5558-92-9

Basic information

• Product Name: Benzenepropanenitrile, a-methyl-a-phenyl-
• CAS NO: 5558-92-9
• Molecular Formula: C16H15N
• Molecular Weight: 221.302
• Mol File: 5558-92-9.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: Benzenepropanenitrile, a-methyl-a-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenepropanenitrile, a-methyl-a-phenyl-(5558-92-9)
• EPA Substance Registry System: Benzenepropanenitrile, a-methyl-a-phenyl-(5558-92-9)

Safety Data

• Hazardous Substances Data: 5558-92-9(Hazardous Substances Data)

Upstream product

• 100-39-0 benzyl bromide 
• 1823-91-2 1-phenylethyl cyanide 
• 108-88-3 toluene 
• 1352054-90-0 C₁₇H₁₅NO₂ 
• 60340-31-0 Ethylsulfanyl-phenyl-acetonitrile 
• 32121-59-8 α-(phenylthio)-benzyl cyanide 
• 40400-13-3 2-Iodobenzyl bromide 
• 3333-14-0 2,3-diphenylpropionitrile 
• 74-88-4 methyl iodide 
• 56751-34-9 2-phenyl-propionitrile anion 
• 100-44-7 benzyl chloride 
• 67-56-1 methanol 
• 140-29-4 phenylacetonitrile 
• 54835-27-7 2-Phenyl-2-phenylthiopropannitril 

Downstream Products

• 1985-96-2 1,2-diphenyl-2-methylpropane 
• 5814-85-7 1,2-diphenylpropane 
• 681153-30-0 2-methyl-2,3-diphenylpropanamide 
• 78141-32-9 2-methyl-1,2-diphenylpentan-3-one 
• 7511-43-5 2,3-diphenyl-2-methylpropionic acid 

Relevant articles and documents

Copper-catalyzed radical oxidative C(sp3)–H/C(sp3)–H cross-coupling between arylacetonitriles and benzylic compounds

For the first time, a novel copper-catalyzed direct C(sp3)–H/C(sp3)–H cross-coupling of arylacetonitriles with unactivated benzylic compounds was described, allowing various a-benzylated arylacetonitriles to be readily accessible under base-free conditions. Mechanistic investigations suggested that the reaction proceeds through radical process and the C(sp3)–H cleavage of arylacetonitriles probably is the rate-determining step.

Decarboxylative benzylation and arylation of nitriles

Decarboxylative benzylation of nitriles is achieved via coupling of metallated nitriles with Pd-π-benzyl complexes that are generated in situ from cyanoacetic benzyl esters. In addition, decarboxylative couplings of α,α-disubstituted 2-methylfuranyl cyano

Platinum-Catalyzed Selective Hydration of Hindered Nitriles and Nitriles with Acid- or Base-Sensitive Groups

Hindered tertiary nitriles can be hydrolyzed under neutral and mild conditions to the corresponding amides using platinum(II) catalysts with dimethylphosphine oxide or other secondary phosphine oxides (SPOs, phosphinous acids) as ligands. We have found that this procedure also works well for nitriles with acid- or base-sensitive groups, which is unprecedented in terms of yield and selectivity. The catalyst loading can be as low as 0.5 mol %. Amides are isolated as the only product in high yield, and no further hydrolysis to the corresponding acids takes place. Reactions are carried out at 80 °C but take place even at room temperature. When enantiopure secondary phosphine oxide ligands are used in the hydrolysis of racemic nitriles, no kinetic resolution is observed, presumably due to racemization of the ligand during the reaction.