67405-31-6

Basic information

• Product Name: 2,6-bis(4-chlorophenyl)-3,5-dimethyltetrahydro-4H-pyran-4-one
• CAS NO: 67405-31-6
• Molecular Formula: C₁₉H₁₈Cl₂O₂
• Molecular Weight: 349.251
• Mol File: 67405-31-6.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 471.1°C at 760 mmHg
• Flash Point: 174.4°C
• Density: 1.22g/cm³
• Vapor Pressure: 4.81E-09mmHg at 25°C
• Refractive Index: 1.562
• CAS DataBase Reference: 2,6-bis(4-chlorophenyl)-3,5-dimethyltetrahydro-4H-pyran-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-bis(4-chlorophenyl)-3,5-dimethyltetrahydro-4H-pyran-4-one(67405-31-6)
• EPA Substance Registry System: 2,6-bis(4-chlorophenyl)-3,5-dimethyltetrahydro-4H-pyran-4-one(67405-31-6)

Safety Data

• Hazardous Substances Data: 67405-31-6(Hazardous Substances Data)

Usage

Molecular structure

complex with a tetrahydro-4H-pyran-4-one core, attached with two 4-chlorophenyl groups and two methyl groups

Source

mostly produced synthetically, not commonly found in nature

Applications

used in pharmaceutical industry for designing new drug molecules with potential antitumor and anti-inflammatory activities

Potential applications

in organic synthesis and material science due to unique molecular properties

Upstream product

• 104-88-1 4-chlorobenzaldehyde 
• 96-22-0 pentan-3-one 
• 85336-33-0 t-2,t-6-di-p-chlorophenyl-c-3, c-5-dimethyl-r-4-aminooxane 

Relevant articles and documents

Synthesis of oxathiane and morpholine from acyclic precursors: A modified Mitsunobu reaction

Synthesis of a set of isomeric 2,4,6-triarylmorpholines and 2,6-diaryloxathianes from the corresponding 1,5-diols has been described. The method provides an efficient route to six-membered heterocycles from acyclic diols and is found to be better than Mitsunobu procedure in yield and waste management. In a related study, the ring contraction of pyranone to two isomeric cyclopentenone derivatives through Nazarov reaction has been noticed.

Synthesis, spectral, crystal and antimicrobial studies of biologically potent oxime ethers of nitrogen, oxygen and sulfur heterocycles

Three series of oxime ethers viz, 2,6-diarylpiperidin-4-one O-benzyloximes 5a-o, 2,6-diaryltetrahydropyran-4-one O-benzyloximes 7a-e and 2,6-diaryltetrahydrothiopyran-4-one O-benzyloximes 11a-b and 12a-c were synthesized and stereochemistry is established by their spectral and single crystal analysis. A SAR study has been carried out for the above oxime ethers against a panel of antibacterial (Pseudomonas aeruginosa, Staphylococcus aureus, Salmonella typhi and Escherichia coli) and antifungal agents (Candida albicans, Candida-51, Rhizopus sp., Aspergillus niger, Aspergillus flavus and Cryptococcus neoformans), respectively, using Ciprofloxacin and Amphotericin B as standards. Most of the chloro/methyl/methoxy substituted compounds exerted moderate to good activity against all the tested organisms; moreover, some compounds (5i, 5l, 5n, 5o, 7c2, 7d1, 7d2, 7e, 11b and 12c) exhibited promising activity than standard drugs.

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.