13910-15-1

Basic information

• Product Name: (heptylsulfanyl)benzene
• Synonyms: (Heptylsulfanyl)benzene; benzene, (heptylthio)-; Heptyl phenyl sulfide
• CAS NO: 13910-15-1
• Molecular Formula: C₁₃H₂₀S
• Molecular Weight: 208.3629
• Mol File: 13910-15-1.mol

Chemical Properties

• Boiling Point: 295.464°C at 760 mmHg
• Flash Point: 128.495°C
• Density: 0.951g/cm³
• Vapor Pressure: 0.003mmHg at 25°C
• Refractive Index: 1.525
• CAS DataBase Reference: (heptylsulfanyl)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: (heptylsulfanyl)benzene(13910-15-1)
• EPA Substance Registry System: (heptylsulfanyl)benzene(13910-15-1)

Safety Data

• Hazardous Substances Data: 13910-15-1(Hazardous Substances Data)

Upstream product

• 629-04-9 1-Bromoheptane 
• 930-69-8 sodium thiophenolate 
• 108-98-5 thiophenol 
• 3238-98-0 3-phenylthio-1-bromopropane 
• 693-04-9 butyl magnesium bromide 
• 591-50-4 iodobenzene 
• 1639-09-4 heptanethiol 
• 108-90-7 chlorobenzene 
• 51048-30-7 (cyclohexylthio)trimethylsilane 
• 111-71-7 heptanal 
• 4282-40-0 1-Iodoheptane 
• 36219-92-8 1-heptenyl phenyl sulfide 
• 100-68-5 methyl-phenyl-thioether 
• 1212-08-4 S-Phenyl benzenethiosulfonate 

Downstream Products

• 96369-17-4 2-[3-(4-heptylsulfanyl-phenyl)-3-oxo-propyl]-1,1-dioxo-1,2-dihydro-1λ⁶-benzo[d]isothiazol-3-one 
• 661-11-0 1-fluoroheptane 
• 111-14-8 oenanthic acid 
• 189638-40-2 heptyl phenyl sulfoxide 
• 93147-13-8 3-chloro-1-(4-heptylsulfanyl-phenyl)-propan-1-one 

Relevant articles and documents

Cross-Coupling of Chloro(hetero)arenes with Thiolates Employing a Ni(0)-Precatalyst

A general and efficient Ni-catalyzed coupling of challenging aryl chlorides and in situ generated aliphatic and aromatic thiolates is described. The employed on-cycle, air-stable defined Ni precatalysts allow for transformation of a broad scope of substrates. A variety of functional groups and heterocyclic motifs as well as structurally varied thiols are tolerated at unprecedented moderate catalyst loadings and reaction temperatures. Depending on reaction conditions, aryl thiols can selectively undergo C-S or C-C couplings.

Enantioselective nitrene transfer to sulfides catalyzed by a chiral iron complex

Iron works: Enantioselective nitrene transfer to sulfide was accomplished by a chiral iron(III)/PyBOX catalyst (see scheme). Various sulfimides were thus obtained in high enantioselectivities and yields. Applications of this protocol to the syntheses of enantioenriched sulfoximines and an epoxide were also demonstrated. Copyright

Efficient recyclable CuI-nanoparticle-catalyzed S-arylation of thiols with aryl halides on water under mild conditions

CuI nanoparticles efficiently catalyzed the C-S cross coupling of aryl and alkyl thiols with aryl halides in the absence of ligands on water under mild conditions. A wide range of diaryl sulfides and aryl alkyl sulfides are synthesized in good to excellent yields utilizing this protocol. This procedure is particularly noteworthy given its mild conditions, avoiding the undesired formation of disulfides through oxidation of thiols. The recovery and successful reutilization of the catalyst is described. Furthermore, the directed synthesis of bisarylated product is presented. The Royal Society of Chemistry 2012.

A concise route to D-erythro-sphingosine from N-Boc-L-serine derivatives via sulfoxide or sulfone intermediates

Sulfoxide and sulfone intermediates 7 and 15, respectively, were employed to synthesize synthons 3 and 4, which are readily converted to the naturally occurring (2S,3R,4(E))-sphingosine 1 and (2S,3R)-sphinganine 2.

Novel Generation of Arylsulfenium Ion Intermediates and Efficient Aromatic Arylthiolation by the Intermediates

Reactions of hydrazoic acid and alkyl azides with alkyl aryl sulfide in trifluoroacetic acid containing trifluoromethanesulfonic acid or H2SO4 proceeded through an S-arylaminosulfonium ion and a protonated S-arylsulfenamide, giving efficiently 4-alkylthiophenyl aryl sulfide via an arylsulfenium ion interacting with both the counter-anion and the unshared electron pair of the amine.The use of the S-arylsulfenamide instead of the azides also afforded the above product by aromatic arylthiolation in a good yield via the sulfenium ion along with its ortho-isomer, diaryl disulfide and diaryl sulfide.The formation of the sulfenium ion was demonstrated by the effect of the counter-anion, the amine, the aryl substituent of the sulfenamide and the solvent nucleophilicity.We ruled out the possibility that the arylthiolation occurs via an arylthiyl radical and an aminium radical from the sulfenamide and by direct reaction of the protonated sulfenamide with alkyl aryl sulfides.

THE DIMESITYLBORON GROUP IN ORGANIC SYNTHESIS, IX. A MOST UNUSUAL REACTION : ELECTROPHILIC ATTACK ON SULPHUR IN α-THIOCARBANIONS.

Predominant alkylation of a boron-stabilised carbanion containing an α-phenylthio group is unprecedentedly on sulphur rather than carbon.Even in lithium phenylthiomethane a similar effect can be observed, its importance being solvent dependant.

TITANIUM TETRACHLORIDE PROMOTED REDUCTION OF ALKENYL SULFIDES USING TRIETHYLSILANE AS A REDCING AGENT

Alkenyl sulfides were reduced to the corresponding alkyl sulfides with triethylsilane in the presence of titanium tetrachloride in good yields.The reduction proceeds via -phenylthio-alkyltitanium intermediate.