51980-05-3

Usage

Uses

Used in Organic Synthesis:
3-(4-Cyanophenyl)-1-propene serves as a valuable starting material in organic synthesis, facilitating the creation of a variety of other compounds. Its unique structure allows for numerous chemical reactions, making it a versatile component in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Chemical Research:
In the realm of chemical research, 3-(4-Cyanophenyl)-1-propene is utilized for studying reaction mechanisms, exploring new synthetic pathways, and developing innovative methodologies. Its presence in experiments can provide insights into the behavior of unsaturated hydrocarbons and their derivatives, contributing to the advancement of chemical science.
Used in Pharmaceutical Industry:
3-(4-Cyanophenyl)-1-propene is employed as an intermediate in the production of pharmaceuticals. Its ability to participate in various chemical reactions makes it suitable for the synthesis of drug molecules, potentially leading to the development of new medications for treating a range of diseases.
Used in Agrochemical Industry:
Similarly, in the agrochemical sector, 3-(4-Cyanophenyl)-1-propene is used as a precursor for the synthesis of pesticides and other crop protection agents. Its involvement in the development of these products can contribute to more effective and targeted pest control solutions for agriculture.
Used in Specialty Chemicals Production:
3-(4-Cyanophenyl)-1-propene also finds application in the production of specialty chemicals, which are tailored for specific industries such as plastics, coatings, and textiles. Its role in these processes can lead to the creation of novel materials with unique properties and applications.

InChI:InChI=1/C10H9N/c1-2-3-9-4-6-10(8-11)7-5-9/h2,4-7H,1,3H2

Upstream product

• 623-26-7 terephthalonitrile 
• 24850-33-7 allyltributylstanane 
• 762-72-1 allyl-trimethyl-silane 
• 17898-21-4 triethylallylsilane 
• 75669-35-1 allyl-n-butyldimethylsilane 
• 18752-21-1 allyltriphenylsilane 
• 762-73-2 trimethyl(allyl)stannane 
• 762-66-3 allyltrimethylgermane 
• 1793-90-4 allyltriethylgermane 
• 24400-84-8 allyl triisopropylsilane 
• 556-56-9 allyl iodid 
• 623-00-7 4-bromobenzenecarbonitrile 
• 106-95-6 allyl bromide 
• 2252-32-6 4-cyanophenyldiazonium tetrafluoroborate 

Downstream Products

• 854690-79-2 4-oxiranylmethyl-benzonitrile 
• 1073426-81-9 C₁₃H₁₂N₂O₄ 
• 1073426-57-9 (E)-methyl 5-(4-cyanophenyl)-2-nitropent-4-enoate 
• 1610026-10-2 (E)-4-(3-azidoprop-1-enyl)benzonitrile 
• 1610026-30-6 (E)-4-phenyl-1-(3-(4-vinylphenyl)allyl)-1H-1,2,3-triazole 
• 1150644-93-1 N-hydroxy-4-(2-propen-1-yl)benzenecarboximidamide 
• 101478-66-4 4-(4-oxobutyl)benzonitrile 
• 57918-88-4 3-(4-cyanophenyl)-2-methylpropanal 
• 41917-85-5 p-cyanocinnamaldehyde 

Relevant academic research and scientific papers

Photoinduced Cross-Coupling of Aryl Iodides with Alkenes

A protocol for photoinduced cross-coupling of aryl iodides having polar π-functional groups or elongated π-conjugation with alkenes has been developed. The radical cascade mechanism involving generation of aryl radicals via C-I bond homolysis of photoexcited aryl iodides and their subsequent addition to alkenes is proposed. The method enables iodide-selective cross-coupling over other halogen leaving groups with functional group compatibility on both arene and alkene motifs.

Photo-Ni-Dual-Catalytic C(sp2)-C(sp3) Cross-Coupling Reactions with Mesoporous Graphitic Carbon Nitride as a Heterogeneous Organic Semiconductor Photocatalyst

The synergistic combination of a heterogeneous organic semiconductor mesoporous graphitic carbon nitride (mpg-CN) and a homogeneous nickel catalyst with visible-light irradiation at room temperature affords the C(sp2)-C(sp3) cross-co

Nitrile Synthesis by Aerobic Oxidation of Primary Amines and in situ Generated Imines from Aldehydes and Ammonium Salt with Grubbs Catalyst

Herein, a Grubbs-catalyzed route for the synthesis of nitriles via the aerobic oxidation of primary amines is reported. This reaction accommodates a variety of substrates, including simple primary amines, sterically hindered β,β-disubstituted amines, allylamine, benzylamines, and α-amino esters. Reaction compatibility with various functionalities is also noted, particularly with alkenes, alkynes, halogens, esters, silyl ethers, and free hydroxyl groups. The nitriles were also synthesized via the oxidation of imines generated from aldehydes and NH4OAc in situ. (Figure presented.).

Manganese catalyzed dehydrogenative silylation of alkenes: Direct access to allylsilanes

Dehydrogenative silylation of alkenes with silanes to produce allylsilanes is achieved through manganese catalysis with a wide scope of substrate tolerance. This transformation involves silane radicals initiated by manganese complex without additional oxidant additives. It offers a general, convenient and practical protocol with excellent functional group compatibility and gram-scale capacity for the modular synthesis of allylsilanes.

Visible light promoted metal- and photocatalyst-free synthesis of allylarenes

The metal- and photocatalyst-free synthesis of substituted allylarenes has been carried out under visible light driven conditions. The process was based on the photogeneration of aryl radicals from arylazo sulfones and their ensuing reaction with allyl sulfones. The developed procedure was very efficient when using substrates bearing electron-withdrawing groups, and allowed for the preparation of α-benzyl styrenes and 2-benzyl acrylates in good yields.

Synthesis of Polyfunctional Diorganomagnesium and Diorganozinc Reagents through In Situ Trapping Halogen–Lithium Exchange of Highly Functionalized (Hetero)aryl Halides in Continuous Flow

We report a halogen–lithium exchange performed in the presence of various metal salts (ZnCl2, MgCl2?LiCl) on a broad range of sensitive bromo- or iodo(hetero)arenes using BuLi or PhLi as the exchange reagent and a commercially available continuous-flow setup. The resulting diarylmagnesium or diarylzinc species were trapped with various electrophiles, resulting in the formation of polyfunctional (hetero)arenes in high yields. This method enables the functionalization of (hetero)arenes containing highly sensitive groups such as an isothiocyanate, nitro, azide, or ester. A straightforward scale-up was possible without further optimization.

Catalytic Oxidative Trifluoromethoxylation of Allylic C?H Bonds Using a Palladium Catalyst

A catalytic intermolecular allylic C?H trifluoromethoxylation reaction of alkenes has been developed based on the use of a palladium catalyst, CsOCF3 as the trifluoromethoxide source, and benzoquinone as the oxidant. This reaction provides an efficient route for directly accessing allylic trifluoromethoxy derivatives with excellent regioselectivities from terminal alkenes via an allylic C?H bond activation process.

Allyl-transfer reaction from photoexcited hypervalent allylsilicon reagent toward dicyanobenzenes

Photoreaction between dicyanobenzenes and a hypervalent allylsilicon reagent us ing 2,3-dihydroxynaphtha lene as a ligand on silicon efficiently proceeded to afford a llyl-substituted benzonitriles in moderate to good yields. The present photoreaction was

Palladium-catalyzed regioselective azidation of allylic C-H bonds under atmospheric pressure of dioxygen

A palladium-catalyzed allylic azidation of alkenes with sodium azide under atmospheric pressure of dioxygen was developed. This methodology provides a new efficient and simple route for accessing allylic azides. Furthermore, the one-pot process consisting of Pd-catalyzed allylic azidation of alkenes and Cu-catalyzed 1,3-dipolar cycloaddition led directly to the 1,2,3-triazole from the alkene. The formed allylic azide can be also in situ reduced to the allylic amine or oxidized to the alkenyl nitrile. the Partner Organisations 2014.

Photosubstitution of dicyanoarenes by hypervalent allylsilicon reagents via photoinduced electron transfer

Photosubstitution of dicyanoarenes with hypervalent allylsilicon reagents in the presence of anthracene efficiently proceeded to afford the allyl-substituted product in moderate to good yields. The efficiency for the present photoreaction was much higher