538-49-8

Basic information

• Product Name: 2-(2-Phenethenyl)pyridine
• Synonyms: (E)-2-Stilbazole;2-[(E)-2-Phenylvinyl]pyridine;2-[(E)-Styryl]pyridine;2-trans-Styrylpyridine
• CAS NO: 538-49-8
• Molecular Formula: C₁₃H₁₁N
• Molecular Weight: 181.23
• EINECS: 211-934-5
• Mol File: 538-49-8.mol
• Article Data: 138

Chemical Properties

• Melting Point: 91.5°C
• Boiling Point: 304.35°C (rough estimate)
• Flash Point: 127.2°C
• Appearance: /
• Density: 1.0147
• Vapor Pressure: 0.00196mmHg at 25°C
• Refractive Index: 1.6118 (estimate)
• CAS DataBase Reference: 2-(2-Phenethenyl)pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2-Phenethenyl)pyridine(538-49-8)
• EPA Substance Registry System: 2-(2-Phenethenyl)pyridine(538-49-8)

Safety Data

• Hazardous Substances Data: 538-49-8(Hazardous Substances Data)

Usage

Description

2-(2-Phenethenyl)pyridine, with the chemical formula C14H13N, is a colorless to light yellow liquid characterized by a strong, floral scent. This chemical compound serves as a versatile intermediate in organic synthesis, particularly for the preparation of pyridine derivatives, and is integral to the production of pharmaceuticals, flavoring agents, and fragrance ingredients.

Uses

Used in Pharmaceutical Industry:
2-(2-Phenethenyl)pyridine is utilized as an active pharmaceutical ingredient for the development of various medications, leveraging its unique chemical properties to enhance therapeutic effects and improve patient outcomes.
Used in Flavor and Fragrance Industry:
As a flavoring agent, 2-(2-Phenethenyl)pyridine is employed to impart distinctive, floral notes to food products, contributing to the overall sensory experience of consumption.
Used in Fragrance Industry:
In the realm of fragrances, 2-(2-Phenethenyl)pyridine serves as a key ingredient to create complex and appealing scents for perfumes, colognes, and other personal care products, capitalizing on its strong floral aroma.
Used in Organic Synthesis:
2-(2-Phenethenyl)pyridine is used as a crucial intermediate in organic synthesis, particularly for the preparation of pyridine derivatives, which are essential components in a wide range of chemical and pharmaceutical applications.
Safety Considerations:
While 2-(2-Phenethenyl)pyridine is relatively stable under normal conditions, it is important to handle and store it with care to avoid potential irritation to the skin, eyes, and respiratory system. Proper safety measures should be implemented during its use to minimize health risks.

InChI:InChI=1/C13H11N/c1-2-6-12(7-3-1)9-10-13-8-4-5-11-14-13/h1-11H/b10-9+

Upstream product

• 120240-99-5 2-pyridyl styryl sulfoxide 
• 38700-15-1 triphenyl-(2-pyridylmethyl)phosphonium chloride 
• 100-52-7 benzaldehyde 
• 109-04-6 2-bromo-pyridine 
• 100-42-5 styrene 
• 1008-89-5 2-phenylpyridine 
• 120240-99-5 trans-2-pyridyl styryl sulfoxide 
• 129760-63-0 C₉H₁₄NSi^(1-)*Li⁽¹⁺⁾ 
• 201024-81-9 C,N-diphenylnitrone 
• 65007-00-3 pyridin-2-yl trifluoromethanesulfonate 
• 201852-49-5 potassium (E)-trifluoro(styryl)borate 
• 6783-05-7 trans-2-phenylvinylboronic acid 
• 109-09-1 2-chloropyridine 
• 100-69-6 2-vinylpyridine 

Downstream Products

• 1121-60-4 pyridine-2-carbaldehyde 
• 13474-48-1 1-phenyl-2-pyridin-2-yl-ethane-1,2-dione 
• 17152-06-6 2-(benzo[b]selenophen-2-yl)pyridine 
• 132363-97-4 2-(2-phenylethyl)piperidine 
• 60601-60-7 2-(2-cyclohexylethyl)-piperidine hydrochloride 
• 17254-22-7 (+/-)-6-trans-styryl-9aH-quinolizin-1,2,3,4-tetracarboxylic acid tetramethyl ester 
• 1718-64-5 1-methyl-2-styrylpyridinium iodide 
• 87922-24-5 meso-1,2-dibromo1-(2-pyridyl)-2-phenylethane 
• 22172-84-5 2-(2-phenylethyl)tetrahydro-2H-pyran 
• 97026-56-7 2-(1-chloro-2-phenyl-ethyl)-pyridine 
• 6294-62-8 2-stilbazole dibromide 
• 2116-62-3 2-(2-phenylethyl)pyridine 
• 35469-61-5 (E)-2-(α-styryl)pyridine 1-oxide 
• 538-49-8 (Z)-2-(2-phenylethenyl)pyridine 

Relevant articles and documents

X-ray crystal structure of 2-styrylpyridine

We have crystallized the 2-styrylpyridine from the condensation reaction between the 2-methylpyridine with benzaldehyde in the formation of the model compound 2-styrylpyridine. The X-ray structure and NMR are currently reported. The main features of the structure is that it shows a localization of the double bonds rather than a delocalization of π electrons in an aromatic fashion.

A new insight into the push-pull effect of substituents via the stilbene-like model compounds

In this paper, authors report on 1-pyridyl-2-arylethenes, 1-furyl-2-arylethylenes, 1,2-diphenylpropylenes and substituted cinnamyl anilines as stilbene-like model compounds to investigate the factors dominating the push-pull effect of substituents via usi

Copper(0) nanoparticle catalyzed Z-Selective Transfer Semihydrogenation of Internal Alkynes

The use of copper(0) nanoparticles in the transfer semihydrogenation of alkynes has been investigated as a lead-free alternative to Lindlar catalysts. A stereo-selective methodology for the hydrogenation of internal alkynes to the corresponding (Z)-alkenes in high isolated yields (86% average) has been developed. This green and sustainable transfer hydrogenation protocol relies on non-noble copper nanoparticles for reduction of both electron-rich and electron-deficient, aliphatic-substituted and aromatic- substituted internal alkynes. Polyols, such as ethylene glycol and glycerol, have been proven to act as hydrogen sources, and excellent stereo- and chemoselectivity have been observed. Enabling technologies, such as microwave and ultrasound irradiation are shown to enhance heat and mass transfer, whether used alone or in combination, resulting in a decrease in reaction time from hours to minutes. (Figure presented.).