613-39-8

Basic information

• Product Name: 1,4-DIPHENYLPIPERAZINE
• Synonyms: 1,4-DIPHENYLPIPERAZINE
• CAS NO: 613-39-8
• Molecular Formula: C₁₆H₁₈N₂
• Molecular Weight: 238.33
• EINECS: 210-340-3
• Mol File: 613-39-8.mol
• Article Data: 56

Chemical Properties

• Melting Point: 165°C
• Boiling Point: 370.93°C (rough estimate)
• Flash Point: 176°C
• Appearance: /
• Density: 1.0704 (rough estimate)
• Vapor Pressure: 2.7E-06mmHg at 25°C
• Refractive Index: 1.5635 (estimate)
• CAS DataBase Reference: 1,4-DIPHENYLPIPERAZINE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-DIPHENYLPIPERAZINE(613-39-8)
• EPA Substance Registry System: 1,4-DIPHENYLPIPERAZINE(613-39-8)

Safety Data

• Safety Statements: 24/25
• Hazardous Substances Data: 613-39-8(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of Heterocyclic Chemistry, 14, p. 535, 1977 DOI: 10.1002/jhet.5570140340The Journal of Organic Chemistry, 52, p. 1673, 1987 DOI: 10.1021/jo00385a006Tetrahedron Letters, 27, p. 377, 1986 DOI: 10.1016/S0040-4039(00)84023-X

InChI:InChI=1/C16H18N2/c1-3-7-15(8-4-1)17-11-13-18(14-12-17)16-9-5-2-6-10-16/h1-10H,11-14H2

Upstream product

• 7025-95-8 N,N'-dimethyl-N,N'-diphenylethylenediamine 
• 106-93-4 ethylene dibromide 
• 696-18-4 1-phenylaziridine 
• 124-38-9 carbon dioxide 
• 120-07-0 2,2'-(phenylimino)bis[ethanol] 
• 62-53-3 aniline 
• 142-04-1 aniline hydrochloride 
• 67-66-3 chloroform 
• 10026-13-8 phosphorus pentachloride 
• 122-98-5 2-Anilinoethanol 
• 123-91-1 1,4-dioxane 
• 56-23-5 tetrachloromethane 
• 91-66-7 N,N-diethylaniline 
• 121-69-7 N,N-dimethyl-aniline 

Downstream Products

• 59281-86-6 N-(2-anilino-ethyl)-acetanilide 
• 728938-28-1 N,N'-dinitro-N,N'-dipicryl-ethylenediamine 
• 123183-90-4 4-Phenyl-1-(p-nitroazobenzenyl)piperazine 
• 10159-39-4 4,4’-(1,4-piperazinediyl)bisbenzaldehyde 
• 728-24-5 1,3-diphenyl-2-imidazolidone 
• 858850-94-9 1,4-diphenyl-piperazine-2,3-dione 
• 1422043-08-0 C₂₀H₁₈N₂ 
• 1422043-19-3 C₂₆H₃₄N₂Si₂ 
• 65018-25-9 1,4-bis-(4-bromo-phenyl)-piperazine 
• 1426255-14-2 5,5'-((piperazine-1,4-diylbis(1,4-phenylene))bis(diazene-1,2-diyl))bis(2-acetamidobenzenesulfonic acid) 
• 4963-30-8 di-(4-nitrosophenyl)-N,N-piperazine 
• 187800-49-3 (N,N'-diphenylpiperazine)(1,3-η(3)-propenyl)palladiumtrifluoromethanesulfonate 

Relevant articles and documents

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Nickel-Catalyzed Amination of Aryl Chlorides with Amides

A nickel-catalyzed amination of aryl chlorides with diverse amides via C-N bond cleavage has been realized under mild conditions. A broad substrate scope with excellent functional group tolerance at a low catalyst loading makes the protocol powerful for synthesizing various aromatic amines. The aryl chlorides could selectively couple to the amino fragments rather than the carbonyl moieties of amides. Our protocol complements the conventional amination of aryl chlorides and expands the usage of inactive amides.

Catalyst-free photodecarbonylation ofortho-amino benzaldehyde

It is almost a consensus that decarbonylation of the aldehyde group (-CHO) needs to not only be mediated by transition metal catalysts, but also requires severe reaction conditions (high temperature and long reaction time). In this work, inspired by the “conformational-selectivity-based” design strategy, we broke this consensus and discovered a catalyst-free photodecarbonylation of the aldehyde group. It revealed that decarbonylation can be easily achieved with visible light irradiation by introducing a tertiary amine into theortho-position of the aldehyde group. A diverse array of tertiary amines is tolerated by our photodecarbonylation under mild conditions. Furthermore, the (QM) computations of the mechanism and the experiments on well-designed special substrates revealed that our photodecarbonylation depends on the conformational specificity of the aldehyde group and tertiary amine, and occurs through an unusual [1,4]-H shift and a subsequent [1,3]-H shift.

Copper-catalyzed, ceric ammonium nitrate mediated N-arylation of amines

Cu-Catalyzed, ligand- and base-free cross-coupling of aryl boronic acids with primary and secondary amines has been reported. This ‘Chan-Evans-Lam' reaction has revealed that at room temperature, with a catalytic amount of copper(ii) acetate and ceric ammonium nitrate (CAN) as an oxidant, N-arylation can result in an effective C-N bond formation. This air stable, practical, robust protocol enables tolerance towards a variety of functional groups on both boronic acid and amine partners.