100752-58-7

Basic information

• Product Name: Benzonitrile, 4-(1-oxo-3-phenyl-2-propynyl)-
• CAS NO: 100752-58-7
• Molecular Formula: C16H9NO
• Molecular Weight: 231.254
• Mol File: 100752-58-7.mol
• Article Data: 39

Chemical Properties

• CAS DataBase Reference: Benzonitrile, 4-(1-oxo-3-phenyl-2-propynyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzonitrile, 4-(1-oxo-3-phenyl-2-propynyl)-(100752-58-7)
• EPA Substance Registry System: Benzonitrile, 4-(1-oxo-3-phenyl-2-propynyl)-(100752-58-7)

Safety Data

• Hazardous Substances Data: 100752-58-7(Hazardous Substances Data)

Upstream product

• 201230-82-2 carbon monoxide 
• 79664-67-8 4-(3,3-diethyltriaz-1-en-1-yl)benzonitrile 
• 536-74-3 phenylacetylene 
• 105-07-7 4-cyanobenzaldehyde 
• 108946-36-7 4-(1-hydroxy-3-phenylprop-2-yn-1-yl)benzonitrile 
• 2863-98-1 4-hydrazinobenzonitrile hydrochloride 
• 619-65-8 4-cyanobenzoic Acid 
• 637-44-5 phenylpropyolic acid 
• 1443-80-7 4-cyanophenyl methyl ketone 
• 76590-50-6 2-(4-cyanophenyl)-2-oxoacetic acid 
• 100-52-7 benzaldehyde 
• 7436-90-0 2,2-dibromostyrene 
• 64-18-6 formic acid 
• 2252-32-6 4-cyanophenyldiazonium tetrafluoroborate 

Downstream Products

• 866562-30-3 4-(3-phenylprop-2-ynyl)benzonitrile 
• 100-47-0 benzonitrile 
• 182162-12-5 1-(4-cyanophenyl)-3-(phenyl)propan-1,3-dione 
• 79182-05-1 4-(3-phenylisoxazol-5-yl)benzonitrile 
• 29822-79-5 4-(2-phenylethynyl)benzonitrile 
• 1034842-82-4 C₂₇H₁₈N₂O₂ 
• 1365162-75-9 (Z)-4-(1-(methoxyimino)-3-phenylprop-2-yn-1-yl)benzonitrile 

Relevant articles and documents

Nickel (II) dibenzotetramethyltetraaza[14]annulene supported on DFNS nanoparticles catalyst in carbonylative sonogashira coupling

In this study, the carbonylative sonogashira coupling reaction was performed in the presence of CO (2 MPa) and Nitmtaa?DFNS as NPs. Nickel(II)dibenzotetramethyltetraaza[14]annulene complex (Nitmtaa) prepared and immobilized on amino-fucntionnalized DFNS (N-DFNS) via Ni[sbnd]N (NH2) bond to obtain a stable and reusable new nanocatalyst named as Nitmtaa?DFNS. Good to superb performance products were provided deploying Nitmtaa?DFNS nanocatalyst. In addition, the anatomy of Nitmtaa?DFNS has been distinguished by various methods, including XRD, VSM, FT-IR, SEM, EDX, TEM, and TGA. In addition, the hot filtration test provided complete insight into the heterogeneity of the catalyst. The reuse and recycling of the catalyst were repeatedly investigated for coupling reactions. In addition, the mechanism of the coupling reactions was thoroughly studied.

Palladium-catalyzed chemoselective cross-coupling of acyl chlorides and organostannanes

Chemoselective cross-coupling of aliphatic and aromatic acyl chlorides with aryl-, heteroaryl-, and alkynylstannanes proceeds in up to 98% yield using 2.5 mol % of bis(di-tert-butylchlorophosphine)palladium(II) dichloride as the precatalyst. Various functional groups including aryl chlorides and bromides that usually undergo oxidative addition to palladium complexes bearing phosphinous acid or dialkylchlorophosphine ligands are tolerated. This procedure allows convenient ketone formation and eliminates inherent limitations of Friedel-Crafts acylations such as substituent-directing effects and typical reactivity requirements of Lewis acid-catalyzed electrophilic aromatic substitutions.

Application of phase-vanishing method with CO gas evolution to carbonylation reactions

Although carbon monoxide (CO) is considered a practical source of the carbonyl functionality in various compounds, handling CO gas is difficult. The phase-vanishing (PV) method, using highly fluorinated solvents as the phase screen, was thus employed, in which CO was evolved for use in organic synthesis. An H-shaped reactor bearing two reaction chambers was employed. In the first chamber, CO was efficiently generated from sulfuric acid and ammonium formate under the PV conditions, and then consumed in the second chamber in a range of palladium-catalysed carbonylation reactions, affording the desired products. Use of this PV system allowed for easy and safe generation of hazardous CO gas, and its use thereof in organic synthesis.

Palladium- and solvent-free synthesis of ynones by copper(I)-catalyzed acylation of terminal alkynes with acyl chlorides under aerobic conditions

Air-stable CuI/cryptand-22 complex was found to be a highly active catalyst for the solvent-free cross-coupling reaction of terminal alkynes with different acyl chlorides in the presence of Et3N as base to give the corresponding ynon

Carbonylative Sonogashira Coupling of Aryl Iodides with Terminal Alkynes Catalyzed by Palladium Nanoparticles

A convenient and efficient method for the synthesis of α,β-alkynyl ketones from the three-component coupling of aryl iodides, terminal alkynes, and carbon monoxide (carbonylative Sonogashira coupling reaction) is successfully developed. The carbonylative Sonogashira coupling reaction proceeded smoothly under mild conditions in the presence of palladium nanoparticles to produce the corresponding α,β-alkynyl ketones in good to excellent yields.

Organoborane-catalyzed selective 1,2-reduction of alkynones with hydride transfer: Synthesis of benzyl alkynes

Benzyl alkynes are important organic building blocks in organic synthesis. We report herein a B(C6F5)3-catalyzed site-selective 1,2-reduction of readily available alkynones to access benzyl alkyne derivatives. Under the de

Sc(OTf)3-catalyzed [3 + 2]-cycloaddition of nitrones with ynones

An efficient approach to access functionalized (2,3-dihydroisoxazol-4-yl) ketones has been developed by reacting nitrones 4 with ynones 7 or terminal ynones 10 in a one-pot fashion. The reaction went through a formal Sc(OTf)3-catalyzed [3 + 2]-cycloaddition process to generate a number of functionalized (2,3-dihydroisoxazol-4-yl) ketones 11aa-11aw, 11ba-11la and 12aa-12ae in moderate to good yields. This journal is