13910-18-4

Basic information

• Product Name: (decylsulfanyl)benzene
• Synonyms: (Decylsulfanyl)benzene; benzene, (decylthio)-; Decyl phenyl sulfide; n-Decyl(phenyl)sulfide
• CAS NO: 13910-18-4
• Molecular Formula: C₁₆H₂₆S
• Molecular Weight: 250.4426
• Mol File: 13910-18-4.mol
• Article Data: 18

Chemical Properties

• Boiling Point: 344.6°C at 760 mmHg
• Flash Point: 154.9°C
• Density: 0.93g/cm³
• Vapor Pressure: 0.000129mmHg at 25°C
• Refractive Index: 1.516
• CAS DataBase Reference: (decylsulfanyl)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: (decylsulfanyl)benzene(13910-18-4)
• EPA Substance Registry System: (decylsulfanyl)benzene(13910-18-4)

Safety Data

• Hazardous Substances Data: 13910-18-4(Hazardous Substances Data)

Upstream product

• 112-29-8 1-bromo dodecane 
• 108-98-5 thiophenol 
• 4551-15-9 phenylthiotrimethylsilane 
• 591-50-4 iodobenzene 
• 143-10-2 decylthiol 
• 2050-77-3 Iododecane 
• 100-68-5 methyl-phenyl-thioether 
• 161742-26-3 S-decyl thiobenzoate 
• 108-95-2 phenol 
• 111-88-6 Octanethiol 
• 112445-70-2 2-(phenylthio)acetic acid phenyl ester 
• 17277-58-6 methyl (phenylsulfanyl)acetate 
• 882-33-7 diphenyldisulfane 
• 108-86-1 bromobenzene 

Downstream Products

• 96550-93-5 (decane-1-sulfonyl)benzene 
• 89665-62-3 ((R)-Decane-1-sulfinyl)-benzene 
• 131513-76-3 α-Chlorodecyl phenyl sulfide 
• 17712-09-3 (Decane-1-sulfinyl)-benzene 
• 102589-74-2 4-Decylmercapto-benzophenon 
• 119010-67-2 (1-But-3-enyloxy-decylsulfanyl)-benzene 
• 119010-69-4 [1-((E)-5-Hexyloxy-pent-3-enyloxy)-decylsulfanyl]-benzene 
• 119010-73-0 (1-Allyloxy-decylsulfanyl)-benzene 
• 18414-75-0 n-decyltrimethylsilane 

Relevant articles and documents

Rh(I)-Catalyzed Intramolecular Decarbonylation of Thioesters

Decarbonylative synthesis of thioethers from thioesters proceeds in the presence of a catalytic amount of [Rh(cod)Cl]2 (2 mol %). The protocol represents the first Rh-catalyzed decarbonylative thioetherification of thioesters to yield valuable thioethers. Notable features include the absence of phosphine ligands, inorganic bases, and other additives and excellent group tolerance to aryl chlorides and bromides that are problematic using other metals to promote decarbonylation. Gram scale synthesis, late-stage pharmaceutical derivatization, and orthogonal site-selective cross-couplings by C-S/C-Br cleavage are reported.

Alkyl Sulfides as Promising Sulfur Sources: Metal-Free Synthesis of Aryl Alkyl Sulfides and Dialkyl Sulfides by Transalkylation of Simple Sulfides with Alkyl Halides

A site-selective metal-free dealkylative approach to synthesize aryl alkyl and symmetrical dialkyl sulfides has been developed. This procedure is convenient and has wide functional group tolerance giving rise to sulfides carrying various alkyl chains from simple alkyl sulfides and alkyl halides in good to excellent yields. This transalkylation proceeds by an ionic mechanism via sulfonium intermediates and it was proposed that dimethylacetamide (DMAC) may participate in part to promote the reaction.

Indium-Catalyzed Reductive Sulfidation of Esters by Using Thiols: An Approach to the Diverse Synthesis of Sulfides

A new reductive preparation of unsymmetrical sulfides from esters and thiols in the presence of InI3 and either 1,1,3,3-tetramethyldisiloxane (TMDS) or PhSiH3 as the reductant was developed. This protocol was applied to not only benzoic acid esters that have a methoxy, methyl, chloro, bromo, iodo, or trifluoromethyl group on the aromatic ring but also aliphatic acid esters with either aromatic or aliphatic thiols. A reaction mechanism is proposed by using Hammett plot results and several control experiments. The reductive preparation of unsymmetrical sulfides from esters and thiols by using InI3 and either 1,1,3,3-tetramethyldisiloxane (TMDS) or PhSiH3 was developed. Several mechanistic studies support that the present transformation proceeds through O,S-and S,S-acetals as the reaction intermediates. TMDS = 1,1,3,3-tetramethyldisiloxane, R = aliphatic group.