51420-33-8

Basic information

• Product Name: 4-phenylpiperazine-1-carbaldehyde
• CAS NO: 51420-33-8
• Molecular Formula: C₁₁H₁₄N₂O
• Molecular Weight: 190.2417
• Mol File: 51420-33-8.mol
• Article Data: 37

Chemical Properties

• Boiling Point: 369°C at 760 mmHg
• Flash Point: 173.3°C
• Density: 1.193g/cm³
• Vapor Pressure: 1.22E-05mmHg at 25°C
• Refractive Index: 1.629
• CAS DataBase Reference: 4-phenylpiperazine-1-carbaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 4-phenylpiperazine-1-carbaldehyde(51420-33-8)
• EPA Substance Registry System: 4-phenylpiperazine-1-carbaldehyde(51420-33-8)

Safety Data

• Hazardous Substances Data: 51420-33-8(Hazardous Substances Data)

Usage

General Description

4-phenylpiperazine-1-carbaldehyde is an organic compound that belongs to the class of piperazine derivatives. It contains a piperazine ring with a phenyl group attached and an aldehyde functional group at the 1-position. This chemical is commonly used as an intermediate or building block in the synthesis of various pharmaceuticals, such as antipsychotics, antidepressants, and antihistamines. Its structure and properties make it a valuable precursor in organic chemistry for the modification and creation of biologically active compounds. Additionally, 4-phenylpiperazine-1-carbaldehyde may also have potential applications in medicinal and biochemical research due to its pharmacophoric properties. However, it should be handled and used with appropriate safety precautions due to its chemical reactivity and potential health hazards.

Upstream product

• 92-54-6 4-phenyl-1-piperazine 
• 67-66-3 chloroform 
• 872-50-4 1-methyl-pyrrolidin-2-one 
• 2687-91-4 1-ethyl-2-pyrrolidinone 
• 2556-73-2 1-methyl-2-azepanone 
• 5291-77-0 1-benzyl-2-pyrrolidone 
• 931-20-4 1-methylpiperidin-2-one 
• 77287-34-4 formamide 
• 64-18-6 formic acid 
• 124-38-9 carbon dioxide 
• 113388-44-6 (formyloxy)(acetoxy)phenylmethane 
• 298-12-4 Glyoxilic acid 
• 68-12-2 N,N-dimethyl-formamide 
• 667-27-6 Ethyl bromodifluoroacetate 

Downstream Products

• 3074-43-9 1-methyl-4-phenylpiperazine 
• 613-39-8 1,4-diphenyl-piperazine 

Relevant articles and documents

DMF·HCl as a versatile and straightforward N- and O-formylating agent

Inspired by the serendipitous isolation of N-formylpiperazines when we attempted the synthesis of a series of piperazines, we have developed a straightforward methodology for the N- and O- formylation of secondary cyclic amines, anilines and steroids, respectively. Such approach is based on the hitherto non-reported use of DMF·HCl complex, as a versatile and easily-available formylating system that can be stored without apparent loss of activity.

Highly Efficient and Selective N-Formylation of Amines with CO2 and H2 Catalyzed by Porous Organometallic Polymers

The valorization of carbon dioxide (CO2) to fine chemicals is one of the most promising approaches for CO2 capture and utilization. Herein we demonstrated a series of porous organometallic polymers could be employed as highly efficient and recyclable catalysts for this purpose. Synergetic effects of specific surface area, iridium content, and CO2 adsorption capability are crucial to achieve excellent selectivity and yields towards N-formylation of diverse amines with CO2 and H2 under mild reaction conditions even at 20 ppm catalyst loading. Density functional theory calculations revealed not only a redox-neutral catalytic pathway but also a new plausible mechanism with the incorporation of the key intermediate formic acid via a proton-relay process. Remarkably, a record turnover number (TON=1.58×106) was achieved in the synthesis of N,N-dimethylformamide (DMF), and the solid catalysts can be reused up to 12 runs, highlighting their practical potential in industry.

Indolizines Enabling Rapid Uncaging of Alcohols and Carboxylic Acids by Red Light-Induced Photooxidation

The irradiation of red light-emitting-diode light (λ = 660 nm) to 3-acyl-2-methoxyindolizines in the presence of a catalytic amount of methylene blue triggered the photooxidation of the indolizine ring, resulting in a nearly quantitative release of alcohols or carboxylic acids within a few minutes. The method was applicable for photouncaging various functional molecules such as a carboxylic anticancer drug and a phenolic fluorescent dye from the corresponding indolizine conjugates, including an insulin-indolizine-dye conjugate.