2745-07-5

Basic information

• Product Name: 2-(2-phenylhydrazino)cyclohepta-2,4,6-trien-1-one
• CAS NO: 2745-07-5
• Molecular Formula: C₁₃H₁₂N₂O
• Molecular Weight: 212.2472
• Mol File: 2745-07-5.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 316.4°C at 760 mmHg
• Flash Point: 122.4°C
• Density: 1.18g/cm³
• Vapor Pressure: 0.00041mmHg at 25°C
• Refractive Index: 1.635
• CAS DataBase Reference: 2-(2-phenylhydrazino)cyclohepta-2,4,6-trien-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2-phenylhydrazino)cyclohepta-2,4,6-trien-1-one(2745-07-5)
• EPA Substance Registry System: 2-(2-phenylhydrazino)cyclohepta-2,4,6-trien-1-one(2745-07-5)

Safety Data

• Hazardous Substances Data: 2745-07-5(Hazardous Substances Data)

Usage

Type of compound

Organic

Structure

Contains a cyclic structure with a phenylhydrazine group attached

Potential applications

Organic chemistry and pharmaceutical research

Precautions

May have health and environmental hazards

Reactivity

Can undergo various chemical reactions for synthetic chemistry and drug development

Upstream product

• 38768-08-0 2-(tosyloxy)tropone 
• 59-88-1 phenylhydrazine hydrochloride 
• 100-63-0 phenylhydrazine 
• 3839-48-3 2-chlorotropone 
• 533-75-5 2-hydroxy-2,4,6-cycloheptatrien-1-one 

Downstream Products

• 35704-54-2 6H-cycloheptindol-6-one 
• 107752-52-3 2-amino-5-(4-aminophenyl)tropone 
• 107752-81-8 5-anilino-2-phenylazotropone 
• 118818-25-0 3,3'-Bis-(phenyl-hydrazono)-bicycloheptyl-4,6,4',6'-tetraene-2,2'-dione 
• 15796-71-1 5-phenyltropolone 
• 107752-64-7 5-(4-aminophenyl)tropolone 
• 121953-70-6 2-amino-5-(4-acetamidophenyl)tropone 

Relevant articles and documents

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.

A Convenient Synthesis of 5-Aryltropolones via Novel 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, i.e. 2-amino-5-(4-aminoaryl)tropones, which in turn were conveniently led to the corresponding 5-aryltropolones that can be utilized for synthesizing B-ring-open analogues of colchicine.