1-Methyl-9-oxabicyclo[6.1.0]nonane

Base Information

• Chemical Name: 1-Methyl-9-oxabicyclo[6.1.0]nonane
• CAS No.: 16240-40-7
• Molecular Formula: C₉H₁₆O
• Molecular Weight: 140.225
• Mol file: 16240-40-7.mol

Synonyms:9-Oxabicyclo[6.1.0]nonane, 1-methyl-, cis-;

Chemical Property of 1-Methyl-9-oxabicyclo[6.1.0]nonane

Chemical Property:

• Vapor Pressure: 1.76mmHg at 25°C
• Refractive Index: 1.473
• Boiling Point: 172.7 °C at 760 mmHg
• Flash Point: 47.1 °C
• Density: 0.957 g/cm³

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-Methyl-9-oxabicyclo[6.1.0]nonane

There total 4 articles about 1-Methyl-9-oxabicyclo[6.1.0]nonane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

1-methylcyclooctene (15840-64-9) → α-methylcyclooctene oxide (16240-40-7,52954-47-9,57338-07-5)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane;

DOI:10.1021/ja00034a042

Reference yield: 60.0%

cis-1,2-epoxycyclooctane (4925-71-7) + methyl iodide (74-88-4) → α-methylcyclooctene oxide (16240-40-7,52954-47-9,57338-07-5)

Guidance literature:

cis-1,2-epoxycyclooctane; With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; In diethyl ether; at -90 ℃; for 3h;

methyl iodide; In diethyl ether; at -90 - 20 ℃; for 5h;

DOI:10.1002/1521-3773(20020703)41:13<2236::AID-ANIE2236>3.0.CO;2-3

Reference yield:

methylcyclooctene (933-11-9,173242-69-8,173242-70-1) → 1-methyl-trans-cyclooctene oxide (16240-40-7,52954-47-9,57338-07-5)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 ℃; Rate constant; E_a, ΔS(excit.);

DOI:10.1021/ja00034a042

upstream raw materials:

1-methylcyclooctene

methylcyclooctene

cis-1,2-epoxycyclooctane

methyl iodide

Downstream raw materials:

(trans-2-hydroxy-2-methylcyclooctyl)diphenylphosphine oxide

Refernces

• 1、 Patil,Nagendrappa. "Effect of a trimethylsilyl moiety on the nucleophilic character of the C=C bond: A comparative kinetic investigation of the epoxidation of substituted and unsubstituted cycloalkenes". . p. 1099 - 1102. Retrieved 2001.
• 2、 Hodgson, David M.,Gras, Emmanuel. "Chiral epoxides by desymmetrizing deprotonation of meso-epoxides". . p. 2376 - 2378. Retrieved 2007/10/03.