4340-77-6

Basic information

• Product Name: 1-(4-Chlorophenyl)-2-phenyldiazene
• Synonyms: 1-(4-Chlorophenyl)-2-phenyldiazene;4-Chloroazobenzene
• CAS NO: 4340-77-6
• Molecular Formula: C₁₂H₉ClN₂
• Molecular Weight: 0
• Mol File: 4340-77-6.mol
• Article Data: 39

Chemical Properties

• Melting Point: 88°C
• Boiling Point: 350.93°C (rough estimate)
• Appearance: /
• Density: 1.2154 (rough estimate)
• Refractive Index: 1.5749 (estimate)
• Water Solubility: 433.3ug/L(25 oC)
• CAS DataBase Reference: 1-(4-Chlorophenyl)-2-phenyldiazene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-Chlorophenyl)-2-phenyldiazene(4340-77-6)
• EPA Substance Registry System: 1-(4-Chlorophenyl)-2-phenyldiazene(4340-77-6)

Safety Data

• Hazardous Substances Data: 4340-77-6(Hazardous Substances Data)

Usage

General Description

1-(4-Chlorophenyl)-2-phenyldiazene, also known as p-chlorophenylphenyldiazene, is a chemical compound with the molecular formula C12H9ClN2. This aromatic compound is a diazene, a type of organic compound that contains a N-N double bond. It is a yellow crystalline solid that is insoluble in water but soluble in organic solvents. 1-(4-Chlorophenyl)-2-phenyldiazene is used in organic synthesis and as a reagent in chemical reactions. It is also used in the synthesis of azo dyes and other organic compounds. This chemical may have potential applications in pharmaceuticals and materials science due to its unique properties and reactivity. Additionally, it is important to handle this compound with care as it may be toxic and can cause skin and eye irritation.

InChI:InChI=1/C12H9ClN2/c13-10-6-8-12(9-7-10)15-14-11-4-2-1-3-5-11/h1-9H

Upstream product

• 3457-98-5 4-phenylazoaniline hydrochloride 
• 106-47-8 4-chloro-aniline 
• 64-19-7 acetic acid 
• 586-96-9 Nitrosobenzene 
• 949-88-2 1-(4-chlorophenyl)-2-phenylhydrazine 
• 1689-82-3 4-hydroxyazobenzene 
• 546-67-8 lead(IV) tetraacetate 
• 100-00-5 4-chlorobenzonitrile 
• 103-84-4 Acetanilid 
• 1227476-15-4 Azobenzene 
• 495-48-7 azoxybenzene 
• 7664-93-9 sulfuric acid 
• 7647-01-0 hydrogenchloride 
• 67-56-1 methanol 

Downstream Products

• 13065-93-5 4-amino-4'-chlorodiphenylamine 
• 68406-47-3 4-chloro-N₂-phenylbenzene-1,2-diamine 
• 860766-43-4 2,3,5-trichloro-N¹-(4-chloro-phenyl)-p-phenylenediamine 
• 7466-26-4 (4-bromo-phenyl)-(4-chloro-phenyl)-diazene 
• 106-47-8 4-chloro-aniline 
• 29808-86-4 (4-chloro-phenyl)-(4-nitro-phenyl)-diazene 
• 2491-66-9 4-(4-chloro-phenylazo)-benzenesulfonic acid 
• 1602-00-2 bis-(4-chloro-phenyl)-diazene 
• 949-88-2 1-(4-chlorophenyl)-2-phenylhydrazine 
• 85046-92-0 N,N'-Dibenzyl-N'-(4-chloro-phenyl)-N-phenyl-hydrazine 
• 21737-17-7 2-(4-chloro-phenylazo)-phenol 
• 2703-27-7 4-chloro-4'-hydroxyazobenzene 
• 144499-67-2 4-chloro-2'-heptafluoropropylazobenzene 
• 144499-66-1 4-chloro-4'-heptafluoropropylazobenzene 

Relevant articles and documents

Manganese Catalyzed Hydrogenation of Azo (N=N) Bonds to Amines

We report the first example of homogeneously catalyzed hydrogenation of the N=N bond of azo compounds using a complex of an earth-abundant-metal. The hydrogenation reaction is catalyzed by a manganese pincer complex, proceeds under mild conditions, and yields amines, which makes this methodology a sustainable alternative route for the conversion of azo compounds. A plausible mechanism involving metal-ligand cooperation and hydrazine intermediacy is proposed based on mechanistic studies. (Figure presented.).

Hydrogen peroxide based oxidation of hydrazines using HBr catalyst

Azo compounds (RN = NR′) are an important class of organic molecules that find wide application in organic synthesis. Herein, we report an efficient, practical and metal-free oxidation of hydrazines (RNH-NHR’) to azo compounds using 5 mol% HBr and hydrogen peroxide as terminal oxidant. This new method has been demonstrated by 40 examples with excellent yields. In addition, we showcased two examples of the one-pot sequential reactions involving our hydrazine oxidation/hydrolysis/Heck reaction or Cu-catalyzed N-arylation with aryl boronic acid. The distinct advantages of this protocol include metal-free catalysis, waste prevention, and easy operation.

Synthesis of Unsymmetrical Azoxyarenes via Copper-Catalyzed Aerobic Oxidative Dehydrogenative Coupling of Anilines with Nitrosoarenes

A copper-catalyzed oxidative dehydrogenative coupling of nitrosobenzenes with anilines for the synthesis of unsymmetrical azoxybenzenes was developed. This approach uses O2 as the oxidant. The reaction products are diverse unsymmetrical azoxybe