4412-28-6

Basic information

• Product Name: 4,4-dimethyl-5-oxo-5-phenylpentanenitrile
• CAS NO: 4412-28-6
• Molecular Formula: C₁₃H₁₅NO
• Molecular Weight: 201.2643
• Mol File: 4412-28-6.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 352.1°C at 760 mmHg
• Flash Point: 166.7°C
• Density: 1.021g/cm³
• Vapor Pressure: 3.94E-05mmHg at 25°C
• Refractive Index: 1.514
• CAS DataBase Reference: 4,4-dimethyl-5-oxo-5-phenylpentanenitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4-dimethyl-5-oxo-5-phenylpentanenitrile(4412-28-6)
• EPA Substance Registry System: 4,4-dimethyl-5-oxo-5-phenylpentanenitrile(4412-28-6)

Safety Data

• Hazardous Substances Data: 4412-28-6(Hazardous Substances Data)

Upstream product

• 107-13-1 acrylonitrile 
• 611-70-1 phenyl isopropyl ketone 

Downstream Products

• 20215-66-1 5,5-dimethyl-6-phenyloxan-2-one 
• 2045-74-1 4,4-dimethyl-5-phenyl-3,4-dihydro-2H-pyrrole 
• 4412-29-7 4,4-dimethyl-5-phenyl-5-semicarbazono-valeric acid 
• 444919-77-1 4,4-dimethyl-5-phenyl-valeric acid 
• 4412-32-2 4,4-dimethyl-5-oxo-5-phenyl-valeric acid amide 
• 2938-68-3 4,4-dimethyl-5-oxo-5-phenylpentanoic acid 
• 127847-91-0 2-phenyl-3,3-dimethylpiperidine 

Relevant articles and documents

KOtBu-Catalyzed Michael Addition Reactions Under Mild and Solvent-Free Conditions

Designed transition metal complexes predominantly catalyze Michael addition reactions. Inorganic and organic base-catalyzed Michael addition reactions have been reported. However, known base-catalyzed reactions suffer from the requirement of solvents, additives, high pressure and also side-reactions. Herein, we demonstrate a mild and environmentally friendly strategy of readily available KOtBu-catalyzed Michael addition reactions. This simple inorganic base efficiently catalyzes the Michael addition of underexplored acrylonitriles, esters and amides with (oxa-, aza-, and thia-) heteroatom nucleophiles. This catalytic process proceeds under solvent-free conditions and at room temperature. Notably, this protocol offers an easy operational procedure, broad substrate scope with excellent selectivity, reaction scalability and excellent TON (>9900). Preliminary mechanistic studies revealed that the reaction follows an ionic mechanism. Formal synthesis of promazine is demonstrated using this catalytic protocol.