33524-58-2

Basic information

• Product Name: cyclopent-3-en-1-yl(phenyl)methanone
• Synonyms: cyclopent-3-en-1-yl(phenyl)methanone
• CAS NO: 33524-58-2
• Molecular Weight: 172.227
• Mol File: 33524-58-2.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: cyclopent-3-en-1-yl(phenyl)methanone(CAS DataBase Reference)
• NIST Chemistry Reference: cyclopent-3-en-1-yl(phenyl)methanone(33524-58-2)
• EPA Substance Registry System: cyclopent-3-en-1-yl(phenyl)methanone(33524-58-2)

Safety Data

• Hazardous Substances Data: 33524-58-2(Hazardous Substances Data)

Upstream product

• 591-51-5 phenyllithium 
• 248275-70-9 cyclopent-3-enecarboxylic acid methoxy-methyl-amide 
• 3462-52-0 1-phenyl-2-(2-propen-1-yl)-4-penten-1-one 
• 591-50-4 iodobenzene 
• 201230-82-2 carbon monoxide 
• 142-29-0 cyclopentene 
• 15482-43-6 1-benzoyl-2-vinylcyclopropane 

Downstream Products

• 64207-12-1 cyclopent-2-en-1-yl(phenyl)methanone 
• 21573-70-6 (cyclopent-1-en-1-yl)(phenyl)methanone 
• 5422-88-8 phenyl cyclopentyl ketone 

Relevant articles and documents

Disproof of the Proposed Structures of Bradyoxetin, a Putative Bradyrhizobium japonicum Signaling Molecule, and HMCP, a Putative Ralstonia solanacearum Quorum-Sensing Molecule

First, we revisited the reported NMR data of bradyoxetin, a putative cell density factor of Bradyrhizobium japonicum, and found some inconsistencies in the proposed structure. To elucidate the correct structure, we synthesized model oxetane compounds and confirmed that the NMR data of the synthetic compounds did not match those of the reported bradyoxetin. After reinterpreting the reported NMR data, we concluded that bradyoxetin must be chloramphenicol. Next, some derivatives of 2-hydroxy-4-((methylamino)(phenyl)methyl)cyclopentanone (HMCP), which is a putative quorum-sensing molecule of Ralstonia solanacearum, were synthesized. The NMR spectra of the synthesized compounds were completely different from those of the reported natural products. Based on theoretical studies, including the estimation of 1H and 13C NMR chemical shifts using density functional theory calculations, we confirmed the correctness of the structure of the synthesized compound. These results strongly suggest that the proposed structure of HMCP could be incorrect.

Ruthenium nitronate complexes as tunable catalysts for olefin metathesis and other transformations

Novel ruthenium(ii) complexes were obtained as a result of a stoichiometric reaction of Grubbs' benzylidene second generation catalysts with 3-nitropropene. These stable complexes, formally ruthenaisoxazole N-oxide derivatives, display activity in both me