68971-82-4 Usage
Description
4-tert-Butylcalix[8]arene is a large, bowl-shaped molecule composed of eight phenolic units connected by methylene bridges. It features eight tert-butyl groups attached to the upper rim, which provide steric hindrance and contribute to its unique properties. This calixarene derivative is known for its ability to form complexes with various guest molecules, making it a versatile building block for supramolecular chemistry.
Uses
Used in Supramolecular Chemistry:
4-tert-Butylcalix[8]arene is used as a host molecule for the formation of host-guest complexes with a variety of guest molecules, such as metal ions, organic molecules, and anions. Its ability to selectively bind and encapsulate guest molecules makes it a valuable tool in supramolecular chemistry for applications like molecular recognition, sensing, and drug delivery.
Used in Catalysts:
4-tert-Butylcalix[8]arene is used as a catalyst or catalyst support in various chemical reactions. Its cavity and functionalizable upper rim allow for the design of catalysts with specific selectivity and activity, making it useful in processes like esterification, transesterification, and hydrolysis.
Used in Separation Processes:
4-tert-Butylcalix[8]arene is used as a selective adsorbent or ionophore in separation processes, such as chromatography, membrane separation, and ion exchange. Its ability to selectively bind certain ions or molecules can be exploited to separate mixtures or purify specific components.
Used in Materials Science:
4-tert-Butylcalix[8]arene is used as a building block for the development of new materials with unique properties. Its ability to self-assemble and form complexes can be utilized to create supramolecular polymers, gels, and other functional materials with potential applications in areas like sensors, drug delivery, and nanotechnology.
Used in Starting Material for Derivatization:
4-tert-Butylcalix[8]arene serves as a starting material for further derivatization, including halogenation, acylation, and diazo coupling. These modifications can introduce new functional groups or alter the properties of the calixarene, expanding its potential applications and uses in various fields.
Purification Methods
The calixarene recrystallises from CHCl3 in fine colourless, glistening needles. It melts sharply between 400-401o and 411-412o depending on the sample and is sensitive to traces of metal ions. On TLC with silica gel (250\m thick) and elution with CHCl3/hexane (3:4) it has RF 0.75. The octa-acetate is prepared from 8g in Ac2O (50mL) and 2 drops of conc H2SO4 and refluxed for 2hours. On cooling, a colourless precipitate separates and is recrystallised from Ac2O (1.2g 48%) with m 353-354o. The (SiMe3)8 is prepared from 4-tert-butylcalix[8]arene (0.65g) in pyridine (4mL) with excess of hexamethyldisilazane (1mL) and trimethylchlorosilane (0.5mL) and refluxed under N2 for 2hours. Cool, evaporate the pyridine, triturate the gummy residue with MeOH. Chromatograph on silica gel using hexane/CH2Cl2 gave 0.5g (61%) with one spot on TLC. Recrystallise it from hexane/Me2CO to give colourless needles m 358-360o. [Gutsche et al. J Am Chem Soc 103 3782 1981, Gutsche & MuthuKrishnan J Org Chem 43 4905 1978, Gutsche & MuthuKrishnan J Org Chem 44 3962 1979, Andretti et al. J Chem Soc, Chem Commun 533 1981; see Kluawer in Calixarenes, Vicens & B.hner eds Academic Press 1991.]
Check Digit Verification of cas no
The CAS Registry Mumber 68971-82-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,8,9,7 and 1 respectively; the second part has 2 digits, 8 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 68971-82:
(7*6)+(6*8)+(5*9)+(4*7)+(3*1)+(2*8)+(1*2)=184
184 % 10 = 4
So 68971-82-4 is a valid CAS Registry Number.
InChI:InChI=1/C88H112O8/c1-81(2,3)65-33-49-25-51-35-66(82(4,5)6)37-53(74(51)90)27-55-39-68(84(10,11)12)41-57(76(55)92)29-59-43-70(86(16,17)18)45-61(78(59)94)31-63-47-72(88(22,23)24)48-64(80(63)96)32-62-46-71(87(19,20)21)44-60(79(62)95)30-58-42-69(85(13,14)15)40-56(77(58)93)28-54-38-67(83(7,8)9)36-52(75(54)91)26-50(34-65)73(49)89/h33-48,89-96H,25-32H2,1-24H3
68971-82-4Relevant articles and documents
Inclusion complexes of water-soluble calix[n]arenes with quercetin: preparation, characterization, water solubility, and antioxidant features
Ozyilmaz, Elif,Arpaci, Pembegul Uyar,Sayin, Serkan,Yildirim, Ayse,Ascioglu, Sebahat,Gok, Emine
, p. 201 - 209 (2022/01/20)
This study focuses on the construction of two new inclusion complexes of quercetin with p-sulfonatocalix[4]arene-tetracarboxylic acid and/or p-sulfonatocalix[8]arene-octacarboxylic acid, so that the drug gets soluble in an aqueous media. The structures of
Calix[8]arene-based Ni(II) complexes for electrocatalytic CO2 reduction
Reyes-Mata, Carlos A.,Castillo, Ivan
, (2020/03/30)
The electrochemical behavior and catalytic activity for the electroreduction of CO2 of complexes of Ni(II) containing phenanthroline-based ligands, with or without a calixarene scaffold, were tested. The complexes were characterized by spectroscopic techniques, and their electrocatalytic properties determined by cyclic voltammetry. With water as proton source the complex [(1,5-(2,9-dimethyl-1,10-phenanthro)-p-tert-butylcalix[8]arene)NiCl2] (1) presented a significant increase in current at E = ?2.36 V (relative to Ag/AgCl reference electrode) when reduced under an atmosphere of CO2, indicating that an electrocatalytic process occurs. Thus, calix[8]arenes that feature a phenanthroyl moiety as bidentate N-ligands, and an intramolecular proton source in the phenolic –OH groups, afford Ni(II) electrocatalysts for the reduction of CO2.
Calixarenes functionalised water-soluble iron oxide magnetite nanoparticles for enzyme immobilisation
Sayin, Serkan,Ozyilmaz, Elif,Oguz, Mehmet,Yusufoglu, Rüstem,Yilmaz, Mustafa
, p. 334 - 344 (2020/03/30)
In this study, we first used water-soluble iron oxide nanoparticles for Candida rugosa lipase immobilisation. Moreover, two new complexation phenomena of the prepared water-soluble Fe3O4 nanoparticles with an enzyme might address int