1213-69-0

Basic information

• Product Name: 2-methyl-3,3-diphenylprop-2-enal
• CAS NO: 1213-69-0
• Molecular Formula: C₁₆H₁₄O
• Molecular Weight: 222.2818
• Mol File: 1213-69-0.mol

Chemical Properties

• Boiling Point: 346.8°C at 760 mmHg
• Flash Point: 141.1°C
• Density: 1.056g/cm³
• Vapor Pressure: 5.64E-05mmHg at 25°C
• Refractive Index: 1.577
• CAS DataBase Reference: 2-methyl-3,3-diphenylprop-2-enal(CAS DataBase Reference)
• NIST Chemistry Reference: 2-methyl-3,3-diphenylprop-2-enal(1213-69-0)
• EPA Substance Registry System: 2-methyl-3,3-diphenylprop-2-enal(1213-69-0)

Safety Data

• Hazardous Substances Data: 1213-69-0(Hazardous Substances Data)

Upstream product

• 102-69-2 tri-n-propylamine 
• 119-61-9 benzophenone 
• 778-66-5 1,1-diphenyl-1-propene 
• 75-27-4 bromodichloromethane 
• 124-02-7 diallylamine 
• 781-33-9 2-methyl-1,1-diphenylpropene 
• 1238-46-6 <3-Hydroxy-2-methyl-3,3-diphenyl-propyliden>-cyclohexylamin 
• 2435-53-2 o-tetrachloroquinone 
• 31479-72-8 2-methyl-3,3-diphenylprop-2-en-1-ol 

Downstream Products

• 113388-56-0 Formic acid 1-methyl-2,2-diphenyl-vinyl ester 

Relevant articles and documents

Palladium-Catalyzed γ,γ′-Diarylation of Free Alkenyl Amines

The direct difunctionalization of alkenes is an effective way to construct multiple C-C bonds in one-pot using a single functional group. The regioselective dicarbofunctionalization of alkenes is therefore an important area of research to rapidly obtain complex organic molecules. Herein, we report a palladium-catalyzed γ,γ′-diarylation of free alkenyl amines through interrupted chain walking for the synthesis of Z-selective alkenyl amines. Notably, while 1,3-dicarbofunctionalization of allyl groups is well precedented, the present disclosure allows 1,3-dicarbofunctionalization of highly substituted allylamines to give highly Z-selective trisubsubstituted olefin products. This cascade reaction operates via an unprotected amine-directed Mizoroki-Heck (MH) pathway featuring a β-hydride elimination to selectively chain walk to furnish a new terminal olefin which then generates the cis-selective alkenyl amines around the sterically crowded allyl moiety. This operationally simple protocol is applicable to a variety of cyclic, branched, and linear secondary and tertiary alkenylamines, and has a broad substrate scope with regard to the arene coupling partner as well. Mechanistic studies have been performed to help elucidate the mechanism, including the presence of a likely unproductive side C-H activation pathway.

Copper-catalyzed formylation of alkenyl C-H bonds using BrCHCl2 as a stoichiometric formylating reagent

The first example of copper-catalyzed direct formylation of alkenyl C-H bonds for the facile synthesis of α,β-unsaturated aldehydes has been developed. This transformation has demonstrated high reactivity, mild reaction conditions and a broad substrate scope. BrCHCl2 is expected to be developed as an efficient stoichiometric C1 building block in organic synthesis.

Metalation of iminium ions formed in the reaction of tertiary amines with TiCl4

(equation presented) TiCl4 reacts with trialkylamines at 0-25°C to give iminium ions that on metalation followed by reaction with diaryl ketones, produce α,β-unsaturated aldehydes.

Structural Effects of Olefins in the Photooxygenation with Electron-Accepting Sensitizers. Kinetic Approach to Reactive Intermediates

Pulsed laser excitation studies on the reactive species in 9-cyanoanthracene(CNA)-sensitized oxygenation of 1,1-diphenyl-2-methylpropene (1a) and (E)-2,3-diphenyl-2-butene (1b) show that the reaction course is mostly governed by competitive quenching of the CNA excited singlet by 1 and oxygen to produce 1+. and 1O2, respectively.The results indicate that the reaction courses of tetraphenylethylene and 2,3-dimethyl-2-butene, for example, can be explaind by exclusive quenching of sensitizer singlets by the olefin and oxygen, respectively.