129518-51-0

Basic information

• Product Name: 4-TERT-BUTYL-CALIX[4]ARENE-CROWN-6-COMPLEX
• Synonyms: 4-TERT-BUTYL-CALIX[4]ARENE-CROWN-6-COMPLEX;4-TERT-BUTYLCALIX(4)-CROWN-6;4-TERT-BUTYL-CALIX[4]ARENE-CROWN-6-COMPLEX 95%;4-tert-Butyl-calix[4]arene-crown-6-complex,95%
• CAS NO: 129518-51-0
• Molecular Formula: C₅₄H₇₄O₈
• Molecular Weight: 680.91
• Mol File: 129518-51-0.mol

Chemical Properties

• Melting Point: 229-231 °C
• Boiling Point: 757.54°C (rough estimate)
• Appearance: /
• Density: 0.9529 (rough estimate)
• Refractive Index: 1.6000 (estimate)
• PKA: 9.97±0.20(Predicted)
• CAS DataBase Reference: 4-TERT-BUTYL-CALIX[4]ARENE-CROWN-6-COMPLEX(CAS DataBase Reference)
• NIST Chemistry Reference: 4-TERT-BUTYL-CALIX[4]ARENE-CROWN-6-COMPLEX(129518-51-0)
• EPA Substance Registry System: 4-TERT-BUTYL-CALIX[4]ARENE-CROWN-6-COMPLEX(129518-51-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26
• Hazardous Substances Data: 129518-51-0(Hazardous Substances Data)

Usage

Chemical Properties

white to almost white fine crystalline powder

Upstream product

• 157432-87-6 5,11,17,23-tetra-t-butyl-25,26,27,28-tetrahydroxycalix-4-arene 
• 41024-91-3 penta(ethylene glycol) bis(p-toluenesulfonate) 
• 109789-39-1 pentaethylene glycol dimesylate 
• 57602-02-5 1,14-dibromo-3,6,9,12-tetraoxatetradecane 
• 76871-59-5 1,14-diiodo-3,6,9,12-tetraoxatetradecane 

Relevant articles and documents

Chelation of heavy group 2 (radio)metals by p-tert-butylcalix[4]arene-1,3-crown-6 and logK determination via NMR

A crown-bridged calix[4]arene scaffold was investigated as lead compound for the ligation of heavy alkaline earth metals such as strontium and barium, which appear to be useful for radiopharmaceutical applications in diagnosis as well as in radiotherapy. In particular barium, due to its chemical similarities, could serve as a surrogate for radium, a metal of high radiopharmaceutical interest. The ability of p-tert-butylcalix[4]arene-1,3-crown-6 (1) in particular to chelate cations, such as group 1 and 2 metal ions or ammonium ions is well known. Also, the manifold possibilities of structural modification on the upper- and lower-rim as well as on the crown itself produce properties that may lead to a highly selective and effective chelating agent. In this work, titration experiments of the perchlorate salts of Ba2+, Sr2+ and Pb2+ with ligand 1 were performed to determine their stability constants (logK = 4.7, 4.3, and 3.3, respectively) by 1H NMR measurements in acetonitrile-d3.

Synthesis, and X-Ray Crystal and Molecular Structure of a Novel Macrobicyclic Ligand: Crowned p-t-Butyl-calixarene

Capping of p-t-butyl-calixarene (1a) with pentaethylene glycol ditoluene-p-sulphonate and ButOK in benzene leads to the first member of a new class of macrobicyclic crown compounds (2), which possess two cavities (one hydrophilic and one lipophilic) and two additional, ionizable binding sites.

Synthesis of Ionizable Calix[4]arenes for Chelation of Selected Divalent Cations

Two sets of functionalised calix[4]arenes, either with a 1,3-crown ether bridge or with an open-chain oligo ether moiety in 1,3-position were prepared and further equipped with additional deprotonisable sulfonamide groups to establish chelating systems for selected cations Sr2+, Ba2+, and Pb2+ ions. To improve the complexation behaviour towards these cations, calix[4]arenes with oligo ether groups and modified crowns of different sizes were synthesized. Association constants were determined by UV/Vis titration in acetonitrile using the respective perchlorate salts and logK values between 3.2 and 8.0 were obtained. These findings were supported by the calculation of the binding energies exemplarily for selected complexes with Ba2+.

Facile synthesis of cone p-tert-butylcalix[4]arene-crown conformers

The series of p-tert-butylcalix[4]arene-crowns in the cone conformation was synthesised in high yields under conditions producing disubstituted calix[4]arenes in the presence of K2CO3 in acetonitrile; the formation of calix-bis(crown)s and doubly(calix)-doubly(crown) in these reactions was established.

Proton di-ionizable p-tert-butylcalix[4]arene-crown-6 compounds in cone, partial-cone and 1,3-alternate conformations: Synthesis and alkaline earth metal cation extraction

Novel proton di-ionizable p-tert-butylcalix[4]arene-crown-6 compounds in cone, partial-cone and 1,3-alternate conformations are synthesized to compare the efficiency and selectivity with which they extract alkaline earth metal ions. In these ligands, a cr

Complexation of alkali metal cations by conformationally rigid, stereoisomeric calix[4]arene crown ethers: A quantitative evaluation of preorganization

Selective bridging of p-tert-butylcalix[4]arene (1) with tetra-and pentaethylene glycol ditosylate gives the 1,3-dihydroxy-p-tert-butylcalix[4]arene crown ethers 7 and 9 in good yields. The subsequent alkylation of the two phenolic groups of 7 and 9 with