5342-83-6

Usage

Uses

Used in Pharmaceutical Industry:
p-Cresyl n-hexyl sulfide is used as a fragrance ingredient for its sweet, floral aroma, contributing to the sensory experience of various pharmaceutical products.
Used in Perfume Industry:
p-Cresyl n-hexyl sulfide is used as a fragrance ingredient due to its strong odor and sweet, floral scent, enhancing the appeal of perfumes and other scented products.
Used in Food Industry:
p-Cresyl n-hexyl sulfide is used as a flavoring agent in some food products, adding to the taste and aroma profile of these items.
Used in Research and Development:
p-Cresyl n-hexyl sulfide is studied for its potential role in pharmaceuticals, particularly in the development of new drugs, as it is being explored for its medicinal benefits and applications.

InChI:InChI=1/C13H20S/c1-3-4-5-6-11-14-13-9-7-12(2)8-10-13/h7-10H,3-6,11H2,1-2H3

Upstream product

• 544-10-5 1-Chlorohexane 
• 106-45-6 para-thiocresol 
• 111-25-1 1-bromo-hexane 
• 103-19-5 di(p-tolyl) disulfide 
• 3839-35-8 4-methylbenzenesulfonic acid n-hexylester 
• 111-31-9 Hexanethiol 
• 624-31-7 4-tolyl iodide 
• 2307-12-2 S-hexyl ethanethioate 
• 106-38-7 para-bromotoluene 
• 110-54-3 hexane 
• 591-50-4 iodobenzene 
• 592-41-6 1-hexene 
• 941-55-9 4-toluenesulfonyl azide 

Downstream Products

• 148017-72-5 1-(hexylsulfinyl)-4-methylbenzene 
• 74320-07-3 1-(4-methylphenylsulfonyl)-hexane 

Relevant academic research and scientific papers

Polystyrene resin-supported CuI-cryptand 22 complex: a highly efficient and reusable catalyst for the formation of aryl–sulfur bonds in aqueous media

The air and moisture stable polystyrene resin-supported copper(I) iodide-cryptand-22 complex (PS-C22-CuI) behaves as an efficient and robust heterogeneous catalyst in the cross-coupling reaction of aryl halides and thiols in aqueous media. Moreover, the heterogeneous catalyst can be easily recovered by filtration and reused for five cycles without significant loss in activity.

Metal-free preparation of cycloalkyl aryl sulfides via di-tert-butyl peroxide-promoted oxidative C(sp3)-H bond thiolation of cycloalkanes

A concise thiolation of the C(sp3)-H bond of cycloalkanes with diaryl disulfides in the presence of the oxidant di-tert-butyl peroxide (DTBP) has been developed. This reaction, without using any metal catalyst, tolerates varieties of disulfides and cycloalkanes substrates, giving good to excellent chemical yields, and thus provides a useful approach to cycloalkyl aryl sulfides from unactivated cycloalkanes.

A general rhodium-catalyzed cross-coupling reaction of thiols with aryl iodides

The general procedure for the rhodium-catalyzed cross-coupling of thiols with aryl iodides is described. The catalytic system consists of 5 mol % of [RhCl(cod)]2 and 10 mol % of PPh3 as a ligand. A variety of aryl iodides reacted with thiols, giving aryl thioethers in good to excellent yields. It is important to note that the deactivated aryl iodides such as 4-iodoanisole is worked smoothly to provide the corresponding aryl thioethers in excellent yields. Functional groups such as free-amines, chloro, are all tolerated under the employed reaction conditions.

Synthesis of unsymmetrical sulfides using ethyl potassium xanthogenate and recyclable copper catalyst under ligand-free conditions

The synthesis of unsymmetrical sulfides has been achieved in good to excellent yields with inexpensive ethyl potassium xanthogenate via cross-coupling reaction using recyclable CuO nanoparticles under ligand-free conditions.The copper oxide nanoparticles can be recovered and reused up to five cycles without loss of activity.

One-pot synthesis of symmetrical and unsymmetrical aryl sulfides by Pd-catalyzed couplings of aryl halides and thioacetates

Aryl sulfides were obtained from the coupling reaction of S-aryl (or S-alkyl) thioacetates and aryl bromides in the presence of palladium catalyst. This reaction method enables the one-pot synthesis of symmetrical and unsymmetrical diaryl sulfides by employing potassium thioacetate with aryl iodides and aryl bromides.

Recyclable iron/graphite catalyst for c-s cross coupling of thiols with aryl halides under ligand-free conditions

A recyclable iron/graphite (Fe/Cg) catalyst for the efficient C-S cross-coupling of various iodoarenes with aromatic/aliphatic thiols has been developed under ligand-free conditions (26 examples, up to 99% yield). The catalyst can be easily recovered and recycled up to seven cycles without loss of activity. Georg Thieme Verlag Stuttgart.

Indium-catalyzed C-S cross-coupling of aryl halides with thiols

Indium-catalyzed C-S cross-coupling of aromatic and alkane thiols with aryl halides proceeds smoothly in the presence of In(OTf)3 (10 mol %), TMEDA (20 mol %), and KOH as a base in DMSO at 135 °C. When this protocol was utilized, a variety of thiols could be cross-coupled with aryl halides to afford the corresponding aryl sulfides in good to excellent yields.

Nano indium oxide as a recyclable catalyst for C-S cross-coupling of thiols with aryl halides under ligand free conditions

An efficient ligand-free C-S cross-coupling of aryl halides with aromatic/alkyl thiols has been developed using a catalytic amount of nanocrystalline indium oxide as a recyclable catalyst with KOH as the base in DMSO at 135 °C. A variety of aryl sulfides can be synthesized in excellent yields utilizing this protocol.

POLY-N-HETEROCYCLIC CARBENE TRANSITION METAL COMPLEXES AND N-HETEROCYCLIC CARBENE TRANSITION METAL COMPLEXES FOR CARBON-SULFUR AND CARBON-OXYGEN COUPLING REACTIONS

Methods for carbon-sulfur (C S) or carbon-oxygen (C-O) coupling reactions are provided. The methods involve the use of a transition metal complex comprising a heterocyclic carbene ligand complexed with a transition metal. Transition metal complexes comprising a heterocyclic carbene ligand complexed with nickel are also provided. The nickel heterocylic carbene complexes may be used for C-S or C-O coupling reactions.

The first N-heterocyclic carbene-based nickel catalyst for C-S coupling

We have developed the first N-heterocyclic carbene (NHC)-based transition metal catalysts for C-S coupling reactions. Ni-NHC catalysts showed good to excellent activities toward various aryl halides in C-S coupling reactions. The catalytic activities were greatly affected by the electronic and steric properties of the NHC ligands. The new catalysts were inexpensive, easy to synthesize, and environmentally friendly. They could be excellent candidates to replace Pd-organophosphanes for C-S coupling catalysis.