149775-71-3

Basic information

• Product Name: O(1),O(3)-BIS(ETHOXYCARBONYLMETHYL)-O(2),O(4)-DIMETHYL-P-TERT-BUTYLCALIX[4]ARENE
• Synonyms: O(1),O(3)-BIS(ETHOXYCARBONYLMETHYL)-O(2),O(4)-DIMETHYL-P-TERT-BUTYLCALIX[4]ARENE
• CAS NO: 149775-71-3
• Molecular Formula: C54H72O8
• Molecular Weight: 849.155
• Mol File: 149775-71-3.mol

Chemical Properties

• Melting Point: 162-164°C
• Boiling Point: 830°C at 760 mmHg
• Flash Point: 317.8°C
• Appearance: /
• Density: 1.06g/cm³
• Vapor Pressure: 1.05E-27mmHg at 25°C
• Refractive Index: 1.532
• CAS DataBase Reference: O(1),O(3)-BIS(ETHOXYCARBONYLMETHYL)-O(2),O(4)-DIMETHYL-P-TERT-BUTYLCALIX[4]ARENE(CAS DataBase Reference)
• NIST Chemistry Reference: O(1),O(3)-BIS(ETHOXYCARBONYLMETHYL)-O(2),O(4)-DIMETHYL-P-TERT-BUTYLCALIX[4]ARENE(149775-71-3)
• EPA Substance Registry System: O(1),O(3)-BIS(ETHOXYCARBONYLMETHYL)-O(2),O(4)-DIMETHYL-P-TERT-BUTYLCALIX[4]ARENE(149775-71-3)

Safety Data

• Hazardous Substances Data: 149775-71-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C54H72O8/c1-17-59-45(55)31-61-49-37-19-33-23-41(51(3,4)5)25-35(47(33)57-15)21-39-29-44(54(12,13)14)30-40(50(39)62-32-46(56)60-18-2)22-36-26-42(52(6,7)8)24-34(48(36)58-16)20-38(49)28-43(27-37)53(9,10)11/h23-30H,17-22,31-32H2,1-16H3

Upstream product

• 122406-45-5 24,26-dimethoxy-25,27-dihydroxy-5,11,17,23-tetra(4-tert-butyl)calix[4]arene 
• 105-36-2 ethyl bromoacetate 
• 1262336-92-4 5,11,17,23-tetra-tert-butyl-25,27-di(ethoxycarbonylmethoxy)-26,28-dihydroxycalix[4]arene 
• 74-88-4 methyl iodide 
• 623-48-3 ethyl iodoacetae 
• 157432-87-6 5,11,17,23-tetra-t-butyl-25,26,27,28-tetrahydroxycalix-4-arene 

Downstream Products

• 136157-98-7 5,11,17,23-tetra-tert-butyl-25,27-dicarboxymethoxy-26,28-dimethoxycalix[4]arene 

Relevant articles and documents

Turn on fluorescence strip based sensor for recognition of Sr2+ and CN? via lowerrim substituted calix[4]arene and its computational investigation

Fluorescence sensor L designed around a calix[4]arene scaffold, bearing two fluorogenic aminoquinoline moities, has been synthesized. It is found to be selective and sensitive towards Sr2+ and CN? over a wide range of cations and anions in a spectrofluorometric study in acetonitrile. The ion-binding property of L was monitored by fluorescence spectroscopy, UV–vis spectroscopy, ESI-MS, 1H NMR, FT-IR investigation and PXRD study. The host L shows a minimum detection limit which is 1.36 nM for Sr2+ and 1.23 nM for CN? having concentration range 5–120 nM and 5–115 nM respectively. The calculated binding constants for L:Sr2+ and L: CN? are respectively 8.859 × 108 M?1 and 8.574 × 108 M?1. Our host L has been utilised in formation of a user-friendly, affordable, and disposable paper-based analytical device (PAD) for rapid chemical screening of Sr2+ and CN? ion via single strip. Moreover, the optimization of probe L has also been done by the MOPAC-2016 software package using NM7 popular method resulting ?21.71 kcals/mol heat of formation and also determined the HOMO-LUMO energy band gap for L, L:Sr2+ and L: CN?. Further, molecular docking score has been calculated using HEX software. The applicability of our probe in real samples containing Sr2+ and CN? has also been checked by emission study with 94–99% recovery.

Single-step fluorescence recognition of As3+, Nd3+ and Br? using pyrene-linked calix[4]arene: application to real samples, computational modelling and paper-based device

A new fluorescence sensor, namely, TDPC, which is composed of a pyrene group connected to calix[4]arene as the fluorogenic unit, has been synthesized, characterized and analyzed with regard to its selective sensing ability for As3+ (0-150 nM), Nd3+ and Br? (0-120 nM), with detection limits of 11.53 nM, 0.65 nM and 11.25 nM, respectively. The binding constant (Ks) was found to be 7.842 × 108 M?1 for As3+, 6.877 × 108 M?1 for Nd3+ and 6.311 × 108 M?1 for Br?. Furthermore, we report an easy-to-use, low-cost and disposable paper-based sensing device for rapid chemical screening of As3+, Nd3+ and Br?. The device comprises a luminescent sensing probe embedded in a cellulose matrix in which resonance energy transfer seems to be the sensing mechanism. It opens up new opportunities for simple and fast screening in remote settings where sophisticated instrumentation is not always available. The MOPAC2016 software package was used to optimize TDPC using the well-established PM7 method, and the HOMO-LUMO energy band gap was calculated for TDPC and TDPC with structures based on As3+, Nd3+ and Br? ions. To determine the influence of different metal ions on TDPC, a molecular docking study was carried out using HEX software. Furthermore, to assess its analytical applicability, the prepared sensor was successfully used for the analysis of two different real samples (an industrial soil sample for Nd3+ and industrial waste water for As3+ and Br?) to validate the proposed method, with recoveries of ions of 95-99%.

Bis(spirolactam) 1,3-double-armed calix[4]arene compounds and their application as extractants for the determination of heavy metal ions

A number of double-armed calix[4]arene compounds, with proline-derived spirolactam ligating groups on the lower rim, have been synthesised and investigated as extractants of toxic heavy metal ions from aqueous solution. Pedersen's extraction technique was

A pyrenyl linked calix[4]arene fluorescence probe for recognition of ferric and phosphate ions

A pyrenyl linked calix[4]arene fluroionophore has been synthesized and used as a ditopic chemosensing ensemble for Fe3+ and H2PO 4- using emission spectra. The detection limit of the synthesized receptor was found to be 0.88 pM for Fe3+ and 1.11 pM for H2PO4-. Moreover, this probe has been applied for recognition of Fe3+ in blood serum and H2PO 4- in waste water.

Calorimetric investigation of nano-basket's binding

Eleven scaffolds of di-ionizable calix[4]arene conformers bearing two pendant groups of N-phenyl-sulfonyl carboxamides were synthesized and examined using isothermal titration calorimetry. The binding mechanisms of those conformers towards alkali metal ca

Synthesis and cation binding properties of fluorescent calix[4]arene derivatives bearing tryptophan units at the lower rim

The fluorescent peptidocalixarenes, 5,11,17,23-tetra-tert-butyl-25,26,27, 28-tetrakis(O-methyl-L-tryptophanylcarbonylmethoxy) calix[4]arene (1) and 5,11,17,23-tetra-tert-butyl-25,27-di(O-methyl)-26,28-bis(O-methyl-L- tryptophanylcarbonylmethoxy) calix[4]arene (2), were prepared by introducing tryptophan subunits at a lower calixarene rim. Coordination abilities of 1 and 2 towards Eu(III) and alkali metal cations were studied by spectrophotometric, spectrofluorimetric, conductometric and potentiometric titrations in acetonitrile at 25°C. Rather strong complexation was observed for smaller alkali metal cations Li+ and Na+ (logKLi1 > 6, log KLi2 > 6, log KNa1 = 8.25, logKNa2 = 6.94), and moderate for K+ (logKK1 = 5.09, log K K2 = 4.09). Larger Rb+ and Cs+ cations did not fit in the ion binding site of 1 so no complexation was detected, whereas the more flexible ligand 2 accommodated Rb+ cation (logKRb2 = 3.44). The fluorescence of 1 (λex = 280 nm, λem = 340 nm) was remarkably quenched by Eu(III). Stability constant of 1:1 (Eu3+:1) complex determined spectrofluorimetrically amounted to log KEu1 = 6.16.

1,3-Di-peptido-conjugates of calix[4]arene and its di-OCH3 derivatives: Synthesis, characterization and phosphate recognition

Novel double-armed peptido-conjugates of calix[4]arene have been developed on the lower rim of the macrocycle. The functional group pendants exhibit conformational bend through the involvement of 11-atom N-H...O hydrogen bond inscribed in a 14-atom O-H...

Preparation and sensor evaluation of a Pacman phthalocyanine

We report both the preparation and sensor evaluation of a new metal-free calixarene bridged binuclear phthalocyanine.