36719-71-8

Basic information

• Product Name: 1-[(E)-phenyldiazenyl]pyrrolidine
• CAS NO: 36719-71-8
• Molecular Formula: C₁₀H₁₃N₃
• Molecular Weight: 175.2303
• Mol File: 36719-71-8.mol

Chemical Properties

• Boiling Point: 262°C at 760 mmHg
• Flash Point: 112.3°C
• Density: 1.11g/cm³
• Vapor Pressure: 0.0112mmHg at 25°C
• Refractive Index: 1.599
• CAS DataBase Reference: 1-[(E)-phenyldiazenyl]pyrrolidine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-[(E)-phenyldiazenyl]pyrrolidine(36719-71-8)
• EPA Substance Registry System: 1-[(E)-phenyldiazenyl]pyrrolidine(36719-71-8)

Safety Data

• Hazardous Substances Data: 36719-71-8(Hazardous Substances Data)

Usage

Structure

A pyrrolidine derivative with a phenyl diazenyl group attached to the nitrogen atom.

Usage

a. Organic synthesis
b. Chemical research
c. Reagent
d. Precursor for the synthesis of various organic compounds

Potential applications

a. Pharmaceutical industry
b. Development of new drugs and pharmaceutical products

Properties

a. Interesting properties for scientific and industrial purposes
b. Studied for potential biological activities

Importance

a. Important chemical for various scientific and industrial purposes
b. Contributes to the development of new drugs and pharmaceutical products

Upstream product

• 123-75-1 pyrrolidine 
• 100-34-5 benzene diazonium chloride 
• 87344-98-7 1-nitroso-1-phenyl-3-(4-pyridylmethyl)-urea 
• 62-53-3 aniline 
• 1104800-43-2 N-(phenylazo)pyrrolidine 
• 100-58-3 phenylmagnesium bromide 
• 148759-55-1 1-azido-4-iodobutane 

Downstream Products

• 613-37-6 4-methoxylbiphenyl 
• 2113-58-8 3-nitro-1,1'-biphenyl 
• 1709-50-8 N,N-diethylbenzenesulfonamide 
• 5033-22-7 1-(phenylsulfonyl)-pyrrolidine 
• 351-66-6 1-[(phenylthio)methyl]-4-fluoro-benzene 
• 75954-35-7 phenyl p-bromobenzyl sulfide 
• 3389-54-6 n-benzoylpyrrolidine 
• 7338-94-5 1,3-diphenyl-2-propynone 
• 14674-99-8 1-phenyl-3-(3-methylphenyl)prop-2-yn-1-one 
• 1315379-41-9 3-(4-(ethyl)phenyl)-1-phenylpropan-2-yn-1-one 
• 59460-38-7 3-ferrocenyl-1-phenylprop-2-yn-1-one 
• 73758-48-2 1,4-diphenyl-2-butyn-1-one 
• 52804-68-9 4-hydroxy-1-phenylbut-2-yn-1-one 
• 3783-65-1 (E)-2-(2-phenylethenyl)thiophene 

Relevant articles and documents

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.

COMPOUND, COMPOSITION COMPRISING THE SAME AND PAINT

Provided are a compound represented by chemical formula 1, a composition comprising the same and a paint comprising the composition. In chemical formula 1, each substituent is the same as defined in the specification. The compound of the present invention, as a low temperature curable initiator, can form radicals at a low temperature, helps low temperature polymerization of an acrylic binder resin and performs low temperature curing, thereby providing a paint used in a low temperature curing type coating process.COPYRIGHT KIPO 2020

One-Pot Synthesis of Trisubstituted Triazenes from Grignard Reagents and Organic Azides

A simple and versatile method for the preparation of linear, trisubstituted triazenes is reported. The procedure is based on the reaction of Grignard reagents with 1-azido-4-iodobutane or 4-azidobutyl-4-methylbenzenesulfonate. These organic azides enable the regioselective formation of triazenes via an intramolecular cyclization step. The new method can be used for the preparation of aryl, heteroaryl, vinyl, and alkyl triazenes. The synthetic utility of vinyl triazenes is demonstrated by acid-induced C-N, C-O, C-F, C-P, and C-S bond-forming reactions.

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.

Sulfide synthesis through copper-catalyzed C-S bond formation under biomolecule-compatible conditions

We report here an efficient and mild method for constructing C-S bonds. The reactions were carried out with Na2S2O3 as a sulfurating reagent, CuSO4 as a catalyst, and water as solvent without any surfactant. The products were achieved in moderate to excellent yields at room temperature under air. Notably, this reaction is compatible with various biomolecules including amino acids, oligosaccharides, nucleosides, proteins, and cell lysates. This journal is

N2 extrusion and co insertion: A novel palladium-catalyzed carbonylative transformation of aryltriazenes

A novel procedure for the replacement of N2 with CO of aryltriazenes has been developed. Aryltriazenes were converted to the corresponding arylamides catalyzed by 1 mol % of PdCl2/P(o-Tol)3 under CO pressure. In this process, aryldiazonium salts were generated in the presence of 40 mol % of MeSO3H. Nitrogen was released from the substrates and CO formally inserted. Aryl bromides, iodides, alkynes, and free hydroxyl groups can be tolerated in this transformation.

Palladium-catalyzed carbonylative Sonogashira coupling between aryl triazenes and alkynes

We developed a palladium-catalyzed carbonylative Sonogashira reaction with aryl triazenes and alkynes as substrates and methanesulfonic acid as the additive. A series of α,β-ynones were synthesized by this alternative procedure. Notably, bromides, iodides

Catalytic conversion of aryl triazenes into aryl sulfonamides using sulfur dioxide as the sulfonyl source

Various sulfonamides have been synthesized from triazenes and sulfur dioxide. In the presence of just a catalytic amount of BF3· OEt2, a series of 1-aryl-triazenes were converted into sulfonyl hydrazines in good to excellent yields. When using CuCl2 as the catalyst, the corresponding sulfonamides can be produced from the 1-aryl triazenes in good yields. This journal is the Partner Organisations 2014.

General and efficient synthesis of indoles through triazene-directed c-h annulation

Unprotected indoles are prepared with the title method, which has a wide scope for alkynes. Excellent regioselectivity was accomplished for aryl-alkyl and alkyl-alkyl disubstituted acetylenes. This reaction features an unusual 1,2 rhodium migration and ring-contraction-triggered N-N bond cleavage. It allows rapid conversion of the reaction products into several functional molecules. Copyright

Ligand-free Suzuki-Miyaura cross-coupling reactions of aryltriazenes with arylboronic acids

The boron trifluoride induced Suzuki-Miyaura cross-coupling of aryltriazenes with arylboronic acids catalyzed by Pd(OAc)2 without added ligands has been achieved for the first time. The reactions performed at room temperature under an argon atmosphere give biaryls in good to excellent yields. It is noteworthy that the reactions were conducted under mild and ligand-free conditions. The boron trifluoride induced Suzuki-Miyaura cross-coupling of aryltriazenes with arylboronic acids catalyzed by Pd(OAc) 2 without added ligands has been achieved for the first time. Copyright