38717-96-3

Basic information

• Product Name: azulen-1-yl(phenyl)methanone
• Synonyms: Methanone, 1-azulenylphenyl-
• CAS NO: 38717-96-3
• Molecular Formula: C₁₇H₁₂O
• Molecular Weight: 232.2766
• Mol File: 38717-96-3.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 395.4°C at 760 mmHg
• Flash Point: 174.4°C
• Density: 1.151g/cm³
• Vapor Pressure: 1.84E-06mmHg at 25°C
• Refractive Index: 1.653
• CAS DataBase Reference: azulen-1-yl(phenyl)methanone(CAS DataBase Reference)
• NIST Chemistry Reference: azulen-1-yl(phenyl)methanone(38717-96-3)
• EPA Substance Registry System: azulen-1-yl(phenyl)methanone(38717-96-3)

Safety Data

• Hazardous Substances Data: 38717-96-3(Hazardous Substances Data)

Upstream product

• 98-88-4 benzoyl chloride 
• 275-51-4 azulene 
• 611-74-5 N,N-dimethylbenzamide 
• 36044-42-5 1,3-diiodoazulene 
• 536-74-3 phenylacetylene 

Downstream Products

• 58508-77-3 1-thiobenzoylazulene 
• 78049-20-4 1-bromo-3-benzoylazulene 
• 78049-23-7 1-benzoyl-3-phenylsulfonylazulene 

Relevant articles and documents

Synthesis of Azulen-1-yl Ketones via Oxidative Cleavage of C-C Multiple Bonds in N-Sulfonyl Enamides and 1-Alkynes under Air and Natural Sunlight

A synthetic method to prepare azulen-1-yl ketones was developed via oxidative cleavage of the C-C double bond in the reaction of easily obtainable N-sulfonyl enamides with Cs2CO3 under air and natural sunlight and in the absence of a photosensitizer. Oxidative cleavage of C-C triple bonds was also demonstrated for the synthesis of azulen-1-yl ketones via a tandem Cu-catalyzed [3 + 2] cycloaddition, Rh-catalyzed arylation, photooxygenation, and ring-opening reaction in one pot under air and natural sunlight.

ALKYLATION AND ACYLATION OF AZULENE IN THE PRESENCE OF COPPER

In the presene of copper powder organic halogen derivaties react with azulene to form 1-R- and 1,3-R2-=azulenes.The acid chlorides are most active in the series R = PhCO, PhCH=CHCO, Me2NCO, PhCH2, H2CCCH2, Bu, and EtOOCCH2.With copper phenylacetylide (insted of copper) it is possible to obtain allyl- and propargylazulenes with high yields under mild conditions.In reaction with copper and azulene aryl halides dimerize to ArAr, but thhey do not substitute hydrogen in the azulene.