Trimethylsulfoxonium Bromide (TMSOBR)

CAS Number: 25596-24-1
Molecular Formula: C3H9BrOS
Purity: 99% Trimethylsulfoxonium Bromide (TMSOBR)

About Trimethylsulfoxonium Bromide (TMSOBR)

Trimethylsulfoxonium Bromide (CAS 25596-24-1) is increasingly positioned as a vital sulfur-based ylide precursor in the high purity fine chemicals sector, where American CDMOs utilize it for the stereoselective synthesis of epoxides and cyclopropanes via the Corey-Chaykovsky reaction. Trimethylsulfonyl bromide serves a...

Trimethylsulfoxonium Bromide (TMSOBR) Specifications

CAS Number

25596-24-1

Molecular Formula

C3H9BrOS

Molecular Weight

173.07 g/mol

IUPAC Name

trimethyl(oxo)-λ⁶-sulfanylium bromide

Canonical SMILES

C[S+](=O)(C)C.[Br-]

InChI Key

KEPJZBFFLDRKSF-UHFFFAOYSA-M

InChI

InChI=1S/C3H9OS.BrH/c1-5(2,3)4;/h1-3H3;1H/q+1;/p-1

EINECS Number

217-207-3

MDL Number

MFCD02093502

HSN No

29309099

CAS Number

25596-24-1

Molecular Formula

C3H9BrOS

Molecular Weight

173.07 g/mol

IUPAC Name

trimethyl(oxo)-λ⁶-sulfanylium bromide

Canonical SMILES

C[S+](=O)(C)C.[Br-]

InChI Key

KEPJZBFFLDRKSF-UHFFFAOYSA-M

InChI

InChI=1S/C3H9OS.BrH/c1-5(2,3)4;/h1-3H3;1H/q+1;/p-1

EINECS Number

217-207-3

MDL Number

MFCD02093502

HSN No

29309099

Molecular Weight

173.07 g/mol

Purity

99% Trimethylsulfoxonium Bromide (TMSOBR)

Physical appearance

White to almost white powder to crystal

Melting Point

188-191°C

Boiling Point

177.9ºC at 760mmHg

Flash Point

106 °C

Density

1.440 g/cm3 (estimate)

pKa

18.2 (in DMSO)

Precise Quality

≥98.0%

PSA

17.1 Å²

logP

-0.8

Precautionary Statement Codes

P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, and P362

Hazard Classes and Categories

Skin Irrit. 2 (100%) Eye Irrit. 2 (100%)

Organic Synthesis Reagent

A versatile sulfur ylide precursor primarily used for the generation of dimethyloxosulfonium methylide to facilitate epoxidation, cyclopropanation, and methylene transfer reactions

Pharmaceutical Intermediate

A critical building block utilized in the synthesis of various medicinal compounds, including the production of methylcobalamin and steroid hormones

Agrochemical Intermediate

An important organic intermediate employed in the production of herbicides, pesticides, and fungicidal thiazole derivatives

Industrial Chemical

A functionalized sulfoxonium salt used as a catalyst, phase-transfer catalyst, or reactant in the synthesis of heterocyclic compounds and fluorescent materials.