43625-65-6

Basic information

• Product Name: trimethyloxonium
• Synonyms: trimethyloxonium
• CAS NO: 43625-65-6
• Molecular Formula: C₃H₉O
• Molecular Weight: 0
• Mol File: 43625-65-6.mol
• Article Data: 6

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: g/cm³
• CAS DataBase Reference: trimethyloxonium(CAS DataBase Reference)
• NIST Chemistry Reference: trimethyloxonium(43625-65-6)
• EPA Substance Registry System: trimethyloxonium(43625-65-6)

Safety Data

• Hazardous Substances Data: 43625-65-6(Hazardous Substances Data)

Usage

General Description

Trimethyloxonium is a chemical compound with the formula (CH3)3O+ and is classified as an organooxygen compound. It is a highly reactive and volatile compound that is often used as a reagent in organic synthesis. Trimethyloxonium is a powerful methylating agent, meaning it can transfer a methyl group to other molecules, making it useful in a variety of chemical reactions. It is known to be a strong electrophile, which means it is attracted to electron-rich species and can react with a wide range of nucleophiles. Trimethyloxonium is typically used in the production of pharmaceuticals, agrochemicals, and other fine chemicals due to its ability to facilitate key reactions in these processes. However, it is also a hazardous chemical that can pose risks to human health and the environment if not handled properly.

Upstream product

• 115-10-6 Dimethyl ether 
• 23653-97-6 methyl-methylene-oxonium 
• 17009-82-4 dimethyloxonium ion 
• 24400-15-5 dimethylchloronium 

Downstream Products

• 85363-56-0 9-tert-Butyl-9-methyl-9-phosphonia-bicyclo[4.2.1]nona-2,4,7-triene 
• 85363-55-9 9-Benzyl-9-methyl-9-phosphonia-bicyclo[4.2.1]nona-2,4,7-triene 
• 85363-52-6 (2Z,4Z,6Z)-9,9-Dimethyl-9-phosphonia-bicyclo[6.1.0]nona-2,4,6-triene 
• 85363-62-8 (2Z,4Z,6Z)-9-tert-Butyl-9-methyl-9-phosphonia-bicyclo[6.1.0]nona-2,4,6-triene 
• 85363-50-4 (2Z,4Z,6Z)-9-Benzyl-9-methyl-9-phosphonia-bicyclo[6.1.0]nona-2,4,6-triene 
• 45376-90-7 1-methyl-tetrahydro-furanium 
• 115-10-6 Dimethyl ether 

Relevant articles and documents

NMR observation of trimethyloxonium formation from dimethyl ether on zeolite HZSM-5

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Gas phase versus solution chemistry: On the reversal of regiochemistry of methylation of sp2- and sp3-nitrogens

The nicotine analogue 3-(N,N-dimethylaminomethyl)pyridine 2, which reacts with methyl iodide in acetonitrile exclusively on the sp3-nitrogen, methylates exclusively on the pyridine nitrogen with trimethyloxonium in the gas phase. Calculations a

Unconventional Ionic Hydrogen Bonds. 1. Complexes of Quaternary Ions with n- and ?-Donors

interaction energies are obtained from the clustering of quaternary onium ions with n-donor solvent molecules.The dissociation energies (ΔHoD) of Me4N(1+) clustered with the n-donor H2O, MeOH, MeNH2, and Me3N and with the ?-donors benzene and toluene range between 8 and 10 kcal mol-1.With the weak, bulky n-donor MeCl the interaction is weaker (6.5 kcal mol-1) while the more polar ligands Me2CO and MeCONMe2 attach strongly (14.6 and 18.0 kcal mol-1, respectively) to Me4N(1+).Strong interactions, 20-23 kcal mol-1, are also observed with polyethers and CH3CO-gly-OCH3, indicating polydentate complexing.The attachment energies of ligands to Et4N(1+) are smaller by 2 kcal mol-1 than those to Me4N(1+).Ab initio calculations show that in the Me4N(1+)*H2O, MeOH, MeNH2, and MeCl complexes the ligands attach electrostatically to a cavity created by protons of three CH3 gropus rather than hydrogen bonding to one proton or to one CH3 group.Both experiment and theory indicate that a second solvent molecule (H2O or CH3OH) attaches preferentially to the first solvent molecule rather than to Me4N(1+).