22431-89-6

Basic information

• Product Name: 1,2-Dioxane, 3,3,6,6-tetramethyl-
• Synonyms: 1,2-Dioxane, 3,3,6,6-tetramethyl-
• CAS NO: 22431-89-6
• Molecular Formula: C₈H₁₆O₂
• Molecular Weight: 144.21
• Mol File: 22431-89-6.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 126.8 °C at 760 mmHg
• Flash Point: 34.3 °C
• Appearance: /
• Density: 0.872 g/cm³
• Vapor Pressure: 13.9mmHg at 25°C
• Refractive Index: 1.402
• CAS DataBase Reference: 1,2-Dioxane, 3,3,6,6-tetramethyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Dioxane, 3,3,6,6-tetramethyl-(22431-89-6)
• EPA Substance Registry System: 1,2-Dioxane, 3,3,6,6-tetramethyl-(22431-89-6)

Safety Data

• Hazardous Substances Data: 22431-89-6(Hazardous Substances Data)

Usage

Uses

3,3,6,6-Tetramethyl-1,2-dioxane is a cyclic peroxide is used in oxidation reactions in organic synthesis.

InChI:InChI=1/C8H16O2/c1-7(2)5-6-8(3,4)10-9-7/h5-6H2,1-4H3

Upstream product

• 110-03-2 2,5-dimethyl-2,5-hexanediol 
• 3025-88-5 2,5-dimethyl-2,5-dihydroperoxyhexane 
• 627-58-7 2,5-dimethyl-1,5-hexadiene 
• 764-13-6 2,5-Dimethyl-2,4-hexadiene 

Relevant articles and documents

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Oxymetallation. Part 12. Further Syntheses of Monocyclic Peroxides via Peroxymercuriation

The scope of cycloperoxymercuriation as a route to monocyclic peroxides has been investigated by studying the reaction of mercury(II) nitrate with ten representative dienes plus hydrogen peroxide, and with two alkenyl hydroperoxides.By hydrogeno- and bromo-demercuriation of the resultant products, seven new methyl- and bromomethyl-substituted 1,2-dioxacyclo-pentanes and -hexanes have been prepared.The geometrical isomers of three of the 1,2-dioxacyclopentanes (4), (8), and (9) have been separated and assigned cis and trans configurations, and each of the four diastereoisomers of 4-bromo-3-bromomethyl-5-methyl-1,2-dioxacyclopentane (11) has been isolated.Two diastereoisomers of 4-bromo-6-bromomethyl-3-methyl-1,2-dioxacyclohexane (13) are formed and have been separated; their 1H n.m.r. spectra indicate that each has a chair conformation with equatorial methyl and bromomethyl groups, the stereoisomerism arising from the disposition of the bromine substituent.The by-products of peroxymercuriation-reduction have been shown to be unsaturated alcohols whose formation is strongly favoured where the cycloperoxymercurial contains an endocyclic mercurio-substituent.