332-15-0

Basic information

• Product Name: 1-Styrylpiperidine
• Synonyms: 1-(2-Phenylethenyl)piperidine;1-Styrylpiperidine;EMP-228
• CAS NO: 332-15-0
• Molecular Formula: C₁₃H₁₇N
• Molecular Weight: 187.2808
• Mol File: 332-15-0.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 305.6°Cat760mmHg
• Flash Point: 126.4°C
• Appearance: /
• Density: 1.066g/cm³
• Vapor Pressure: 0.000815mmHg at 25°C
• Refractive Index: 1.647
• CAS DataBase Reference: 1-Styrylpiperidine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Styrylpiperidine(332-15-0)
• EPA Substance Registry System: 1-Styrylpiperidine(332-15-0)

Safety Data

• Hazardous Substances Data: 332-15-0(Hazardous Substances Data)

Usage

Chemical composition

1-Styrylpiperidine consists of a piperidine ring with a styryl group attached to it.

Common uses

It is commonly used as an intermediate in the synthesis of various pharmaceuticals, such as antipsychotics, antiemetics, and analgesics.

Biological activities

1-Styrylpiperidine has been studied for its potential biological activities, including its ability to inhibit acetylcholinesterase, which could be useful in the treatment of neurodegenerative diseases such as Alzheimer's.

Psychoactive potential

1-Styrylpiperidine has shown some potential as a precursor for the development of new psychoactive substances and has been identified as a chemical of concern by the European Monitoring Centre for Drugs and Drug Addiction.

Importance in chemistry and forensic analysis

1-Styrylpiperidine's versatile reactivity and pharmacological properties make it an important compound for both medicinal chemistry and forensic analysis.

InChI:InChI=1/C13H17N/c1-3-7-13(8-4-1)9-12-14-10-5-2-6-11-14/h1,3-4,7-9,12H,2,5-6,10-11H2/b12-9+

Upstream product

• 7182-09-4 N-(1-propenyl)piperidine 
• 64244-33-3 [1-Phenyl-meth-(E)-ylidene]-((E)-styryl)-amine 
• 7182-10-7 N-(1-buten-1-yl)piperidine 
• 110-89-4 piperidine 
• 122-78-1 phenylacetaldehyde 
• 108-86-1 bromobenzene 
• 536-74-3 phenylacetylene 
• 3626-62-8 2-phenyl-1-(1-piperidinyl)ethanone 
• 140-29-4 phenylacetonitrile 
• 100-52-7 benzaldehyde 

Downstream Products

• 332-14-9 1-phenethylpiperidine 
• 18365-42-9 α-chloro-cinnamaldehyde 
• 34665-52-6 1,2,6-triphenyl-5-piperidin-1-yl-1,2,5,6-tetrahydro-thiazolo[3,2-d]tetrazole 
• 61656-49-3 4,6-diphenyl-2-phenylazo-5-piperidin-1-yl-5,6-dihydro-4H-[1,3,4]thiadiazine 
• 81816-92-4 3-Ethyl-5-phenyl-pyridine 
• 75682-76-7 3-oxo-6-phenyl-1,1,1-trifluoromethylheptanal 
• 134202-75-8 3-Phenyl-1-naphthonitril 
• 89646-93-5 trans-1,2,5-triphenyl-4-hydroxy-4,5-dihydro-1H-imidazole 
• 89646-86-6 1-(1,2,5-Triphenyl-4,5-dihydro-1H-imidazol-4-yl)-piperidine 
• 134202-80-5 1-(Methylsulfonyl)-3-phenylnaphthalene 
• 35874-96-5 Phenyl(phenylthio)acetaldehyd 
• 5385-59-1 1.3.6.8-Tetraphenyl-anthrachinon 
• 343947-52-4 methyl 5-oxo-4-phenylpentanoate 
• 430461-56-6 (R)-3-phenyl piperidine 

Relevant articles and documents

B(C6F5)3-catalyzed tandem protonation/deuteration and reduction of: In situ -formed enamines

A highly efficient B(C6F5)3-catalyzed tandem protonation/deuteration and reduction of in situ-formed enamines in the presence of water and pinacolborane was developed. Regioselective β-deuteration of tertiary amines was achieved with high chemo- and regioselectivity. D2O was used as a readily available and cheap source of deuterium. Mechanistic studies indicated that B(C6F5)3 could activate water to promote the protonation and reduction of enamines. This journal is

SmI2(H2O)n Reduction of Electron Rich Enamines by Proton-Coupled Electron Transfer

Samarium diiodide in the presence of water and THF (SmI2(H2O)n) has in recent years become a versatile and useful reagent, mainly for reducing carbonyl-type substrates. This work reports the reduction of several enamines by SmI2(H2O)n. Mechanistic experiments implicate a concerted proton-coupled electron transfer (PCET) pathway, based on various pieces of evidence against initial outer-sphere electron transfer, proton transfer, or substrate coordination. A thermochemical analysis indicates that the C-H bond formed in the rate-determining step has a bond dissociation free energy (BDFE) of ～32 kcal mol-1. The O-H BDFE of the samarium aquo ion is estimated to be 26 kcal mol-1, which is among the weakest known X-H bonds of stable reagents. Thus, SmI2(H2O)n should be able to form very weak C-H bonds. The reduction of these highly electron rich substrates by SmI2(H2O)n shows that this reagent is a very strong hydrogen atom donor as well as an outer-sphere reductant.

Colloid and nanosized catalysts in organic synthesis: XIV. Reductive amination and amidation of carbonitriles catalyzed by nickel nanoparticles

Hydrogenation of carbonitriles catalyzed by nickel nanoparticles in the presence of primary amines led to the predominant formation of unsymmetrical secondary amines. In the presence of secondary amines hydrogenation of nitrites provided enamines as main products. Hydrogenation of nitriles in the presence of formamide or acetamide afforded formyl or acetyl derivatives of primary amines.