28480-27-5

Basic information

• Product Name: 2-Cyclopropen-1-one, 2,3-bis[4-(1,1-dimethylethyl)phenyl]-
• CAS NO: 28480-27-5
• Molecular Formula: C23H26O
• Molecular Weight: 318.459
• Mol File: 28480-27-5.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 2-Cyclopropen-1-one, 2,3-bis[4-(1,1-dimethylethyl)phenyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Cyclopropen-1-one, 2,3-bis[4-(1,1-dimethylethyl)phenyl]-(28480-27-5)
• EPA Substance Registry System: 2-Cyclopropen-1-one, 2,3-bis[4-(1,1-dimethylethyl)phenyl]-(28480-27-5)

Safety Data

• Hazardous Substances Data: 28480-27-5(Hazardous Substances Data)

Upstream product

• 6262-42-6 1,2,3,3-tetrachlorocyclopropene 
• 253185-03-4 tert-butylbenzene 
• 32857-63-9 4-t-butylphenylacetic acid 
• 64321-35-3 4-(1,1-Dimethylethyl)phenylmethyl ketone 
• 67-66-3 chloroform 
• 61440-86-6 bis(4-tert-butylphenyl)acetylene 

Downstream Products

• 105019-57-6 Acetic acid 1,2-bis-(4-tert-butyl-phenyl)-indolizin-3-yl ester 
• 105019-56-5 Acetic acid 2,3-bis-(4-tert-butyl-phenyl)-indolizin-1-yl ester 
• 86193-98-8 2,3-Bis-(4-tert-butyl-phenyl)-1-hydroxy-indolizine-7-carboxylic acid methyl ester 
• 86193-63-7 C₅₈H₆₀N₂O₂ 

Relevant articles and documents

Palladium-Catalyzed C-C Bond Activation of Cyclopropenone: Modular Access to Trisubstituted α,β-Unsaturated Esters and Amides

Strain-driven palladium/N-heterocyclic carbene-catalyzed C-C bond activation of diphenylcyclopropenone (DPC) has been explored for one-step access to trisubstituted α,β-unsaturated esters and amides. The designed transformation works under mild conditions providing exclusively a single stereoisomer. Mechanistic studies support the oxidative addition of the C-C bond of cyclopropenone to in-situ-generated Pd(0) intermediate. We have proved that vinylic hydrogen in the product is coming from phenol/aniline through deuterium-labeling studies. Late-stage functionalization of bioactive molecules such as procaine, estrone, and hymecromone demonstrates the robustness of this protocol.

Organocatalytic Regiodivergent C?C Bond Cleavage of Cyclopropenones: A Highly Efficient Cascade Approach to Enantiopure Heterocyclic Frameworks

Here a highly efficient cascade approach is reported that combines a cycloaddition reaction with a regioselective strain-release process to afford diverse heterocyclic frameworks through bifunctional catalysis. The cooperation of hydrogen-bonding network activation and a regiodivergent strain-assisted effect is the key to promoting this complex chemical transformation, leading to the generation of two different ring systems in high yields with excellent stereoselectivities. The reaction proceeded by a mechanism involving a “spring-loaded” intermediate with switchable C?C bond cleavages achieved by controllable ring-strain release. This reaction was also amenable to gram scale synthesis with only 0.1 mol % catalyst loading.