15796-71-1

Basic information

• Product Name: 5-phenyltropolone
• Synonyms: 5-phenyltropolone
• CAS NO: 15796-71-1
• Molecular Weight: 198.221
• Mol File: 15796-71-1.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 5-phenyltropolone(CAS DataBase Reference)
• NIST Chemistry Reference: 5-phenyltropolone(15796-71-1)
• EPA Substance Registry System: 5-phenyltropolone(15796-71-1)

Safety Data

• Hazardous Substances Data: 15796-71-1(Hazardous Substances Data)

Upstream product

• 1541-11-3 7-phenylcycloheptatriene 
• 107752-64-7 5-(4-aminophenyl)tropolone 
• 3172-00-7 5-bromotropolone 
• 98-80-6 phenylboronic acid 
• 15796-72-2 3-Methoxy-6-phenyl-Δ^3.6-bicyclo<3.2.0>heptadien-2-on 
• 15796-73-3 2-Hydroxy-6-phenyl-Δ⁶-bicyclo<3,2,0>hepten-3-on 
• 15796-70-0 2-methoxy-5-phenylcyclohepta-2,4,6-trien-1-one 
• 2745-07-5 2-(2-phenylhydrazino)tropone 
• 100-63-0 phenylhydrazine 
• 107752-52-3 2-amino-5-(4-aminophenyl)tropone 
• 3839-48-3 2-chlorotropone 
• 89858-93-5 6-phenyl-8-oxabicyclo<3.2.1>oct-6-en-3-one 
• 15796-77-7 6-Phenylbicyclo<3.2.0>hept-6-en-2,3-dion 
• 934-56-5 trimethyl(phenyl)stannane 

Downstream Products

• 15796-75-5 2,2-Dimethoxy-6-phenylbicyclo<3.2.0>hept-6-en-3-on 
• 15796-74-4 Phenyl-(Δ²-4-oxo-cyclopentenyl)-essigsaeure-methylester 
• 15796-70-0 2-methoxy-5-phenylcyclohepta-2,4,6-trien-1-one 
• 38768-21-7 2-methoxy-5-methylcyclohepta-2,4,6-trien-1-one 

Relevant articles and documents

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Stereo- and regiocontrolled hydroxylation of oxyallyl [4+3] cycloadducts. A concise synthesis of hinokitiol

Stereo- and regioselective hydroxylation of 8-oxabicyclo[3.2.1]oct-6-en-3-ones was achieved by the action of (diacetoxyiodo)benzene in methanolic potassium hydroxide (the Moriarty oxidation). Subsequent double elimination afforded a convenient preparation of substituted tropolones, as exemplified in a three-step synthesis of hinokitiol (1).

Synthesis and Reactions of 2-Arylhydrazinotropones. II. Synthesis of 5-Aryltropolones and B-Ring-Open Colchicine Analogues via Benzidine Type Rearrangement of 2-(2-Arylhydrazino)tropones

Treatment of a wide variety of 2-(2-arylhydrazino)tropones with ethanolic acid at 50-80 deg C readily gave the benzidine type rearrangement products, 2-amino-5-(4-aminoaryl)tropones, besides minor amounts of byproducts of various type.The main products were conveniently led to the corresponding 5-aryltropolones.Similarly, 2-(2-arylhydrazino)tropones bearing an isopropyl and isopropenyl group at the 4-position afforded 4-substituted 2-amino-5-(4-aminoaryl)tropones as the main products, which were also led to 4-substituted 5-(4-acetamidoaryl)- and 5-(4-methoxyaryl)tropolones.Structural assignments of these products were made on the basis of 1H NMR and other spectral data as well as of chemical transformations to known 5-phenyltropolone and also to 2-acetamido-8-hydroxy-10,10-dimethylcycloheptinden-7(10H)-one.This synthetic scheme may possibly be utilized for a convenient synthesis of B-ring-open analogues of colchicine.