18684-63-4

Basic information

• Product Name: bicyclo[2.2.2]octan-7-ol
• Synonyms: bicyclo[2.2.2]octan-7-ol;(R)-Qinoclidinole;Bicyclo[2.2.2]octan-2-ol
• CAS NO: 18684-63-4
• Molecular Formula: C₈H₁₄O
• Molecular Weight: 126.2
• Mol File: 18684-63-4.mol
• Article Data: 10

Chemical Properties

• Melting Point: 216-217 °C
• Boiling Point: 209.7°C at 760 mmHg
• Flash Point: 84°C
• Appearance: /
• Density: 1.052g/cm³
• Vapor Pressure: 0.0459mmHg at 25°C
• Refractive Index: 1.521
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 15.12±0.20(Predicted)
• CAS DataBase Reference: bicyclo[2.2.2]octan-7-ol(CAS DataBase Reference)
• NIST Chemistry Reference: bicyclo[2.2.2]octan-7-ol(18684-63-4)
• EPA Substance Registry System: bicyclo[2.2.2]octan-7-ol(18684-63-4)

Safety Data

• Hazardous Substances Data: 18684-63-4(Hazardous Substances Data)

Usage

General Description

Bicyclo[2.2.2]octan-7-ol, also known as norbornyl alcohol, is a bicyclic organic compound and an alcohol. It is composed of a fused bicyclic ring system and a hydroxyl group attached to one of the carbon atoms. bicyclo[2.2.2]octan-7-ol is used as a building block in organic synthesis and as a chiral auxiliary in asymmetric synthesis. Bicyclo[2.2.2]octan-7-ol has been studied for its potential applications in pharmaceuticals, agrochemicals, and flavorings. Additionally, it is used in the production of fragrances and as a reagent in chemical reactions due to its unique structural characteristics.

InChI:InChI=1/C8H14O/c9-8-5-6-1-3-7(8)4-2-6/h6-9H,1-5H2

Upstream product

• 278-84-2 2,3-epoxybicyclo<2.2.2>oct-2-ene 
• 2716-23-6 bicyclo[2.2.2]octan-2-one 
• 931-64-6 bicyclo<2.2.2>oct-2-ene 
• 20530-07-8 exo-bicyclo<3.2.1>oct-6-yl tosylate 
• 20530-08-9 endo-bicyclo<3.2.1>oct-6-yl tosylate 
• 40590-77-0 bicyclo(2.2.2)-5-octene-2-carboxaldehyde 
• 124127-83-9 (Bicyclo<3.2.1>oct-exo-6-yl)-azid 
• 124153-38-4 Bicyclo<4.1.1>octan-2-on 
• 31483-98-4 bicyclo[3.2.1]octan-6-one oxime 
• 23392-00-9 optically inactive 6-hydroxy-bicyclo[3.2.1]octane 
• 6553-12-4 bicyclo[3.2.1]octan-6-one 
• 19031-97-1 4-Brom-benzolsulfonsaeure-<2-(cyclohex-3-enyl)-aethylester> 
• 280-33-1 bicyclo[2,2,2]octane 
• 76-05-1 trifluoroacetic acid 

Downstream Products

• 97620-48-9 saures Phthalat des racem. Bicyclo<2.2.2>octanols-(2) 
• 40335-88-4 (-)-Bicyclo<2.2.2>octyl-(2)-phthalsaeurehalbester 
• 40335-87-3 (+)-Bicyclo<2.2.2>octyl-(2)-phthalsaeurehalbester 
• 24480-99-7 cyclohex-3-enyl acetaldehyde 
• 18240-10-3 (+/-)-2-(3-cyclohexenyl)ethanol 
• 37165-30-3 (-)-Bicyclo<2.2.1>octan-2-ol 
• 40335-86-2 (S)-(+)-bicyclo[2.2.2]octan-2-ol 
• 115898-78-7 3-(Exo-Bicyclo[2.2.2]oct-2-yloxy)-4-Methoxybenzaldehyde 
• 115897-79-5 2-(methylamino)-2-<3-(bicyclo<2.2.2>oct-2-yloxy)-4-methoxyphenyl>ethylamine 
• 115897-80-8 1-methyl-5-[3-(bicyclo[2.2.2]oct-2-yloxy)-4-methoxyphenyl]-2-imidazolidinone 
• 115897-78-4 α-(methylamino)-3-(bicyclo<2.2.2>oct-2-yloxy)-4-methoxybenzeneacetonitrile 
• 2716-23-6 Bicyclo<2.2.2>octan-2-one 
• 25354-89-6 4-bromo-benzenesulfonic acid bicyclo[2.2.2]oct-2-yl ester 
• 33649-79-5 2-chloro-bicyclo[2.2.2]octane 

Relevant articles and documents

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Well-defined Cp*Co(III)-catalyzed Hydrogenation of Carbonates and Polycarbonates

We herein report the catalytic hydrogenation of carbonates and polycarbonates into their corresponding diols/alcohols using well-defined, air-stable, high-valent cobalt complexes. Several novel Cp*Co(III) complexes bearing N,O-chelation were isolated for the first time and structurally characterized by various spectroscopic techniques including single crystal X-ray crystallography. These novel Co(III) complexes have shown excellent catalytic activity to produce value added diols/alcohols from carbonate and polycarbonates through hydrogenation using molecular hydrogen as sole reductant or iPrOH as transfer hydrogenation source. To demonstrate the developed methodology's practical applicability, we have recycled the bisphenol A monomer from compact disc (CD) through hydrogenation under the established reaction conditions using phosphine-free, earth-abundant, air- and moisture-stable high-valent cobalt catalysts.

The role of hydrogen migration in the mechanism of alcohol elimination from MH+ ions of ethers upon chemical ionization

An enhanced elimination of alcohol under isobutane CI conditions, resulting in highly abundant [MH - ROH]+ ions, has been observed in several primary and secondary ethers having a tertiary β-position (methine), as compared with those with β-methylene. This elimination exhibits a significant degree of stereospecificity in stereoisomeric 2-methyl-1-methoxycyclohexanes 4 and 1-methoxy-trans-decalins 7, affording more abundant [MH - ROH]+ ions in the cis isomers 4c and 7tc than in their trans counterparts 4t and 7tt. These findings suggest involvement of a 1,2-hydride migration from the β- to α-position in the course of the alcohol elimination from the MH+ ions of the above cis-ethers, resulting in tertiary carbocation structures. The proposed mechanism of alcohol elimination is supported by a considerable deuterium isotope effect detected in β-deuterium-labeled cis-2-methyl-1-methoxycyclohexane and by a CID study of the structures of [MH - ROH]+ ions obtained from cis- and trans-1,2-dialkoxycyclohexanes. Ring contraction by a Meerwein-type rearrangement has also been observed in the latter system.