6119-27-3

Basic information

• Product Name: 4-[(E)-phenyldiazenyl]morpholine
• CAS NO: 6119-27-3
• Molecular Formula: C₁₀H₁₃N₃O
• Molecular Weight: 191.2297
• Mol File: 6119-27-3.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 296.1°C at 760 mmHg
• Flash Point: 132.9°C
• Density: 1.17g/cm³
• Vapor Pressure: 0.00147mmHg at 25°C
• Refractive Index: 1.588
• CAS DataBase Reference: 4-[(E)-phenyldiazenyl]morpholine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-[(E)-phenyldiazenyl]morpholine(6119-27-3)
• EPA Substance Registry System: 4-[(E)-phenyldiazenyl]morpholine(6119-27-3)

Safety Data

• Hazardous Substances Data: 6119-27-3(Hazardous Substances Data)

Upstream product

• 110-91-8 morpholine 
• 2684-02-8 benzenediazonium 
• 128620-11-1 1-phenyl-2-bromodiazene 1-oxide 
• 62-53-3 aniline 
• 100-34-5 benzene diazonium chloride 
• 1104800-49-8 N-(phenylazo)morpholine 

Downstream Products

• 1104800-49-8 N-(phenylazo)morpholine 
• 3651-02-3 4-phenylazo-1-naphthol 
• 1468-28-6 4-benzoylmorpholine 
• 4192-77-2 ethyl cinnamate 

Relevant articles and documents

Aryl morpholino triazenes inhibit cytochrome P450 1A1 and 1B1

Many cytochrome P450 1A1 and 1B1 (CYP1A1 and CYP1B1) inhibitors, such as resveratrol, have planar, hydrophobic, aromatic rings in their structure and exhibit anti-cancer activity. Aryl morpholino triazenes have similar structural features and in addition

1-Aryltriazenes in the Suzuki, Heck, and Sonogashira Reactions in Imidazolium-ILs, with [BMIM(SO3H)][OTf] or Sc(OTf)3 as Promoter, and Pd(OAc)2 or NiCl2·glyme as Catalyst

1-Aryltriazenes, the protected and more stable form of aryl-diazonium species, can be conveniently unmasked with Br?nsted acidic-IL or Sc(OTf)3 and coupled with a host of aryl/heteroaryl boronic acids, styrenes, and aryl/alkyl acetylenes in the Suzuki, Heck and Sonogashira reactions in one-pot and in respectable isolated yields, by using palladium or nickel catalyst in readily available imidazolium ILs as solvent, under mild conditions. The scope of these reactions are explored, and the potential for recovery/reuse of the IL solvent is also addressed.

Ionic Liquid Promoted Diazenylation of N-Heterocyclic Compounds with Aryltriazenes under Mild Conditions

An efficient, mild, and metal-free approach to direct diazenylation of N-heterocyclic compounds with aryltriazenes using Br?nsted ionic liquid as a promoter has been developed for the first time. Many N-heterocyclic azo compounds were synthesized in good to excellent yields at room temperature under an open atmosphere. Notably, the promoter 1,3-bis(4-sulfobutyl)-1H-imidazol-3-ium hydrogen sulfate could be conveniently recycled and reused with the same efficacies for at least four cycles.