30363-80-5

Basic information

• Product Name: 1,2-DIMETHOXYCYCLOHEXANE
• Synonyms: 1,2-DIMETHOXYCYCLOHEXANE;cis-1,2-Dimethoxycyclohexane;Cyclohexane, 1,2-dimethoxy-, cis-
• CAS NO: 30363-80-5
• Molecular Formula: C₈H₁₆O₂
• Molecular Weight: 144.21144
• Mol File: 30363-80-5.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 175.5°C at 760 mmHg
• Flash Point: 50°C
• Appearance: /
• Density: 0.92g/cm³
• Vapor Pressure: 1.54mmHg at 25°C
• Refractive Index: 1.431
• CAS DataBase Reference: 1,2-DIMETHOXYCYCLOHEXANE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-DIMETHOXYCYCLOHEXANE(30363-80-5)
• EPA Substance Registry System: 1,2-DIMETHOXYCYCLOHEXANE(30363-80-5)

Safety Data

• Hazardous Substances Data: 30363-80-5(Hazardous Substances Data)

Usage

InChI:InChI=1/C8H16O2/c1-9-7-5-3-4-6-8(7)10-2/h7-8H,3-6H2,1-2H3

Upstream product

• 67-56-1 methanol 
• 51533-22-3 trans-1-methoxy-2-phenylselenocyclohexane 
• 124-41-4 sodium methylate 
• 110-83-8 cyclohexene 
• 1792-81-0 cis-1,2-cyclohexane 
• 74-88-4 methyl iodide 

Relevant articles and documents

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.