102088-39-1

Basic information

• Product Name: 4-SULFOCALIX[6]ARENE
• Synonyms: HEXASULFO(HEXAHYDROXY)CALIX[6]ARENE;HEXAHYDROXYCALIX[6]ARENEHEXASULFONIC ACID;4-SULFOCALIX[6]ARENE;4-SULFONIC CALIX[6]ARENE;4-SULPHONIC-CALIX[6]ARENE;CALIX(6)ARENE-P-SULFONIC ACID;4-SULFOCALIX[6]ARENE (CONTAINS CA.15% WATER);4-Sulfonic-calix6üarene hydrate
• CAS NO: 102088-39-1
• Molecular Formula: C₄₂H₃₆O₂₄S₆
• Molecular Weight: 1117.11
• Mol File: 102088-39-1.mol
• Article Data: 11

Chemical Properties

• Melting Point: 246°C (dec.)
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.786 g/cm³
• Refractive Index: 1.721
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: -1.04±0.20(Predicted)
• Water Solubility: Soluble in water.
• BRN: 5231405
• CAS DataBase Reference: 4-SULFOCALIX[6]ARENE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-SULFOCALIX[6]ARENE(102088-39-1)
• EPA Substance Registry System: 4-SULFOCALIX[6]ARENE(102088-39-1)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36
• Hazardous Substances Data: 102088-39-1(Hazardous Substances Data)

Usage

Description

4-SULFOCALIX[6]ARENE, with the chemical abstracts service (CAS) number 102088-39-1, is a type of calixarene that is characterized by its unique structure and functional properties. It is a macrocyclic compound with six phenolic units connected by methylene bridges, and it features six sulfonate groups that provide it with a high affinity for binding with certain molecules. This characteristic makes it a versatile molecule with potential applications in various fields.

Uses

Used in Chemical Warfare Agent Decontamination:
4-SULFOCALIX[6]ARENE is used as a chelating agent for the organophosphorus nerve agent soman (GD) and commonly-used nerve agent simulants. Its high affinity for binding with these agents allows it to effectively neutralize their toxic effects, making it a valuable tool in the decontamination of chemical warfare agents.
Used in Environmental Remediation:
Due to its ability to form stable complexes with various metal ions, 4-SULFOCALIX[6]ARENE can be used in environmental remediation processes to remove heavy metal contaminants from water and soil. This application helps to protect ecosystems and human health from the harmful effects of heavy metal pollution.
Used in Analytical Chemistry:
4-SULFOCALIX[6]ARENE can be employed as a selective receptor or sensor in analytical chemistry for the detection and quantification of specific analytes. Its ability to form complexes with certain molecules makes it a useful tool for developing sensors and assays for environmental monitoring, medical diagnostics, and other applications.
Used in Supramolecular Chemistry:
In the field of supramolecular chemistry, 4-SULFOCALIX[6]ARENE serves as a building block for the construction of more complex molecular architectures. Its ability to form non-covalent interactions with other molecules allows it to be used in the design of self-assembling systems, molecular machines, and other advanced materials.
Used in Drug Delivery Systems:
4-SULFOCALIX[6]ARENE can be utilized in drug delivery systems to improve the solubility, stability, and bioavailability of therapeutic agents. Its ability to form complexes with drug molecules can enhance their delivery to target sites, potentially leading to more effective treatments with fewer side effects.

InChI:InChI=1/C42H36O24S6/c43-37-19-1-20-8-32(68(52,53)54)10-22(38(20)44)3-24-12-34(70(58,59)60)14-26(40(24)46)5-28-16-36(72(64,65)66)18-30(42(28)48)6-29-17-35(71(61,62)63)15-27(41(29)47)4-25-13-33(69(55,56)57)11-23(39(25)45)2-21(37)9-31(7-19)67(49,50)51/h7-18,43-48H,1-6H2,(H,49,50,51)(H,52,53,54)(H,55,56,57)(H,58,59,60)(H,61,62,63)(H,64,65,66)

Upstream product

• 96107-95-8 calix[6]arene 
• 189832-67-5 5,11,17,23,29,35-hexakis(tert-butyl)-37,38,39,40,41-hexakis(hydroxy)calix[6]arene 
• 98-54-4 para-tert-butylphenol 

Relevant articles and documents

Br?nsted acidic magnetic nano-Fe3O4-adorned calix[n]arene sulfonic acids: Synthesis and application in the nucleophilic substitution of alcohols

Three magnetically recoverable Br?nsted acidic calix[n]arene derivatives were successfully constructed by immobilizing calix[n]arene sulfonic acids onto silica-coated magnetic nanoparticles, a process, which allows calix[n]arene derivatives to acquire magnetic properties. All of the magnetically recoverable Br?nsted acidic calix[n]arenes efficiently catalyze the coupling of electron-rich arenes with some alcohols in water. After separation and recovery from the reaction mixture by a simple magnet, these Br?nsted acidic calix[n]arenes can be recycled many times without losing their catalytic activity.

Insights into the structure of the supramolecular amphiphile formed by a sulfonated calix[6]arene and alkyltrimethylammonium surfactants

In this work, we have studied the interactions between the water-soluble p-sulfonatocalix[6]arene and cationic surfactants octyltrimethylammonium bromide below the cmc and dodecyltrimethylammonium bromide above the cmc, by saturation transfer difference (STD) NMR spectroscopy. From the STD build-up curves, we have obtained the T1 independent cross relaxation rates, and the results show that the interactions established between the cationic headgroup of the surfactant and the OMe group of the macrocycle play an important role in the stabilization of the complex, both below and above the cmc.

P-Sulfonic acid calix[n]arenes as homogeneous and recyclable organocatalysts for esterification reactions

Esterification yields were significantly improved using calix[n]arenes catalysts under simple conditions. p-Sulfonic acid calix[4]arene and p-sulfonic acid calix[6]arene were powerful organocatalysts in several esterification reactions, which showed activity comparable or even superior to other well-established acids catalysts, such as, sulfuric acid, p-toluenesulfonic acid, and p-hydroxybezenesulfonic acid described in the literature.

Synthesis and investigation of catalytic affinities of water-soluble amphiphilic calix[n]arene surfactants in the coupling reaction of some heteroaromatic compounds

Six water-soluble calix[n]arene-based Br?nsted acid-type catalysts with amphiphilic groups were successfully synthesized by incorporating sulfonic acid moieties. Their structures were characterized using FTIR,1H NMR,13C NMR, APT-NMR, and elemental analysis techniques. Moreover, their catalytic capabilities were evaluated in the coupling reaction of 2-methylfuran and/or N-methylindole with some sec-alcohols in aqueous media. The association of their surfactant abilities, and the effects of water amount used and reaction durations on the catalytic activities of these amphiphilic calix[n]arene derivatives were also investigated. Observations indicated that these amphiphilic calix[n]arene catalysts exhibited high catalytic activities in the coupling reactions of 2-methylfuran and N-methylindole with some alcohols in water.

Calix[n]arenes: Active organocatalysts for the synthesis of densely functionalized piperidines by one-pot multicomponent procedure

An efficient, suitable and high yielding method has been developed for the synthesis of different densely functionalized piperidine derivatives via pseudo-five component, one-pot domino reaction through a combination of β-ketoesters, aromatic aldehydes, and various amines using p-sulfonic acid calix[n]arenes as catalysts. The reaction was carried out in refluxing methanol, affording very good yields of the expected piperidine. Atomic economy, environmentally benign procedure, reuse of catalysts, and short reaction time are some of the important features of this protocol.