17396-36-0

Basic information

• Product Name: Thian-4-one S-oxide
• Synonyms: Thian-4-one S-oxide;tetrahydro-4H-thiopyran-4-one 1-oxide(SALTDATA: FREE);1-ketothian-4-one;1-oxo-4-thianone;1-oxothian-4-one;4-Oxothiane 1-oxide;1-Oxo-tetrahydrothiopyran-4-one
• CAS NO: 17396-36-0
• Molecular Formula: C₅H₈O₂S
• Molecular Weight: 132.18082
• Mol File: 17396-36-0.mol
• Article Data: 24

Chemical Properties

• Boiling Point: 369°Cat760mmHg
• Flash Point: 176.9°C
• Appearance: /
• Density: 1.31g/cm³
• Vapor Pressure: 1.23E-05mmHg at 25°C
• Refractive Index: 1.553
• CAS DataBase Reference: Thian-4-one S-oxide(CAS DataBase Reference)
• NIST Chemistry Reference: Thian-4-one S-oxide(17396-36-0)
• EPA Substance Registry System: Thian-4-one S-oxide(17396-36-0)

Safety Data

• Hazardous Substances Data: 17396-36-0(Hazardous Substances Data)

Usage

General Description

Thian-4-one S-oxide is a chemical compound that is known for its strong garlic-like odor. It is commonly found in Allium species, such as garlic, onions, and leeks, and is believed to be the primary cause of the characteristic odor associated with these plants. Thian-4-one S-oxide is produced when the plants are cut or crushed, as an enzymatic reaction occurs that converts a precursor compound into the volatile sulfide. This chemical is also responsible for the eye irritation and tearing that can occur when onions are chopped, as it can react with the moisture in the eyes to form sulfuric acid. Overall, Thian-4-one S-oxide plays an important role in the flavor and aroma of many culinary dishes, as well as the unique chemical defense mechanisms of Allium plants.

InChI:InChI=1/C5H8O2S/c6-5-1-3-8(7)4-2-5/h1-4H2

Upstream product

• 4160-61-6 3-methoxycarbonyltetrahydropyran-4-one 
• 4131-74-2 Dimethyl 3,3'-thiodipropionate 
• 1072-72-6 Tetrahydrothiopyran-4-one 

Downstream Products

• 137423-32-6 trans-7-(Phenylselenenyl)-1,4-dioxa-8-thiaspiro<4.5>decane 8-oxide 
• 1072-72-6 Tetrahydrothiopyran-4-one 
• 57242-69-0 2,3-dihydro-4H-thiopyran-4-one 

Relevant articles and documents

1,2-dipyridiniumditribromide-ethane (DPTBE) as a new oxidizing agent for the chemoselective oxidation of sulfides to the sulfoxides

A wide range of aliphatic or aromatic sulfides is selectively oxidized to the corresponding sulfoxides using 1,2-dipyridiniumditribromide-ethane (DPTBE) in a mixture of CH2Cl2/H2O under heterogeneous conditions in moderate to high yields. Supplemental materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfur, and Silicon and the Related Elements to view the free supplemental file.

Carbazole-triazine based donor-acceptor porous organic frameworks for efficient visible-light photocatalytic aerobic oxidation reactions

We report the synthesis of a series of carbazole-triazine based donor-acceptor (D-A) POFs and their photocatalytic activities for aerobic oxidation reactions. The simultaneous introduction of a carbazole-based electron donor and a triazine-based electron acceptor in D-A POFs stabilizes the charge transfer state and enables an efficient triplet-triplet energy transfer to generate 1O2. Meanwhile, systematic variation of the D-A distance results in the tunable photoredox properties and consequently the efficiency for generation of reactive oxygen species (ROSs). Upon visible light excitation, all three D-A POFs exhibit excellent capability to promote three aerobic oxidations: sulfide oxidation, oxidative amine coupling, and Mannich reactions. This systematic study validates the design principle of D-A POFs as high-performance photo-oxidation catalysts with wide substrate scope and excellent stability and recyclability.

Manganese- and Lanthanide-Based 1D Chiral Coordination Polymers as an Enantioselective Catalyst for Sulfoxidation

The chiral 1D-coordination polymers (CP) {[Ln2(MnLCl)2(NO3)2(dmf)6(H2O)2]·xH2O}n [Ln = Pr (1), Nd (2), Sm (3), and Gd (4)] were synthesized by the reaction of N,N'-bis(4-carboxysalicylidene)cyclohexanediamine (H4L) with [MnCl2·4(H2O)] and [Ln(NO3)3·x(H2O)] in the presence of dmf/pyridine at 90 °C. The polymers consist of manganese-salen-based moieties having carboxylate linkers connected to rare earth atoms in a 1D-chain structure. The polymers are very easily accessible. A one-step synthesis for the ligand and a second step for the preparation of the 1D coordination polymers starting from commercially available material are needed. The solid state structures of 1-4 were established by single-crystal X-ray diffraction. Compounds 1-4 were investigated as heterogeneous catalysts for the sulfoxidation reaction of various alkyl and aryl sulfides. The influence of various solvents and oxidizing agents on the catalytic reaction was examined. It was found that the catalysts were active for more than one reaction cycle without significant loss of activity. For phenylsulfide with 1 mol % of the catalyst 4, a maximum conversion 100% and a chemoselectivity 88% were observed.

127. Reactions of sulfinylated radicals. Stereoselectivity in six-membered rings

The allylation and deuteration of six-membered cyclic sulfinylated radicals were investigated. For this purpose, radicals with the predefined conformations I and I1 were generated from 2-(phenylselenenyl)thiacyclohexane-1-oxide derivatives 7-10 (Scheme).