63454-02-4

Basic information

• Product Name: 6H-1,3-Dioxolo[4,5-g][1]benzopyran, 6-phenyl-
• CAS NO: 63454-02-4
• Molecular Formula: C16H12O3
• Molecular Weight: 252.269
• Mol File: 63454-02-4.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 6H-1,3-Dioxolo[4,5-g][1]benzopyran, 6-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 6H-1,3-Dioxolo[4,5-g][1]benzopyran, 6-phenyl-(63454-02-4)
• EPA Substance Registry System: 6H-1,3-Dioxolo[4,5-g][1]benzopyran, 6-phenyl-(63454-02-4)

Safety Data

• Hazardous Substances Data: 63454-02-4(Hazardous Substances Data)

Upstream product

• 128936-93-6 (E)-6-((E)-3-phenylallylidene)benzo[d][1,3]dioxol-5(6H)-one 
• 63194-69-4 3,4-dioxalane-6-(styryl)methylenecyclohexan-2,4-dien-1-one 
• 160821-87-4 3,4-methylenedioxy-6-(3-phenyl-2-propylidene)cyclohexa-2,4-dien-1-one 
• 128936-91-4 2-(1-isopropylthio-3-phenyl-2-propenyl)-4,5-(methylenedioxy)phenol 
• 109-92-2 ethyl vinyl ether 

Relevant articles and documents

Chemoselective oxidative generation of ortho-quinone methides and tandem transformations

ortho-Quinone methides are useful transient synthetic intermediates in organic synthesis. These species are most often generated in situ by the acid- or base-mediated transformation of phenols that have been pre-functionalized at a benzylic position, or by biomimetic oxidation of the corresponding ortho-alkylphenols with metal oxidants or transition-metal complexes. Here we describe a method for the transition-metal-free oxidative generation of o-QMs from ortho-alkylarenols, using hypoiodite catalysis under nearly neutral conditions, which can then be applied in one-pot tandem reactions. This method for the chemoselective oxidative generation of ortho-quinone methides may prove superior to previous methods with respect to environmental issues and scope, and can be applied to various tandem reactions such as inter- or intramolecular [4 + 2] cycloaddition, oxa-6π-electrocyclization, conjugate addition and spiroepoxidation. [Figure not available: see fulltext.].

Mechanistic investigations of the acid-catalyzed cyclization of a vinyl ortho-quinone methide

A study was conducted to perform mechanistic investigations of the acid-catalyzed cyclization of a vinyl ortho-Quinone methide (QM). The study focused on mechanistic investigations of the acid-catalyzed cyclization of a vinyl ortho-Quinone methide, as led to the formation of chromenes. Vinyl o-QM was prepared through oxidation of phenol 3, while the E configuration of the exo-alkylidene bond was established by detailed nuclear magnetic resonance (NMR) studies and X-ray crystallography. The structure of the dimer was also confirmed by X-ray crystallography. Kinetic investigation of the uncatalyzed cyclization of Vinyl o-QM and chromene revealed the sensitivity of the rate of the reaction to light, oxygen, and adventitious acid, studying the reactivity of o-QM.