33976-40-8

Usage

Type of compound

Highly reactive organic compound

Use

Reagent in organic synthesis

Function

Strong oxidizing agent

Application

Converting alcohols to carbonyl compounds

Additional uses

Preparation of various organic compounds, including pharmaceuticals and fine chemicals

Safety concerns

Toxicity and potential for skin, eye, and respiratory irritation

Handling precautions

Handle with caution, wear protective gear, and work in a well-ventilated area

Storage

Store away from heat and sources of ignition

Flammability

Flammable substance

Upstream product

• 505-29-3 1,4-Dithiane 
• 118725-56-7 [1,4]dithiin-1,1,4,4-tetraoxide 
• 77-77-0 Divinyl sulfone 
• 106-93-4 ethylene dibromide 

Relevant academic research and scientific papers

Pyridylidene Amide Ru Complex for Selective Oxidation in Organic Synthesis

The ruthenium(II) bis(PYA) complex 1 (PYA = p-pyridylidene amide) is a powerful catalyst for the oxidation of sulfides to sulfones, of alkenes to carbonyl compounds, and of terminal alkynes to carboxylic acids by using NaIO4 as the terminal oxidant. The catalytic system shows a broad functional group tolerance and rate differences between alkyne and sulfide oxidation that are sufficiently large to effectively achieve selective sulfide oxidation with exquisite selectivity.

Comparison of the photooxidations of 1,5-dithiacyclooctane, 1,4-dithiane, and pentamethylene sulfide. Another example of remote participation during photooxidation at sulfur?

The photooxidations of 1,5-dithiacyclooctane (1,5-DTCO), 1,4-dithiane, and pentamethylene sulfide have been compared. The photooxidation of 1,5-DTCO differs significantly from the other substrates in several respects: (1) the ratio of chemical quenching to total quenching of singlet oxygen during photooxidation of 1,5-DTCO is 70%, in comparison to 5% for 1,4-dithiane and 2.9% for pentamethylene sulfide; (2) a sulfone is produced in all of the photooxidations except in that of 1,5-DTCO; and (3) the value of kT is larger for 1,5-DTCO than for any previously reported sulfide. A novel sulfur-sulfur interaction during photooxidation of 1,5-DTCO is utilized in order to explain these results. A cis-bissulfoxide was isolated from the photooxidation of 1,5-DTCO. It crystallizes in space group P1? of the triclinic system with two molecules in a cell of the following dimensions: a = 5.348 (3), b = 6.755 (5), c = 11.677 (7) ?, α = 90.46 (6), β= 97.04 (5), γ = 101.88 (6)°. The structure has been refined to a final value of 0.0477 for the conventional R factor on the basis of 951 independent observed intensities.

Interaction of Sulfur Dioxide with 1-Benzyl-1,4-dihydronicotinamide

Anhydrous sulfur dioxide reacts rapidly with 1-benzyl-1,4-dihydronicotinamide to give a reduced species of sulfur dioxide, possibly HSO2(1-),which can be trapped by reaction with Michael acceptors to give sulfones.