284-20-8

Basic information

• Product Name: 9-oxabicyclo[4.2.1]nonane
• Synonyms: 9-Oxabicyclo(4.2.1)nonane
• CAS NO: 284-20-8
• Molecular Formula: C₈H₁₄O
• Molecular Weight: 126.1962
• Mol File: 284-20-8.mol
• Article Data: 6

Chemical Properties

• Melting Point: 30-32 °C
• Boiling Point: 167.5°C at 760 mmHg
• Flash Point: 41.5°C
• Density: 0.958g/cm³
• Vapor Pressure: 2.24mmHg at 25°C
• Refractive Index: 1.466
• CAS DataBase Reference: 9-oxabicyclo[4.2.1]nonane(CAS DataBase Reference)
• NIST Chemistry Reference: 9-oxabicyclo[4.2.1]nonane(284-20-8)
• EPA Substance Registry System: 9-oxabicyclo[4.2.1]nonane(284-20-8)

Safety Data

• Hazardous Substances Data: 284-20-8(Hazardous Substances Data)

Upstream product

• 1552-12-1 1,5-cis,cis-cyclooctadiene 
• 696-71-9 cyclooctanol 
• 4277-32-1 1,2-cyclooctanediol 
• 4103-12-2 5-bromocyclooct-1-ene 

Relevant articles and documents

Telomerization of Z,Z-cyclooctadiene with halomethanes catalyzed by chromium, copper, and molybdenum compounds in the presence of water

The telomerization of 1Z,5Z-cyclooctadiene with halogenated methanes (CCl4, CBrCl3, CHCl3, CH2Cl 2) mediated by chromium, copper, and molybdenum complexes has been investigated. It has been shown that the use of water as a nucleophilic additive promotes the formation of 1,4- and 1,5-epoxycyclooctanes and anti-8-(trichloromethyl)bicyclo[3.2.1]octan-exo-2-ol. Pleiades Publishing, Ltd., 2011.

OXIDATION OF SECONDARY CYCLOALKANOLS BY THE LEAD TETRAACETATE-METAL HALIDE SYSTEM

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Photoinduced Transformations. 73. Transformations of Five- (and Six-) Membered Cyclic Alcohols into Five- (and Six-) Membered Cyclic Ethers - A New Method of a Two-Step Transformation of Hydroxy Steroids into Oxasteroids

We set out to describe a two-step transformation of saturated hydroxy steroids into oxasteroids with an oxgen-containing ring of the same size as that of the starting ring.The irradiation of the hypoiodites generated in situ by means of the reaction of the hydroxy steroids with an excess of mercury(II)oxide and iodine gives novel formates arising from the successive reactions triggered by a β-scission of the corresponding alkoxy radical.These formates can readily be transformed into oxasteroids by a treatment with a complex metal hydride or methyllithium.The method is exemplified by the transformations of 1-, 3-, and 17-hydroxy steroids into the corresponding oxasteroids.Experiments in which we have used 18O labeled mercury(II)oxide as a source of I218O provide evidence that the oxygen atom in the oxasteroids is derived from the hydroxyl group of the starting alcohol and not from the oxygen of mercury(II)oxide.This suggests that the pathway of the formation of the formates involves (a) β-scission of the corresponding alkoxy radical to give a carbon centered radical intermediate with a carbonyl group, (b) its intramolecular combination with the carbonyl oxgen to form a tetrahydropyranyl radical or an oxepanyl radical, (c) its reaction with iodine oxide or *OI to generate a new hypoiodite, and (d) a regiospecific β-scission of the second alkoxy radical generated from it.