7509-44-6

Basic information

• Product Name: 10-Diazo-9,10-dihydrophenanthrene-9-one
• Synonyms: 10-Diazo-9,10-dihydrophenanthrene-9-one;10-Diazophenanthren-9(10H)-one
• CAS NO: 7509-44-6
• Molecular Formula: C₁₄H₈N₂O
• Molecular Weight: 220.2261
• Mol File: 7509-44-6.mol
• Article Data: 3

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: g/cm³
• CAS DataBase Reference: 10-Diazo-9,10-dihydrophenanthrene-9-one(CAS DataBase Reference)
• NIST Chemistry Reference: 10-Diazo-9,10-dihydrophenanthrene-9-one(7509-44-6)
• EPA Substance Registry System: 10-Diazo-9,10-dihydrophenanthrene-9-one(7509-44-6)

Safety Data

• Hazardous Substances Data: 7509-44-6(Hazardous Substances Data)

Usage

General Description

10-Diazo-9,10-dihydrophenanthrene-9-one is a chemical compound with the molecular formula C15H10N2O. It is a diazo ketone, containing a diazo group (-N=N-) and a ketone group (-C=O), and is derived from phenanthrene. The compound is known for its yellow color and is commonly used in organic synthesis as a diazo component for the preparation of various organic compounds. It is also used in the production of dyes and pigments due to its vibrant color. Additionally, it has been studied for its potential applications in photonic devices and other advanced materials. However, it is important to handle this compound with caution as diazo compounds are known to be potentially explosive and should be handled and stored carefully.

InChI:InChI=1/C14H9N2O/c15-16-13-11-7-3-1-5-9(11)10-6-2-4-8-12(10)14(13)17/h1-8,15H/q+1

Upstream product

• 484-17-3 9-Phenanthrol 
• 32329-45-6 9-Amino-10-nitrophenanthren 
• 84-11-7 9,10-phenanthrenequinone 
• 1576-35-8 toluene-4-sulfonic acid hydrazide 
• 954-46-1 9-nitrophenanthrene 

Downstream Products

• 84-11-7 9,10-phenanthrenequinone 
• 55586-24-8 10-amino-phenanthren-9-ol 
• 86-73-7 9H-fluorene 
• 1989-33-9 9H-fluorene-9-carboxylic acid 

Relevant articles and documents

Catalyst-controlled site-selective N-H and C3-arylation of carbazoleviacarbene transfer reactions

A site-selective direct arylation reaction of carbazole and other N-heterocycles with diazo-naphthalen-2(1H)-ones has been developed. While Au(i)-NHC catalysts lead to selective C3-arylation, palladium acetate allows for selective N-H arylation, displaying complete site-selectivity each. To show the applicability of these arylation reactions, one-pot, two-fold diarylation reactions of carbazole were demonstrated.

PdBr2-Catalyzed Acetal Formation of Carbonyl Compounds Using Diazophenanthrenequinone: Utility of 9,10-Phenanthrenedioxyacetal

We developed a new acetalization method of ketones and aldehydes under non-acidic conditions using diazophenanthrenequinone and PdBr2. The formed acetals that have a phenanthrene skeleton withstand under mild acidic conditions. Removal of acetals was successfully proceeded under strong acidic or oxidation conditions using aqueous ceric ammonium nitrate (CAN) to afford corresponding ketones and aldehydes.