286-63-5

Basic information

• Product Name: 2,3-Hexanothiirane
• Synonyms: 1,2-Epithiocyclooctane;2,3-Hexanothiirane;9-Thiabicyclo[6.1.0]nonane;Cyclooctene sulfide
• CAS NO: 286-63-5
• Molecular Formula: C8H14 S
• Molecular Weight: 0
• Mol File: 286-63-5.mol
• Article Data: 19

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2,3-Hexanothiirane(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-Hexanothiirane(286-63-5)
• EPA Substance Registry System: 2,3-Hexanothiirane(286-63-5)

Safety Data

• Hazardous Substances Data: 286-63-5(Hazardous Substances Data)

Usage

Chemical compound

2,3-Hexanothiirane

Type

Cyclic sulfur-containing compound, thiolane

Common uses

Scent or flavoring agent in various products

Odor

Strong, pungent odor resembling garlic or onions

Applications

Production of flavors for food and beverages, perfumes, and cosmetics

Classification

Volatile organic compound

Potential hazards

Irritant to skin, eyes, and respiratory system

Handling

Should be handled with caution due to potential irritant properties

Upstream product

• 286-62-4 Cyclooctene oxide 
• 931-88-4 cis-Cyclooctene 

Relevant articles and documents

Attempts to Synthesize a Thiirane, Selenirane, and Thiirene by Dealkylation of Chalcogeniranium and Thiirenium Salts

Thiiranium salts [Ad2SR]+X? (5, 8, 9, 11, 12; X?=Tf2N? (Tf=CF3SO2), SbCl6?) and seleniranium salts [Ad2SeR]+X? (14, 16, 17, 23–25; X?=Tf2N?, BF4?, CHB11Cl11?, SbCl6?) are synthesized from strained alkene bis(adamantylidene) (1). The disulfides and the diselenides (Me3SiCH2CH2E)2 (4, 13), (tBuMe2SiCH2CH2E)2 (7, 22), and (NCCH2CH2E)2 (10, 15; E=S, Se) have been used. The thiirenium salts [tBu2C2SR]+X? (34) and [Ad2C2SR]+X? (35, 36) are prepared from the bis-tert-butylacetylene (2) and bis-adamantyl-acetylene (3) with R=Me3SiCH2CH2 and tBuMe2SiCH2CH2. Attempts to cleave off the groups Me3SiCH2CH2, tBuMe2SiCH2CH2, and NCCH2CH2 resulted in thiiranes 27, 30. No selenirane Ad2Se (33) is formed from seleniranium salts, instead cleavage to the alkene (1) and diselenide (13, 15) occurs. The thiirenium salt [Ad2C2SCH2CH2SiMe3]+Tf2N? (35) does not yield the thiirene Ad2C2S (37), the three-membered ring is cleaved, forming the alkyne (3) and disulfide (4). All compounds are characterized by ESI mass spectra, NMR spectra, and by quantum chemical calculations. Crystal structures of the salts 8, 12, 25, 17, 26, 36 and the thiiranes 27, 30 are presented.

A green method for solvent-free conversion of epoxides to thiiranes using NH4SCN in the presence of NiFe2O4 and MgFe2O4 magnetic nanocatalysts

Nickel and magnesium ferrite magnetic nanoparticles were fabricated and applied as efficient and reusable catalysts in the solvent-free conversion of various epoxides to the corresponding thiiranes with ammonium thiocyanate under oil bath (60°C) conditions. NiFe2O4 and MgFe2O4 nanoparticles can catalyze the reactions at short times in high to excellent yields. The catalysts can also be recovered easily using an external magnetic field and be reused four times without any significant loss of activity.

Magnetically separable nano CuFe2O4: an ef?cient and reusable heterogeneous catalyst for the green synthesis of thiiranes from epoxides with thiourea

The magnetically separable nano CuFe2O4 was prepared and used as an efficient heterogeneous catalyst for conversion of various epoxides to the corresponding thiiranes with thiourea in refluxing ethanol. The reactions were completed within 34?45 min to give thiiranes in 80?95% yields. The utilized nano CuFe2O4 can be reused for several times without losing its activity.