65842-42-4

Basic information

• Product Name: Octanethioic acid, S-phenyl ester
• CAS NO: 65842-42-4
• Molecular Formula: C14H20OS
• Molecular Weight: 236.378
• Mol File: 65842-42-4.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: Octanethioic acid, S-phenyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Octanethioic acid, S-phenyl ester(65842-42-4)
• EPA Substance Registry System: Octanethioic acid, S-phenyl ester(65842-42-4)

Safety Data

• Hazardous Substances Data: 65842-42-4(Hazardous Substances Data)

Upstream product

• 124-07-2 Octanoic acid 
• 108-98-5 thiophenol 
• 87742-51-6 oct-1-yn-1-yl(phenyl)sulfane 
• 629-05-0 n-octyne 
• 121037-33-0 diisopropyl B-1-octynylboronate 
• 100-68-5 methyl-phenyl-thioether 
• 13910-16-2 n-octylsulfanylbenzene 
• 79597-48-1 1-cyclohexenylmethyl phenyl sulfide 
• 56819-74-0 methyl phenyl sulfide α-carbanion 
• 5285-87-0 phenyl thiocyanate 
• 100693-33-2 1-cyclohexene 
• 111-64-8 n-octanoic acid chloride 
• 83818-59-1 1,1-dichloro-1-(phenylthio)octane 
• 13464-19-2 phenyl chlorothioformate 

Downstream Products

• 124-07-2 Octanoic acid 
• 5463-82-1 2-methyl-3-decanone 
• 818-23-5 8-Pentadecanon 
• 19780-10-0 dodecan-5-one 
• 68117-65-7 Trimethyl-((E)-1-phenylsulfanyl-oct-1-enyloxy)-silane 

Relevant articles and documents

Production of dynamic lipid bilayers using the reversible thiol-thioester exchange reaction

Thiol lysolipids undergo thiol-thioester exchange with two phenyl thioester-functionalized tails to produce phospholipid structures that assemble into liposomes with differences in exchange rates, temperature sensitivity, permeability, and continued excha

Fast and highly chemoselective alkynylation of thiols with hypervalent iodine reagents enabled through a low energy barrier concerted mechanism

Among all functional groups, alkynes occupy a privileged position in synthetic and medicinal chemistry, chemical biology, and materials science. Thioalkynes, in particular, are highly useful, as they combine the enhanced reactivity of the triple bond with a sulfur atom frequently encountered in bioactive compounds and materials. Nevertheless, general methods to access these compounds are lacking. In this article, we describe the mechanism and full scope of the alkynylation of thiols using ethynyl benziodoxolone (EBX) hypervalent iodine reagents. Computations led to the discovery of a new, three-atom concerted transition state with a very low energy barrier, which rationalizes the high reaction rate. On the basis of this result, the scope of the reaction was extended to the synthesis of aryl- and alkyl-substituted alkynes containing a broad range of functional groups. New sulfur nucleophiles such as thioglycosides, thioacids, and sodium hydrogen sulfide were also alkynylated successfully to lead to the most general and practical method yet reported for the synthesis of thioalkynes.

Acid-Catalyzed Regioselective Acylation of α-Silylallylic Sulfides and Its Application to a Novel Cyclopentannelation and Furan Annelation

Introduction of a silyl group at the α-position of allylic sulfides, followed by the aluminum chloride-catalyzed reaction of the resulting α-silylallylic sulfides with acid chlorides resulted in regioselective acylation at the γ-position of the allylic system to give γ-acylated vinylic sulfides, chemically equivalent to 1,4-dicarbonyl compounds.Heating of the products in refluxing benzene with an equimolar amount of p-toluenesulfonic acid produced 2-cyclopentanone derivatives.Treatment of the acylated products with an equimolar amount of concentrated sulfuric acid gave α-phenylthiofuran derivatives.These procedures provide a novel method for cyclopentannelation and furan annelation.Keywords - α-silylallylic sulfide; acid chloride; aluminum chloride; acid-catalyzed acylation; vinylic sulfide; 2-cyclopentanone; α-phenylthiofuran; furan; cyclopentannelation; furan annelation