1204-85-9

Basic information

• Product Name: 4-PIPERIDIN-1-YL-BENZONITRILE
• Synonyms: 4-PIPERIDIN-1-YL-BENZONITRILE;4-Piperidin-1-ylbenzonitrile 97%;4-(1-Piperidinyl)benzonitrile, 98%;4-(Piperidin-1-yl)benzonitrile97%;Benzonitrile, 4-(1-piperidinyl)-
• CAS NO: 1204-85-9
• Molecular Formula: C₁₂H₁₄N₂
• Molecular Weight: 186.25296
• Mol File: 1204-85-9.mol
• Article Data: 50

Chemical Properties

• Melting Point: 51 °C
• Boiling Point: 349.9 °C at 760 mmHg
• Flash Point: 155.4 °C
• Appearance: Off-white/Solid
• Density: 1.09 g/cm³
• Vapor Pressure: 4.56E-05mmHg at 25°C
• Refractive Index: 1.577
• PKA: 2.49±0.20(Predicted)
• CAS DataBase Reference: 4-PIPERIDIN-1-YL-BENZONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-PIPERIDIN-1-YL-BENZONITRILE(1204-85-9)
• EPA Substance Registry System: 4-PIPERIDIN-1-YL-BENZONITRILE(1204-85-9)

Safety Data

• Hazard Codes: Harmful:
• HazardClass: 6.1
• Hazardous Substances Data: 1204-85-9(Hazardous Substances Data)

Usage

General Description

4-PIPERIDIN-1-YL-BENZONITRILE, also known as 1-(4-cyanophenyl)piperidine, is a chemical compound with the formula C14H16N2. It is a white to light yellow solid with a molecular weight of 216.29 g/mol. 4-PIPERIDIN-1-YL-BENZONITRILE is commonly used as an intermediate in the synthesis of pharmaceuticals and other organic compounds. It is also used in research and development for the production of novel drugs. Additionally, 4-PIPERIDIN-1-YL-BENZONITRILE has potential applications in the field of agrochemicals and materials science due to its structural and chemical properties. However, it is important to handle this chemical with care, as it can be hazardous if not used and stored properly.

InChI:InChI=1/C12H14N2/c13-10-11-4-6-12(7-5-11)14-8-2-1-3-9-14/h4-7H,1-3,8-9H2

Upstream product

• 110-89-4 piperidine 
• 623-00-7 4-bromobenzenecarbonitrile 
• 1194-02-1 4-fluorobenzonitrile 
• 623-03-0 4-Cyanochlorobenzene 
• 767-00-0 4-cyanophenol 
• 17201-43-3 4-cyanobenzyl bromide 
• 2156-71-0 N-chloropiperidine 
• 131379-14-1 4-cyanophenylzinc bromide 
• 22148-20-5 N-(4-bromophenyl)piperidine 
• 77287-34-4 formamide 
• 34916-10-4 4-cyanocyclohexanone 
• 75-05-8 acetonitrile 
• 3058-39-7 4-iodobenzonitrile 
• 66107-32-2 4-cyanophenyl trifluoromethanesulfonate 

Downstream Products

• 106947-62-0 4-(1-Oxy-piperidin-1-yl)-benzonitrile 
• 128454-77-3 3,6-di(4-piperidinophenyl)-2,5-dihydro-pyrrolo[3,4-c]pyrrole-1,4-dione 
• 10552-10-0 4-(piperidin-1-yl)benzamide 
• 1334717-28-0 7-chloro-2-ethyl-N-(4-(piperidin-1-yl)benzyl)imidazo[1,2-a]pyridine-3-carboxamide 
• 186650-56-6 N'-hydroxy-4-(piperidin-1-yl)benzimidamide 

Relevant articles and documents

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Studies on Pd/imidazolium salt protocols for aminations of aryl bromides and iodides using lithium hexamethyldisilazide (LHMDS)

The reactions of a range of secondary amines with aryl bromides and iodides have been performed using an in situ protocol involving palladium and imidazolium salts. Many of these reactions proceed at room temperature, providing a mild protocol for aminations of aryl iodides and bromides. Key to the success of this procedure is the use of lithium hexamethyldisilazide (LHMDS) as base.

Electrochemical Cross-Dehydrogenative Aromatization Protocol for the Synthesis of Aromatic Amines

The introduction of amines onto aromatics without metal catalysts and chemical oxidants is synthetically challenging. Herein, we report the first example of an electrochemical cross-dehydrogenative aromatization (ECDA) reaction of saturated cyclohexanones and amines to construct anilines without additional metal catalysts and chemical oxidants. This reaction exhibits a broad scope of cyclohexanones including heterocyclic ketones, affording a variety of aromatic amines with various functionalities, and shows great potential in the synthesis of biologically active compounds.

Integrating CuO?Fe2O3 Nanocomposites and Supramolecular Assemblies of Phenazine for Visible-Light Photoredox Catalysis

A photoredox catalytic ensemble consisting of CuO-Fe2O3 nanocomposites and oligomeric derivative of phenazine has been developed. The prepared system acts as an efficient photoredox catalyst for C?N bond formation reaction via SET mechanism under ‘green’ conditions (aerial environment, mixed aqueous media, recyclable), requiring less equivalents of base and amine substrate. The present study demonstrates the significant role of supramolecular assemblies as photooxidants and reductants upon irradiation and their important contribution towards the activation of the metallic centre through energy transfer and electron transfer pathways. The potential of oligomer 4: CuO-Fe2O3 has also been explored for C?C bond formation reactions via the Sonogashira protocol.

Phenazine-Based Donor Acceptor Systems as Organic Photocatalysts for "metal-free" C-N/C-C Cross-Coupling

With an aim to achieve a balance between ground-state and excited-state reduction potential of donor acceptor systems for efficient C-N/C-C cross-coupling, a series of donor acceptor systems DA1-DA4 have been synthesized by varying the donor strength and connecting positions. With an increase in donor strength, systematic elevation in the ground-state reduction potential and decrease in the HOMO-LUMO gap was observed. Interestingly, all the derivatives DA1-DA4 could catalyze the C-N bond formation reaction between activated aryl halides and amines at low catalytic loading under metal-free conditions without the need of any external base upon irradiation with white LED. A balance was realized in the case of derivative DA2, which exhibits high efficiency in C-N couplings. Different control experiments support the validity of the energy as well as electron transfer pathways in the visible light-mediated C-N bond formation. This study further reveals the potential of derivative DA1 in "metal-free"Sonogashira coupling involving activated aryl halides which is attributed to its high excited-state reduction potential.