13056-98-9

Basic information

• Product Name: 1-(3-phenyl)-3,3-diethyltriazene
• Synonyms: 1-(3-phenyl)-3,3-diethyltriazene;1-PHENYL-3,3-DIETHYLTRIAZENE;3,3-Diethyl-1-phenyltriazene
• CAS NO: 13056-98-9
• Molecular Formula: C₁₀H₁₅N₃
• Molecular Weight: 177.28
• Mol File: 13056-98-9.mol

Chemical Properties

• Boiling Point: 299.18°C (rough estimate)
• Flash Point: 99.8°C
• Appearance: /
• Density: 1.0940 (rough estimate)
• Vapor Pressure: 0.036mmHg at 25°C
• Refractive Index: 1.6250 (estimate)
• CAS DataBase Reference: 1-(3-phenyl)-3,3-diethyltriazene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(3-phenyl)-3,3-diethyltriazene(13056-98-9)
• EPA Substance Registry System: 1-(3-phenyl)-3,3-diethyltriazene(13056-98-9)

Safety Data

• Hazardous Substances Data: 13056-98-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
1-(3-phenyl)-3,3-diethyltriazene is used as a reagent in chemical synthesis, primarily for the preparation of potential anticancer agents. Its role in the development of pharmaceuticals is significant due to its potential to contribute to the creation of new cancer treatments.
Used in Chemical Synthesis:
In the field of chemical synthesis, 1-(3-phenyl)-3,3-diethyltriazene serves as an important intermediate. It is utilized for the synthesis of various organic compounds, particularly those with potential applications in medicinal chemistry and drug development. Its unique structure allows it to participate in a range of chemical reactions, making it a valuable component in the synthesis of complex organic molecules.

InChI:InChI=1/C10H15N3/c1-3-13(4-2)12-11-10-8-6-5-7-9-10/h5-9H,3-4H2,1-2H3/b12-11+

Upstream product

• 100-34-5 benzene diazonium chloride 
• 109-89-7 diethylamine 
• 62-53-3 aniline 
• 100-59-4 phenylmagnesium chloride 

Downstream Products

• 21572-75-8 diphenylmethyl tert-butyl nitroxide 
• 108-86-1 bromobenzene 
• 591-50-4 iodobenzene 
• 71-43-2 benzene 
• 108-95-2 phenol 
• 103-84-4 Acetanilid 
• 993-63-5 hexaethyl distannane 
• 1709-50-8 N,N-diethylbenzenesulfonamide 
• 98-09-9 benzenesulfonyl chloride 
• 351186-42-0 N‐morpholinobenzenesulfonamide 
• 3558-24-5 1-methyl-2-phenyl-1H-indole 
• 117616-09-8 5-methoxy-1-methyl-2-phenyl-1H-indole 
• 1696-17-9 N,N-diethylbenzamide 
• 24388-23-6 2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole 

Relevant articles and documents

KINETICS AND MECHANISM OF ACID CATALYZED DECOMPOSITION OF 1-PHENYL-3,3-DIALKYLTRIAZENES

Five model 1-phenyl-3,3-dialkyltriazenes (methyl, ethyl, 2-propyl, butyl, cyclohexyl) have been synthesized and their acid-catalyzed decomposition kinetics have been investigated spetrophotometrically in aqueous ethanol (40 vol.percent) with pivalic acid as the catalyst.The results show that the rate-determining step is catalyzed by the proton.The decrease in the observed rate constant at higher concentrations of pivalic acid is explained by the formation of an unreactive complex of the nondissociated acid and respective triazene.The steric effect of alkyl groups on the catalytic rat constants is discussed.

Palladium-catalyzed direct C2-arylation of azoles with aromatic triazenes

A highly efficient palladium-catalyzed arylation of azoles at the C2-position using 1-aryltriazenes as aryl reagents was developed. Azoles including oxazoles, thiazoles, imidazoles, 1,3,4-oxadiazoles, and oxazolines could react with 1-aryltriazenes smoothly to generate the corresponding products in good to excellent yields, and various substitution patterns were tolerated toward the reaction.

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.

Synthesis of triazenes with nitrous oxide

Triazenes are valuable compounds in organic chemistry and numerous applications have been reported. Furthermore, triazenes have been investigated extensively as potential antitumor drugs. Here, we describe a new method for the synthesis of triazenes. The procedure involves a reagent which is rarely used in synthetic organic chemistry: nitrous oxide (N2O, laughing gas ). Nitrous oxide mediates the coupling of lithium amides and organomagnesium compounds while serving as a nitrogen donor. Despite the very inert character of nitrous oxide, the reactions can be performed in solution under mild conditions. A key advantage of the new procedure is the ability to access triazenes with alkynyl and alkenyl substituents. These compounds are difficult to prepare by conventional methods because the required starting materials are unstable. Some of the new alkynyltriazenes were found to display high cytotoxicity in in vitro tests on ovarian and breast cancer cell lines.

Synthesis of triazenes by using aryl diazonium silica sulfates under mild conditions

An efficient, fast and straightforward procedure for the synthesis of aryltriazenes is described in the present paper by using aryl diazonium silica sulfates and secondary amines. Using the present method, different kinds of aryl diazonium silica sulfates

Palladium-catalyzed direct C2 arylation of N-substituted indoles with 1-aryltriazenes

A novel and efficient palladium-catalyzed C2 arylation of N-substituted indoles with 1-aryltriazenes for the synthesis of 2-arylindoles was developed. In the presence of BF3?OEt2 and palladium(II) acetate (Pd(OAc)2), N-substituted indoles reacted with 1-aryltriazenes in N,N-dimethylacetamide (DMAC) to afford the corresponding aryl-indole-type products in good to excellent yields.

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.