115421-52-8

Basic information

• Product Name: 5,11,17,23-TETRAKIS-DIMETHYLAMINOMETHYLCALIX[4!ARENE
• Synonyms: Pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(25),3,5,7(28),9,11,13(27),15,17,19(26),21,23-dodecaene-25,26,27,28-tetrol, 5,11,17,23-tetrakis[(dimethylamino)methyl]-
• CAS NO: 115421-52-8
• Molecular Formula: C₄₀H₅₂N₄O₄
• Molecular Weight: 588.879
• Mol File: 115421-52-8.mol

Chemical Properties

• Melting Point: 158-162°C
• Boiling Point: 710.1±60.0 °C(Predicted)
• Appearance: /
• Density: 1.182±0.06 g/cm3(Predicted)
• PKA: 9.22±0.20(Predicted)
• CAS DataBase Reference: 5,11,17,23-TETRAKIS-DIMETHYLAMINOMETHYLCALIX[4!ARENE(CAS DataBase Reference)
• NIST Chemistry Reference: 5,11,17,23-TETRAKIS-DIMETHYLAMINOMETHYLCALIX[4!ARENE(115421-52-8)
• EPA Substance Registry System: 5,11,17,23-TETRAKIS-DIMETHYLAMINOMETHYLCALIX[4!ARENE(115421-52-8)

Safety Data

• Hazardous Substances Data: 115421-52-8(Hazardous Substances Data)

Usage

Chemical Properties

white to light yellow microcrystalline powder

Upstream product

• 108-95-2 phenol 
• 98-54-4 para-tert-butylphenol 
• 157432-87-6 5,11,17,23-tetra-t-butyl-25,26,27,28-tetrahydroxycalix-4-arene 
• 50-00-0 formaldehyd 
• 248590-47-8 25,26,27,28-tetrakis(hydroxy)calix[4]arene 
• 124-40-3 dimethyl amine 

Downstream Products

• 115421-67-5 5,11,17,23-tetrakis(cyanomethyl)-25,26,27,28-tetrakis<(p-tolylsulfonyl)oxy>calix<4>arene 
• 115421-66-4 5,11,17,23-tetrakis(cyanomethyl)-25,26,27,28-tetrakis<<(p-bromophenyl)sulfonyl>oxy>calix<4>arene 
• 157162-88-4 5,11,17,23-Tetrakis<(benzyloxy)methyl>-25,26,27,28-tetrahydroxycalix<4>arene 
• 170940-00-8 5,11,17,23-Tetrakis<(propargyloxy)methyl>-25,26,27,28-tetrakis(benzyloxy)calix<4>arene 

Relevant articles and documents

Hg(II) selective complexation by chromoionophoric Calix[4]arene derivative

The present article describes an exploration regarding Hg(II) selective complexation behavior of 5,11,17,23- tetrakis[(N,N-dimethylamino)methyl]-25,26, 27,28- tetrahydroxycalix[4]arene (4). The binding affinity of 4 toward selected transition metal ions such as Cd(II), Co(II), Cu(II), Hg(II), Ni(II), Pb(II) and Zn(II) have been investigated by UV-visible and fluorescence spectroscopic techniques. From the results it has been noticed that 4 confers a pronounced preference for Hg(II) in complexation phenomenon even in the presence of other metal ions. The results of Job's plot analysis reveal 1:1 host-guest complex formation between Hg(II) and 4. The FT-IR spectroscopy also supports the complexation affinity of 4 for Hg(II). Springer Science+Business Media, LLC 2011.

Preparation of calix[4]arene-embedded polysulphone membranes, and utilisation of its Cr(VI) transport efficiency

In this study, a tetramine-substituted calix[4]arene derivative, which was synthesised from calix[4]arene by treatment with dimethylamine in one step via Mannich reaction, was used to fabricate a new calix[4]arene-embedded polysulphone membrane (calix@membrane). Its structure and surface morphology were determined using thermogravimetric analysis and scanning electron microscopy, and elemental analysis techniques. Moreover, a Donnan dialysis system was employed to investigate Cr(VI) transport efficacy of calix@membrane at different pH values. Results showed that calix@membrane represented a promising transport capability for HCr2O7 ? due to their efficient complexation behaviour.

New efficient synthetic pathways to tetrakis{p-[(diethylphosphono)methyl]} calix[4]arene

Various operating conditions have been applied on tetrakis[p- (halogenomethyl)]- and tetrakis[p-(aminomethyl)]calix[4]arene derivatives to improve the synthesis of the 5,11,17,23-tetrakis[(diethylphosphono)methyl]-25, 26,27,28-tetrahydroxycalix[4]arene. Two new, high yield, synthetic pathways have been selected, involving, for the first one, the 25,26,27,28-tetrahydroxy-5,11, 17,23-tetrakis[(trimethylamino)methyl]calix[4]arene, tetraiodide, DMF, and 10 equiv. of triethyl phosphite ((EtO)3P), and, for the other one, the 5,11,17,23-tetra(bromomethyl)-25,26,27,28-tetrahydroxycalix[4]arene, CH 2Cl2, and only 4 equiv. of (EtO)2P. Copyright

SILVANOLS: WATER-SOLUBLE CALIXARENES

The synthesis of calixarenes possessing a water-solubilizing arborol surface on the upper rim is reported.The "cone" isomer for calixarene 5a is confirmed by X-ray crystal data.

Differential recognition of d and l-alanine by calix[4]arene amino derivative

Biomolecules that exist in two enantiomeric forms are generally characterized by their physiological action, e.g. l-alanine is a physiological active form of an essential amino acid. The recognition/separation of one of the enantiomers is an important task as they are used as food supplement or pharmacological products where essentially pure enantiomeric forms are required. Therefore, the quantitation of undesirable enantiomers in drug raw material is the challenging task for pharmacists and chemists. Present study demonstrates the differential recognition of l-alanine amino acid by 5,11,17,26-tetrakis-[(N, N-dimethylamino)methyl]-25,26,27,28-tetrahydroxy-calix[4]arene (3). Another characteristic feature of this study is the use of methyl orange as a UV-visible spectrophotometric probe for the determination of stability constant of host-guest inclusion complexes by adopting competitive inclusion method and 1:1 complexation ratio was confirmed by Benesi-Hildebrand equation. Thermodynamics of the recognition have been evaluated that provided the significant distinction for both isomers, i.e. d and l-alanine and it has been deduced that compound 3 may be employed in chromatographic columns for their separation. Thus, the study provides a broad spectrum of its applications in varying fields of analytical and pharmaceutical science. Springer Science+Business Media Dordrecht 2012.