14094-11-2

Basic information

• Product Name: TERT-BUTYL METHYL SULFOXIDE
• Synonyms: 2-Methyl-2-(methylsulfinyl)propane;TERT-BUTYL METHYL SULPHOXIDE;TERT-BUTYL METHYL SULFOXIDE;Methyl tert-butyl sulphoxide;Methyltert-butylsulfoxide;tert-Butyl Methyl sulfoxide, tech 85%
• CAS NO: 14094-11-2
• Molecular Formula: C₅H₁₂OS
• Molecular Weight: 120.21
• Mol File: 14094-11-2.mol
• Article Data: 31

Chemical Properties

• Boiling Point: 64-66°C 10mm
• Flash Point: 64-66°C/10mm
• Appearance: /
• Density: 0.997 g/cm³
• Vapor Pressure: 0.286mmHg at 25°C
• Refractive Index: 1.4730
• BRN: 1815804
• CAS DataBase Reference: TERT-BUTYL METHYL SULFOXIDE(CAS DataBase Reference)
• NIST Chemistry Reference: TERT-BUTYL METHYL SULFOXIDE(14094-11-2)
• EPA Substance Registry System: TERT-BUTYL METHYL SULFOXIDE(14094-11-2)

Safety Data

• Safety Statements: 24/25
• Hazardous Substances Data: 14094-11-2(Hazardous Substances Data)

Usage

General Description

TERT-BUTYL METHYL SULFOXIDE, also known as TMSO, is a chemical compound with the molecular formula C5H12OS. It is a sulfoxide, which is an organic solvent and important reagent in organic synthesis. TMSO is a colorless liquid with a slightly fruity odor and is highly polar and stable, making it versatile for a wide range of applications. It is commonly used as a solvent for chemical reactions, as a reagent for the oxidation of organic compounds, and as a cryoprotectant for biological samples. TMSO is also used as a co-solvent in lithium batteries and as a corrosion inhibitor for metal surfaces. However, it should be handled with caution as it can cause skin and eye irritation, and may be harmful if ingested or inhaled.

InChI:InChI=1/C5H12OS/c1-5(2,3)7(4)6/h1-4H3

Upstream product

• 6163-64-0 tert-butyl methyl sulphide 
• 31401-20-4 O-Neopentyl-methansulfinat 
• 677-22-5 tert-butylmagnesium chloride 
• 52693-45-5 Methylsulfinsaeure-n-propylester 
• 74-88-4 methyl iodide 

Downstream Products

• 49675-36-7 3-tert-Butylsulfinyl-1-phenyl-propanol-1 
• 2949-92-0 methanethiosulfonic acid S-methyl ester 
• 13882-12-7 S-methyl methanethiosulfinate 
• 120983-06-4 3-Methyl-4-(2-methyl-propane-2-sulfinyl)-butyric acid 2,6-di-tert-butyl-4-methyl-phenyl ester 
• 73682-80-1 1-methylthio-2-trifluoroacetoxycyclohexane 
• 4345-98-6 2,2,6,6-tetramethyl-3,5-dithiaheptane 
• 16185-03-8 2-tert-Butylthiomethyl-6-methyl-phenol 
• 676608-21-2 1-(1-methyl-cyclohexa-2,5-dienyl)-2-(2-methyl-propane-2-sulfinyl)-ethanone 

Relevant articles and documents

Photocatalytic water-soluble cationic platinum(II) complexes bearing quinolinate and phosphine ligands

Cationic Pt(II) complexes ([Pt(QO/S)(PΛP)]X), having 8-oxy or 8-thioquinolinate (QO/S) and seven different mono- or bidentate phosphines as ligands, have been synthesized and characterized. The photophysical, stability, and photocatalytic properties of th

Alloxazine-cyclodextrin conjugates for organocatalytic enantioselective sulfoxidations

Four structurally different alloxazine-cyclodextrin conjugates were prepared and tested as catalysts for the enantioselective oxidation of prochiral sulfides to sulfoxides by hydrogen peroxide in aqueous solutions. The alloxazinium unit was appended to the primary face of α- and β-cyclodextrins via a linker with variable length. A series of sulfides was used as substrates: n-alkyl methyl sulfides (n-alkyl = hexyl, octyl, decyl, dodecyl), cyclohexyl methyl sulfide, tert-butyl methyl sulfide, benzyl methyl sulfide and thioanisol. α-Cyclodextrin conjugate having alloxazinium unit attached via a short linker proved to be a suitable catalyst for oxidations of n-alkyl methyl sulfides, displaying conversions up to 98% and enantioselectivities up to 77% ee. β-Cyclodextrin conjugates were optimal catalysts for the oxidation of sulfides carrying bulkier substituents; e.g. tert-butyl methyl sulfide was oxidized with quantitative conversion and 91% ee. Low loadings (0.3-5 mol%) of the catalysts were used. No overoxidation to sulfones was observed in this study.

A nickel nanoparticle engineered CoFe2O4/SiO2-NH2@carboxamide composite as a novel scaffold for the oxidation of sulfides and oxidative coupling of thiols

The purpose of this work was to prepare a new Ni-carboxamide complex supported on CoFe2O4 nanoparticles (CoFe2O4/SiO2-NH2@carboxamide-Ni). The carboxamide host material unit generated cavities that stabilized the nickel nanoparticles effectively and preve

Chemoselective α-sulfidation of amides using sulfoxide reagents

The direct α-sulfidation of tertiary amides using sulfoxide reagents under electrophilic amide activation conditions is described. Employing convenient and readily available reagents, selective functionalization takes place to generate isolable sulfonium