3386-35-4

Basic information

• Product Name: P-TOLUENESULFONIC ACID N-OCTYL ESTER
• Synonyms: N-OCTYL P-TOLUENESULFONATE;P-TOLUENESULFONIC ACID N-OCTYL ESTER;Toluenesulfonicacidoctylester;p-toluenesulfonicacidn-octylester95+%;4-Methylbenzenesulfonic acid octyl;4-Methylbenzenesulfonic acid octyl ester;Octyl p-toluenesulfonate;p-Toluenesulfonic acid octyl
• CAS NO: 3386-35-4
• Molecular Formula: C₁₅H₂₄O₃S
• Molecular Weight: 284.41
• Mol File: 3386-35-4.mol

Chemical Properties

• Boiling Point: 392.521 °C at 760 mmHg
• Flash Point: 191.19 °C
• Appearance: /
• Density: 1.06
• Refractive Index: 1.4950 to 1.4980
• CAS DataBase Reference: P-TOLUENESULFONIC ACID N-OCTYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: P-TOLUENESULFONIC ACID N-OCTYL ESTER(3386-35-4)
• EPA Substance Registry System: P-TOLUENESULFONIC ACID N-OCTYL ESTER(3386-35-4)

Safety Data

• Hazardous Substances Data: 3386-35-4(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
P-Toluenesulfonic acid N-octyl ester is used as a reagent in organic synthesis for its ability to catalyze reactions, facilitating the formation of desired products and improving the efficiency of the synthesis process.
Used in Solvent Applications:
As a solvent, P-Toluenesulfonic acid N-octyl ester is used for its capacity to dissolve a variety of organic compounds, making it suitable for use in various chemical processes and formulations.
Used in Dispersant Applications:
P-Toluenesulfonic acid N-octyl ester is used as a dispersant in different industries to improve the distribution and stability of mixtures, preventing the aggregation of particles and ensuring a uniform composition.
Used in Emulsifying Agent Applications:
In the role of an emulsifying agent, P-Toluenesulfonic acid N-octyl ester helps to stabilize emulsions by reducing the interfacial tension between immiscible liquids, allowing for the formation of stable mixtures in various applications across different industries.

Upstream product

• 98-59-9 p-toluenesulfonyl chloride 
• 87093-63-8 1-O-tert-butyldimethylsilyl-1,7-octanediol 
• 109529-06-8 7-[(tert-butyldimethylsilyl)oxy]heptanal 
• 126696-08-0 7-(tert-butyldimethylsilyloxy)heptan-1-ol 
• 629-30-1 1,7-heptandiol 
• 14246-16-3 trimethyl(oct-1-yloxy)silane 
• 455-16-3 p-toluenesulfonyl fluoride 
• 124-07-2 Octanoic acid 
• 111-25-1 1-bromo-hexane 
• 111-87-5 octanol 
• 4124-41-8 p-toluenesulfonylanhydride 
• 1806-54-8 tri-n-octyl phosphate 
• 104-15-4 toluene-4-sulfonic acid 
• 108-88-3 toluene 

Downstream Products

• 929-61-3 ethyl octyl ether 
• 123-29-5 ethyl pelargonate 
• 17404-29-4 1-(decan-2-yl)-4-methoxybenzene 
• 853052-50-3 1-octyl-4-phenyl-1H-[1,2,3]triazole 
• 112-05-0 nonanoic acid 
• 129715-25-9 N-(2-hydroxyethyl)-N,N-dimethyloctane-1-aminium 4-methylbenzenesulphonate 
• 1009089-58-0 1-octyl-5-phenyl-1H-[1,2,3]triazole 
• 17302-37-3 2,2-dimethyldecane 
• 1448529-82-5 1-O-(2',3',4',6'-tetra-O-benzyl-α-D-galactopyranosyl)-3,4-di-O-benzyl-2-O-(octyl)-D-ribo-1,2,3,4-octadecanetetrol 
• 2189-60-8 Octylbenzene 
• 19942-78-0 octyl thiocyanate 
• 112-14-1 n-octyl acetate 
• 111-85-3 n-chlorooctane 
• 929-56-6 1-methoxyoctane 

Relevant articles and documents

Cation and leaving group effects in isosorbide alkylation under microwave in phase transfer catalysis

We have studied cation, salt, leaving group effects and influence of catalyst under phase transfer catalysis conditions using concomitant microwave irradiation during di-n-octylation of isosorbide. A small amount of solvent was necessary to control temper

Red-light-mediated BartonMcCombie reaction

A red-light-mediated BartonMcCombie reaction is described, in which chlorophyll a is used as a photocatalyst and tris(trimethylsilyl)silane or Hantzsch ester is used as the hydrogen source. The reaction can be performed with a set of easily available equipment and reagents, and a variety of linear and cyclic xanthates could be applied. In contrast to the traditional conditions, the reaction does not involve toxic organotin or an explosive radical initiator. The reaction mechanism was analyzed both by experiments and computation, and it was suggested that the radical chain mechanism initiated by excitation of complex followed by charge transfer is likely to be operative.

Combinatorial discovery of thermoresponsive cycloammonium ionic liquids

This work demonstrated, for the first time, the combinatorial discovery and rational identification of small-molecule cycloammonium-based thermoresponsive ionic liquids that exhibit LCST phase transition and carry attractiveTcvalues in water.

Ionic liquid brush as an efficient and reusable heterogeneous catalytic assembly for the tosylation of phenols and alcohols in neat water

A very efficient and reusable heterogeneous ionic liquid brush assembly was developed. The catalyst exhibits high catalytic activity for the tosylation of phenols and alcohols in neat water. Moreover, the catalyst shows outstanding stability and reusability, and it can be simply and effectively recovered and reused five times without noticeable loss of catalytic activity.

Cobalt-Catalyzed Silylcarbonylation of Unactivated Secondary Alkyl Tosylates at Low Pressure

A catalytic preparation of silyl enol ethers from unactivated secondary alkyl tosylates is reported. An inexpensive cobalt catalyst is used under mild conditions with low pressures of carbon monoxide. Nucleophilic, anionic cobalt carbonyls facilitate the catalytic activation of a range of alkyl tosylates. The silylcarbonylation offers a practical approach to synthetically valuable silyl enol ethers from simple starting materials.

METAL OXIDE CATALYZED RADIOFLUORINATION

Inter alia, the first titania-catalyzed [18F]-radiofluorination in highly aqueous medium is provided. In embodiments, the method utilizes titanium dioxide, 1 : 1 acetonitrile- thexyl alcohol solvent mixture and tetrabutylammonium bicarbonate as a base. Radiolabeling may be directly performed with aqueous [18F]fluoride without the need for drying/azeotroping step, which reduces radiosynthesis time while keeping high fluoride conversion. The general applicability of the synthetic strategy to the synthesis of the wide range of PET probes from tosylated precursors is demonstrated.

Synthesis of structural analogues of hexadecylphosphocholine and their antineoplastic, antimicrobial and amoebicidal activity

Twelve derivatives of hexadecylphosphocholine (miltefosine) were synthesized to determine how the position and length of the alkyl chain within the molecule influence their biological activities. The prepared alkylphosphocholines have the same molecular formula as miltefosine. Activity of the compounds was studied against a spectrum of tumour cells, two species of protozoans, bacteria and yeast. Antitumour efficacy of some alkylphosphocholines measured up on MCF-7, A2780, HUT-78 and THP-1 cell lines was higher than that of miltefosine. The compounds showed antiprotozoal activity against Acanthamoeba lugdunensis and Acanthamoeba quina. Some of them also possess fungicidal activity against Candida albicans equal to miltefosine. No antibacterial activity was observed against Staphylococcus aureus and Escherichia coli. A difference in position of a long hydrocarbon chain within the structure with maximum efficacy was observed for antitumour, antiprotozoal and antifungal activity.

Titania-catalyzed radiofluorination of tosylated precursors in highly aqueous medium

Nucleophilic radiofluorination is an efficient synthetic route to many positron-emission tomography (PET) probes, but removal of water to activate the cyclotron-produced [18F]fluoride has to be performed prior to reaction, which significantly increases overall radiolabeling time and causes radioactivity loss. In this report, we demonstrate the possibility of 18F-radiofluorination in highly aqueous medium. The method utilizes titania nanoparticles, 1:1 (v/v) acetonitrile-thexyl alcohol solvent mixture, and tetra-n-butylammonium bicarbonate as a phase-transfer agent. Efficient radiolabeling is directly performed with aqueous [18F]fluoride without the need for a drying/azeotroping step to significantly reduce radiosynthesis time. High radiochemical purity of the target compound is also achieved. The substrate scope of the synthetic strategy is demonstrated with a range of aromatic, aliphatic, and cycloaliphatic tosylated precursors.

P-cymenesulphonyl chloride: A bio-based activating group and protecting group for greener organic synthesis

A bio-derived protecting/activating group has been synthesized by introducing a sulphonyl chloride group to the aromatic ring of p-cymene derived from citrus peel waste. The resulting p-cymenesulphonyl chloride was evaluated as an activating group by reacting with 1-octanol, 2-octanol, phenol and piperidine, and further reactions of the activated alcohols. The comparison to tosyl chloride demonstrates that the bio-based alternative can be effectively utilized as a direct replacement for the current fossil derived equivalent.

Ni-catalyzed carboxylation of unactivated primary alkyl bromides and sulfonates with CO2

A Ni-catalyzed carboxylation of unactivated primary alkyl bromides and sulfonates with CO2 at atmospheric pressure is described. The method is characterized by its mild conditions and remarkably wide scope without the need for air- or moisture-sensitive reagents, which make it a user-friendly and operationally simple protocol en route to carboxylic acids.