18458-72-5

Basic information

• Product Name: trans-2,6-diphenyltetrahydro-4H-pyran-4-one
• Synonyms: trans-2,6-diphenyltetrahydro-4H-pyran-4-one
• CAS NO: 18458-72-5
• Molecular Weight: 252.313
• Mol File: 18458-72-5.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: trans-2,6-diphenyltetrahydro-4H-pyran-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: trans-2,6-diphenyltetrahydro-4H-pyran-4-one(18458-72-5)
• EPA Substance Registry System: trans-2,6-diphenyltetrahydro-4H-pyran-4-one(18458-72-5)

Safety Data

• Hazardous Substances Data: 18458-72-5(Hazardous Substances Data)

Upstream product

• 542-05-2 acetonedicarboxylic acid 
• 100-52-7 benzaldehyde 
• 53063-63-1 5-hydroxy-3-oxo-5-phenyl-valeric acid methyl ester 
• 55848-87-8 t-butyl 5-hydroxy-3-oxo-5-phenylpentanoate 
• 40989-96-6 (2S)-2-phenyl-2,3-dihydro-4H-pyran-4-one 
• 98-80-6 phenylboronic acid 
• 40989-96-6 2-phenyl-2,3-dihydropyran-4-one 
• 25830-15-3 t-2,c-6-diphenyloxan-r-4-ol 
• 473-90-5 acetonedicarboxylic acid 
• 171969-35-0 2,6-diphenyltetrahydro-2H-pyran-4-ol 

Downstream Products

• 131042-74-5 4-Methyl-2r,6t-diphenyl-tetrahydro-pyran-4-ol 
• 25830-15-3 t-2,c-6-diphenyloxan-r-4-ol 
• 67608-72-4 6ξ,8ξ-bis-(4-chloro-phenyl)-2endo,4exo-diphenyl-3-oxa-7-aza-bicyclo[3.3.1]nonan-9-one 
• 67608-71-3 2endo,4exo,6ξ,8ξ-tetraphenyl-3-oxa-7-aza-bicyclo[3.3.1]nonan-9-one 
• 77789-89-0 6,8-Diphenyl-trans-2,4-diphenyl-3-oxa-7-azabicyclo<3.3.1>nonan-9-one 
• 18458-73-6 r-2,trans-6-Diphenyl-4-oxanone Oxime 
• 1227953-31-2 7,9-diphenyl-1,2,4-triaza-8-oxa-spiro(4.5)decan-3-thione 
• 1227953-28-7 C₂₄H₂₃N₃OS 
• 1227953-26-5 C₁₈H₁₉N₃OS 
• 538-58-9 1,5-diphenyl-1,4-pentadiene-3-one 

Relevant articles and documents

Trans-selective rhodium catalysed conjugate addition of organoboron reagents to dihydropyranones

The selective synthesis of 2,6-trans-tetrahydropyran derivatives employing the rhodium catalysed addition of organoboron reagents to dihydropyranone templates, derived from a zinc-catalysed hetero-Diels-Alder reaction, is reported. The addition of both arylboronic acids and potassium alkenyltrifluoroborates have been accomplished in high yields using commercially-available [Rh(cod)(OH)]2 catalyst. The selective formation of the 2,6-trans-tetrahydropyran stereoisomer is consistent with a mechanism involving alkene association and carbometalation on the less hindered face of the dihydropyranone.

The one-pot, multi-component construction of highly substituted tetrahydropyran-4-ones using the Maitland-Japp reaction

A one-pot, multi-component reaction for the synthesis of highly substituted tetrahydropyran-4-ones, based on the long forgotten Maitland-Japp reaction has been realised. Two different aldehydes and a derivative of a β-ketoester can be condensed regioselectively in the presence of a Lewis acid to form tetrahydropyran-4-ones in excellent yields. The diastereoselectively of the reaction was found to be dependant upon the nature of the Lewis acid and the temperature at which the reaction was carried out. This procedure was also extended to the formation of tetrahydropyran-4-ones in greater than 95% enantiomeric excess. The Royal Society of Chemistry 2005.

Dissociation Constants of Cyanohydrins of Some Tetrahydropyran-4-ones

The dissociation constants of cyanohydrins of some substituted tetrahydropyran-4-ones have been determined at 30 deg in 80percent dioxane-water (v/v).The results substantiate the steric environment of the carbonyl group in these ketones.