23450-31-9

Basic information

• Product Name: 4-BENZYLBENZONITRILE
• Synonyms: 4-BENZYLBENZONITRILE
• CAS NO: 23450-31-9
• Molecular Formula: C₁₄H₁₁N
• Molecular Weight: 193.24
• Product Categories: pharmacetical
• Mol File: 23450-31-9.mol
• Article Data: 77

Chemical Properties

• Boiling Point: 334.9°Cat760mmHg
• Flash Point: 157°C
• Appearance: /
• Density: 1.09g/cm³
• Vapor Pressure: 0.000124mmHg at 25°C
• Refractive Index: 1.602
• CAS DataBase Reference: 4-BENZYLBENZONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-BENZYLBENZONITRILE(23450-31-9)
• EPA Substance Registry System: 4-BENZYLBENZONITRILE(23450-31-9)

Safety Data

• Hazardous Substances Data: 23450-31-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C14H11N/c15-11-14-8-6-13(7-9-14)10-12-4-2-1-3-5-12/h1-9H,10H2

Upstream product

• 92199-30-9 4-benzyl-benzamide 
• 874-86-2 4-cyanobenzyl chloride 
• 71-43-2 benzene 
• 623-26-7 terephthalonitrile 
• 67-56-1 methanol 
• 10066-31-6 methyl 1-phenyl-2-propyl ether 
• 770-09-2 benzyltrimethylsilane 
• 28493-54-1 benzyltributyltin 
• 98689-33-9 tetramethylammonium triphenylbenzylborate 
• 101-49-5 2-(benzyl)-1,3-dioxolane 
• 2116-36-1 1-benzyl-4-bromo-benzene 
• 17201-43-3 4-cyanobenzyl bromide 
• 98-80-6 phenylboronic acid 
• 623-00-7 4-bromobenzenecarbonitrile 

Downstream Products

• 1503-49-7 p-cyanobenzophenone 
• 1313757-11-7 1-(bis(4-iodophenyl)methyl)-1H-1,2,4-triazole 
• 1313757-14-0 C₂₁H₁₆N₂O 
• 100866-27-1 4-benzyl-benzaldehyde seqtrans-oxime 
• 67468-65-9 4-benzylbenzaldehyde 
• 620-86-0 4-Benzylbenzoic acid 

Relevant articles and documents

Photoalkylation of Dicyanoarenes with Alkyltriphenylborate Salts

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Aromatization as an Impetus to Harness Ketones for Metallaphotoredox-Catalyzed Benzoylation/Benzylation of (Hetero)arenes

Herein we report ketones as feedstock materials in radical cross-coupling reactions under Ni/photoredox dual catalysis. In this approach, simple condensation first converts ketones into prearomatic intermediates that then act as activated radical sources for cross-coupling with aryl halides. Our strategy enables the direct benzylation/benzoylation of (hetero)arenes under mild reaction conditions with high functional group tolerance.

Nickel-Catalyzed Electrochemical C(sp3)?C(sp2) Cross-Coupling Reactions of Benzyl Trifluoroborate and Organic Halides**

Reported here is the redox neutral electrochemical C(sp2)?C(sp3) cross-coupling reaction of bench-stable aryl halides or β-bromostyrene (electrophiles) and benzylic trifluoroborates (nucleophiles) using nonprecious, bench-stable NiCl2?glyme/polypyridine catalysts in an undivided cell configuration under ambient conditions. The broad reaction scope and good yields of the Ni-catalyzed electrochemical coupling reactions were confirmed by 50 examples of aryl/β-styrenyl chloride/bromide and benzylic trifluoroborates. Potential applications were demonstrated by electrosynthesis and late-stage functionalization of pharmaceuticals and natural amino acid modification, and three reactions were run on gram-scale in a flow-cell electrolyzer. The electrochemical C?C cross-coupling reactions proceed through an unconventional radical transmetalation mechanism. This method is highly productive and expected to find wide-spread applications in organic synthesis.