1687-48-5

Basic information

• Product Name: (2E)-2-(phenylhydrazono)cyclohexanone
• CAS NO: 1687-48-5
• Molecular Formula: C₁₂H₁₄N₂O
• Molecular Weight: 202.2524
• Mol File: 1687-48-5.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 332.8°C at 760 mmHg
• Flash Point: 155.1°C
• Density: 1.15g/cm³
• Vapor Pressure: 0.000142mmHg at 25°C
• Refractive Index: 1.596
• CAS DataBase Reference: (2E)-2-(phenylhydrazono)cyclohexanone(CAS DataBase Reference)
• NIST Chemistry Reference: (2E)-2-(phenylhydrazono)cyclohexanone(1687-48-5)
• EPA Substance Registry System: (2E)-2-(phenylhydrazono)cyclohexanone(1687-48-5)

Safety Data

• Hazardous Substances Data: 1687-48-5(Hazardous Substances Data)

Usage

General Description

(2E)-2-(phenylhydrazono)cyclohexanone, also known as phenylhydrazone, is a chemical compound with the molecular formula C12H14N2O. It is a yellow crystalline powder that is often used in organic synthesis and as a reagent in analytical chemistry. Phenylhydrazone is commonly used in the preparation of other organic compounds and has been studied for its potential pharmacological and biological activities. It has also been used as a colorimetric reagent for the determination of aldehydes and ketones in various samples. Overall, phenylhydrazone is a versatile chemical that has a wide range of applications in different fields of science and industry.

Upstream product

• 1655-07-8 ethyl 2-oxocyclohexane carboxylate 
• 108-94-1 cyclohexanone 
• 62-53-3 aniline 
• 823-45-0 2-(hydroxymethylene)cyclohexanone 
• 1193-63-1 Cyclohexanone-2-carbaldehyde 
• 765-87-7 cyclohexane-1,2-dione 
• 127-09-3 sodium acetate 
• 6415-38-9 benzenediazonium sulphate 
• 100-34-5 benzene diazonium chloride 
• 18709-01-8 cyclohexanone-2-carboxylic acid 
• 64-17-5 ethanol 

Downstream Products

• 6782-77-0 cyclohexane-1,2-dione-bis-phenylhydrazone 
• 1485-19-4 9-methyl-2,3,4,9-tetrahydro-1H-carbazol-1-one 
• 1449650-36-5 10-tosyl-2,4,5,10-tetrahydropyrazolo[3,4-a]carbazole 
• 1449650-38-7 2-methyl-10-tosyl-2,4,5,10-tetrahydropyrazolo[3,4-a]carbazole 
• 1449650-34-3 (Z)-2-(hydroxymethylene)-9-tosyl-2,3,4,9-tetrahydro-1H-carbazol-1-one 
• 1449650-33-2 9-tosyl-2,3,4,9-tetrahydro-1H-carbazol-1-one 
• 1592-62-7 1-hydroxy-1,2,3,4-tetrahydrocarbazole 
• 1351445-87-8 2-methoxy-3-cyano-4-(2,6-dichlorophenyl)-5,6-dihydropyrido[2,3-a]carbazole 
• 100983-79-7 2-{[4-(4,5,6,7-Tetrahydro-benzo[1,3]dithiol-2-ylidene)-cyclohexa-2,5-dienylidene]-hydrazono}-cyclohexanone; compound with perchloric acid 

Relevant articles and documents

Synthesis of 2-hydroxypyrido[2,3-a]carbazoles and 2-hydroxypyrimido[4,5- a]carbazoles from 1-hydroxycarbazoles

Gattermann reaction on substituted 1-hydroxycarbazoles (4a-d) afforded substituted 1-hydroxycarbazole-2-carbaldehydes (5a-d) from which synthesis of either 2-hydroxypyrido[2,3-a]carbazoles (7a-d) via Perkin reaction or 2- hydroxypyrimido[4,5-a]carbazoles (8a-d) via condensation with urea could be achieved.

Total Synthesis of Olivacine and Ellipticine via a Lactone Ring-Opening and Aromatization Cascade

Effective preparation of olivacine and ellipticine via late-stage D-ring cyclization is described. Key features of the synthetic routes include trifluoroacetic acid-mediated formation of a lactone that is fused to a tetrahydrocarbazole derivative and its one-pot two-step ring opening and aromatization mediated by para-toluenesulfonic acid and palladium on carbon, respectively.

A novel CAN-SiO2-mediated one-pot oxidation of 1-keto-1,2,3,4-tetrahydrocarbazoles to carbazoloquinones: Efficient syntheses of murrayaquinone A and koeniginequinone A

One-pot oxidations of substituted 1-keto-1,2,3,4-tetrahydrocarbazoles (1) to carbazole-1,4-quinones (2) are efficiently carried out by CAN-SiO 2-mediated reaction. This generalized protocol was successfully extended to the synthesis of two naturally occurring carbazoloquinones: murrayaquinone A (2b) and koeniginequinone A (2g). A plausible mechanism for this novel reaction involves formation of a 9-hydroxy-2,3,4,9-tetrahydro-1H- carbazole-1-one followed by rearrangement to 1-hydroxycarbazole derivatives, which are further oxidized by cerium (IV) to carbazoloquinones.