92962-16-8

Basic information

• Product Name: bis(4-methylphenyl)acetonitrile
• Synonyms: bis(4-methylphenyl)acetonitrile
• CAS NO: 92962-16-8
• Molecular Weight: 221.302
• Mol File: 92962-16-8.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: bis(4-methylphenyl)acetonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: bis(4-methylphenyl)acetonitrile(92962-16-8)
• EPA Substance Registry System: bis(4-methylphenyl)acetonitrile(92962-16-8)

Safety Data

• Hazardous Substances Data: 92962-16-8(Hazardous Substances Data)

Upstream product

• 2947-61-7 (4-methylphenyl)acetonitrile 
• 93007-75-1 di-p-tolyl-acetic acid amide 
• 13389-70-3 bis(4-methylphenyl)methyl chloride 
• 7677-24-9 trimethylsilyl cyanide 
• 885-77-8 4,4'-dimethylbenzhydrol 
• 106-38-7 para-bromotoluene 
• 104-88-1 4-chlorobenzaldehyde 
• 106-43-4 para-chlorotoluene 
• 1071-36-9 sodium cyanoacetate 
• 372-09-8 cyanoacetic acid 
• 29540-83-8 p-tolyl triflate 
• 7062-95-5 potassium 2-cyanoacetate 
• 624-31-7 4-tolyl iodide 
• 104-87-0 4-methyl-benzaldehyde 

Downstream Products

• 101286-43-5 2,2-di-p-tolyl-ethylamine 
• 1180645-86-6 C₂₇H₂₉NO₂S 

Relevant articles and documents

Catalyst- And Silane-Controlled Enantioselective Hydrofunctionalization of Alkenes by Cobalt-Catalyzed Hydrogen Atom Transfer and Radical-Polar Crossover

The catalytic enantioselective synthesis of tetrahydrofurans, which are found in the structures of many biologically active natural products, via a transition-metal-catalyzed hydrogen atom transfer (TM-HAT) and radical-polar crossover (RPC) mechanism is described herein. Hydroalkoxylation of nonconjugated alkenes proceeded efficiently with excellent enantioselectivity (up to 94% ee) using a suitable chiral cobalt catalyst, N-fluoro-2,4,6-collidinium tetrafluoroborate, and diethylsilane. Surprisingly, the absolute configuration of the product was highly dependent on the steric hindrance of the silane. Slow addition of the silane, the dioxygen effect on the solvent, thermal dependence, and DFT calculation results supported the unprecedented scenario of two competing selective mechanisms. For the less-hindered diethylsilane, a high concentration of diffused carbon-centered radicals invoked diastereoenrichment of an alkylcobalt(III) intermediate by a radical chain reaction, which eventually determined the absolute configuration of the product. On the other hand, a more hindered silane resulted in less opportunity for a radical chain reaction, instead facilitating enantioselective kinetic resolution during the late-stage nucleophilic displacement of the alkylcobalt(IV) intermediate.

I2-Mediated oxidative bicyclization of 4-pentenamines to prolinol carbamates with CO2 incorporating oxyamination of the C=C bond

A metal-free oxyamination reaction of alkenes with ambient CO2 is reported. In the presence of I2 and DBU, CO2 is applied in situ as a protecting group to regulate the nucleophilicity of the amino group and facilitate the bicyclization of 4-pentenamines with high chemoselectivity. Moreover, this reaction provided a feasible approach to prepare prolinol carbamates with good tolerance of functional groups and high efficiency under mild conditions.

Dual gold catalysis: Synthesis of polycyclic compounds via C-H insertion of gold vinylidenes

New and interesting polycyclic compounds have been synthesized from non-conjugated diyne systems by dual gold catalysis. A quaternary carbon center in the backbone and the accompanying Thorpe-Ingold effect enabled the unprecedented insertion of sp3 and sp2 C-H bonds that for the first time were incorporated within the backbone of the diyne system and allowed the construction of complex polycyclic carbon scaffolds inaccessible by previous approaches in which the C-H bonds for the insertion were situated at the other end of the alkyne.