36169-68-3

Basic information

• Product Name: 2H-Pyran-3(6H)-one, 6-hydroxy-2-phenyl-
• CAS NO: 36169-68-3
• Molecular Formula: C11H10O3
• Molecular Weight: 190.199
• Mol File: 36169-68-3.mol
• Article Data: 17

Chemical Properties

• CAS DataBase Reference: 2H-Pyran-3(6H)-one, 6-hydroxy-2-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-Pyran-3(6H)-one, 6-hydroxy-2-phenyl-(36169-68-3)
• EPA Substance Registry System: 2H-Pyran-3(6H)-one, 6-hydroxy-2-phenyl-(36169-68-3)

Safety Data

• Hazardous Substances Data: 36169-68-3(Hazardous Substances Data)

Upstream product

• 60907-91-7 2-furyl(phenyl)methanol 
• 100-52-7 benzaldehyde 
• 98-01-1 furfural 
• 113565-51-8 (R)-2-furylphenylmethanol 

Downstream Products

• 303156-55-0 6-tert-butoxy-2-phenyl-2H-pyran-3-one 
• 50768-10-0 pyranulose acetate 

Relevant articles and documents

Catalytic Environmentally Friendly Protocol for Achmatowicz Rearrangement

The increasing interest in Achmatowicz rearrangement in organic synthesis calls for a more environmentally friendly protocol since the most popular oxidants m-CPBA and NBS produced stoichiometric organic side product (m-chlorobenzoic acid or succinimide). Mechanism-guided analysis enables us to develop a new catalytic method (Oxone/KBr) for AchR in excellent yield with K2SO4 as the only side product, which greatly facilitates the purification. This protocol was integrated with other transformations, leading to a rapid access to the highly functionalized dihydropyranones.

Synthesis method of polysubstituted 3-hydroxy-2-pyranone

The present invention relates to a polysubstituted 3-hydroxy-2-pyranone synthesis method, which comprises the steps below, S1 of formula (I.) compound by Achmatowicz rearrangement reaction, to give a compound of formula (II.); S2 of formula (II.) compound

Divergent Synthesis of Dihydropyranone Stereoisomers via N-Heterocyclic Carbene Catalysis

We recently developed a novel chiral N-heterocyclic carbene (NHC) catalyzed dynamic kinetic enantioselective acylation (DKEA) and dynamic kinetic diastereoselective acylation (DKDA) of Achmatowicz rearrangement products to generate useful intermediates for the further synthesis of carbohydrates. In this update, we describe a divergent NHC catalytic strategy for the stereoselective preparation of all four isomers starting from a common racemic precursor. The present report provides easy access to diverse optically pure dihydropyranones. (Figure presented.).

Two catalytic protocols for Achmatowicz rearrangement using cyclic diacyl peroxides as oxidants

In situ generated bromonium-catalyzed and visible-light photocatalytic Achmatowicz rearrangements of furfuryl alcohols using cyclic diacyl peroxides as oxidants are described. Both protocols feature broad substrate scope, excellent functional group tolera