

upstream raw materials:

benzoyl chloride

azulene

N,N-dimethylbenzamide

1,3-diiodoazulene

Downstream raw materials:

1-benzoyl-3-phenylsulfonylazulene

Refernces

• 1、 Ito, Shunji,Okujima, Tetsuo,Kikuchi, Shigeru,Shoji, Taku,Morita, Noboru,Asao, Toyonobu,Ikoma, Tadaaki,Tero-Kubota, Shozo,Kawakami, Jun,Tajiri, Akio. "Synthesis and intramolecular pericyclization of 1-azulenyl thioketones". . p. 2256 - 2263. Retrieved 2008/09/19.
• 2、 Nefedov, V.A.,Tarygina, L.K.,Kryuchkova, L.V.,Ryabokobylko, Yu.S.. "OXIDATIVE SUBSTITUTION XIV. SUBSTITUTION OF HALOGEN IN AROMATIC RING. NEW THEORIES ABOUT THE MECHANISM OF THE ACTION OF CuX2". . p. 487 - 499. Retrieved 2007/10/02.