60705-62-6

Basic information

• Product Name: 4-tert-Butylcalix[4]arene
• Synonyms: P-TERT-BUTYLCALIX[4]ARENE;TETRA-TERT-BUTYL(TETRAHYDROXY)CALIX[4]ARENE;AKOS 43;4-TERT-BUTYLCALIX[4]ARENE;4-T-BUTYLCALIX[4]ARENE;ETHYL 2-([5,11,17,23-TETRA(TERT-BUTYL)-26,27,28-TRIS(2-ETHOXY-2-OXYETHOXY)PENTACYCLO[19.3.1.1(3,7).1(9,13).1(15,19)]OCTACOSA-1(25),3(28),4,6,9(27),10,12,15,17,19,(26),21,23-DODECAEN-25-YL]OXY)ACETATE;LABOTEST-BB LT00453198;4-t-Butylcalix4arene,95%
• CAS NO: 60705-62-6
• Molecular Formula: C44H56O4
• Molecular Weight: 648.91
• EINECS: -0
• Product Categories: pharmacetical;Calixarenes;Functional Materials;Macrocycles for Host-Guest Chemistry;AlcoholsSynthetic Reagents;Monomers;Polymer Science;Chelation/Complexation Compounds;Synthetic Reagents
• Mol File: 60705-62-6.mol
• Article Data: 132

Chemical Properties

• Melting Point: ≥300 °C(lit.)
• Boiling Point: 636.8°C (rough estimate)
• Flash Point: 252.589 °C
• Appearance: White to light beige/Crystalline Powder or Flakes
• Density: 0.9543 (rough estimate)
• Vapor Pressure: 2.73E-19mmHg at 25°C
• Refractive Index: 1.6400 (estimate)
• Storage Temp.: Store below +30°C.
• PKA: 9.53±0.20(Predicted)
• Water Solubility: Soluble in chloroform, benzene, toluene. Insoluble in water.
• BRN: 2033965
• CAS DataBase Reference: 4-tert-Butylcalix[4]arene(CAS DataBase Reference)
• NIST Chemistry Reference: 4-tert-Butylcalix[4]arene(60705-62-6)
• EPA Substance Registry System: 4-tert-Butylcalix[4]arene(60705-62-6)

Safety Data

• Statements: 36/37/38
• Safety Statements: 22-24/25
• WGK Germany: 3
• Hazardous Substances Data: 60705-62-6(Hazardous Substances Data)

Usage

Description

4-tert-Butylcalix[4]arene is a white to light beige crystalline powder or flakes that serves as a versatile starting material for various chemical modifications and applications.

Uses

Used in Chemical Synthesis:
4-tert-Butylcalix[4]arene is used as a starting material for further derivatization in chemical synthesis processes. This includes halogenation, acylation, and diazo coupling, which allow for the creation of a wide range of chemical compounds with diverse properties and applications.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4-tert-Butylcalix[4]arene is used as a building block for the development of new drugs and drug delivery systems. Its unique chemical properties make it a valuable component in the design and synthesis of novel therapeutic agents.
Used in Material Science:
4-tert-Butylcalix[4]arene is also utilized in material science for the development of advanced materials with specific properties. Its ability to undergo various chemical reactions allows for the creation of materials with tailored characteristics for use in different applications, such as sensors, catalysts, and advanced composites.
Used in Analytical Chemistry:
In analytical chemistry, 4-tert-Butylcalix[4]arene is employed as a selective receptor for the recognition and separation of various analytes. Its unique structure and chemical properties enable it to selectively bind to specific target molecules, making it a valuable tool in the development of new analytical methods and techniques.

Purification Methods

The calixarene recrystallises from CHCl3 in large solvated prisms (m 380o dec); it effloresces on drying in air. Its tetra-acetate crystallises from Ac2O in colourless prisms m 332-333o(dec). It crystallises from CCl4 or chlorobenzene /EtOH (m >300o) and the tetra-acetate crystallises from CHCl3/EtOH m >290o(dec). It also crystallises from toluene in white plates with toluene of crystallisation m 344-346o (330-332o); the tetra-acetate crystallises with 1AcOH of crystallisation m 383-386o (softening at 330-340o, also m 283-286o), but acetylation with Ac2O/NaOAc gives the triacetate which recrystallises from AcOH with 1AcOH of crystallisation m 278-281o. 4-tert-Butylcalix[4]arene (100mg) is unchanged after boiling for 4hours with 10N KOH (0.04mL) in xylene (4mL). [Br J Pharmacol 10 73 1955, K.mmerer et al. Monatsh Chem 109 767 1978, Gutsche et al. J Am Chem Soc 103 3782 1981; see also Kluawer in Calixarenes, Vicens & B.hner eds Academic Press 1991, Beilstein 6 IV 7858.]

InChI:InChI=1/C44H56O4/c1-41(2,3)33-17-25-13-27-19-34(42(4,5)6)21-29(38(27)46)15-31-23-36(44(10,11)12)24-32(40(31)48)16-30-22-35(43(7,8)9)20-28(39(30)47)14-26(18-33)37(25)45/h17-24,45-48H,13-16H2,1-12H3

Upstream product

• 2203-14-7 4-tert-butyl-2,5-bis(hydroxymethyl)phenol 
• 78-86-4 s-butyl chloride 
• 248590-47-8 25,26,27,28-tetrakis(hydroxy)calix[4]arene 
• 908-17-8 3-Chlor-2,2'-dihydroxy-3'-hydroxymethyl-5,5'-di-tert-butyl-diphenylmethan 
• 68803-59-8 C₃₂H₄₁ClO₃ 
• 68803-60-1 C₃₃H₄₃ClO₄ 
• 68803-61-2 C₄₃H₅₅ClO₄ 
• 68803-62-3 C₄₄H₅₇ClO₅ 
• 81475-22-1 p-tert-Butylcalix[5]arene 
• 84161-29-5 5,11,17,23,29,35,41-heptakis(1,1-dimethylethyl)-43,44,45,46,47,48,49-heptahydroxy calix[7]arene 
• 85097-23-0 7,13,21,27-tetra-tert-butyl-29,30,31,32-tetrahydroxy-2,3,16,17-tetrahomo-3,17-dioxacalix<4>arene 
• 128910-39-4 25,26-bis-O-(diethoxyphosphoryl)(p-tert-butyl)calix[4]arene 
• 68803-63-4 3-<3-<3-(5-tert-butylsalicyl)-5-tert-butylsalicyl>-5-tert-butylsalicyl>-5-tert-butyl-2-hydroxybenzyl alcohol 
• 50-00-0 formaldehyd 

Downstream Products

• 99314-01-9 25,27-(3,6,9-trioxaundeca-1,11-diyl)oxy-26,28-dihydroxy-5,11,17,23-tetra-tert-butyl-calix[4]arene 
• 124657-96-1 3,7,25,29-tetrakis(1,1-dimethylethyl)-11,12,14,15,17,18,20,21,33,34,36,37,39,40,42,43-hexadecahydro-1,23:9,31-dimethano-5H,27H-tetrabenzo<1,4,7,10,13,19,22,25,28,31>decaoxacyclohexatriacontin 
• 137258-33-4 5,11,17,23-tetra-tert-butyl-25,27-bis((3,5-dinitrobenzoyl)oxy)-26,28-dihydroxycalix<4>arene 
• 122907-33-9 5,11,17,23-Tetra-tert.-butyl-25,26,27,28-tetrakis-(4'-hydroxy-3',5'-di-tert.-butylphenylcarboxy)-calix<4>aren 
• 137258-41-4 5,11,17,23-tetra-tert-butyl-25,27-bis((3,5-dinitro-4-(β-(dimethylamino)ethyl)benzoyl)oxy)-26,28-dihydroxycalix<4>arene 
• 137258-42-5 5,11,17,23-tetra-tert-butyl-25,27-bis((3,5-dinitro-4-vinyl-benzoyl)oxy)-26,28-dihydroxycalix<4>arene 
• 248590-47-8 25,26,27,28-tetrakis(hydroxy)calix[4]arene 
• 135501-31-4 5,11,17,23-tetra-tert-butyl-25,26,27,28-tetrakis(benzyloxy)calix<4>arene 
• 135288-40-3 proximal-2 
• 135501-37-0 5,11,17,23-tetra-tert-butyl-25,26,27-tris(benzyloxy)-28-hydroxycalix<4>arene 
• 113884-57-4 5,11,17,23-tetra-tert-butyl-25,26,27,28-tetra-(benzoyloxy)calix<4>arene 
• 135395-01-6 5,11,17,23-tetra-tert-butyl-25,26,27,28-tetrakis<(p-tert-butylbenzyl)oxy>calix<4>arene 
• 330186-50-0 5,11,17,23-tetra-tert-butyl-25-[(m-methylbenzyl)oxy]-26,27,28-trihydroxycalix[4]arene 
• 330476-73-8 5,11,17,23-tetra-tert-butyl-25,27-dihydroxy-26,28-bis[(m-methylbenzyl)oxy]calix[4]arene 

Relevant articles and documents

Reversible coloring/decoloring reactions of thermochromic leuco dyes controlled by a macrocyclic compound developer

In this study, we examine macrocyclic compounds to determine whether they can provide a safer replacement and stable complex for BPA in thermochromic dyes. To achieve this objective, a series of macrocyclic compounds, Methyl-N-benzylhexahomotriazacalix[3]arene (MeAC3), p-Chloro-N-benzylhexahomo-triazacalix[3]arene (ClAC3), α-Cyclodexdrin (α-CD), β-Cyclodexdrin (β-CD), p-tert-Butylthiacalix[4]arene (TC4), Calix[4]arene (C4), and Resorcin[4]arene (RC4), were synthesized. Among these macrocyclic compounds, RC4 was determined to be the most appropriate candidate to replace BPA as the developer material used in thermochromic dyes. In tests of prepared thermochromic dyes, RC4 had results similar to those of BPA, achieving the best protonation/deprotonation equilibria and providing a dark contrast with the thermochromic dye. DFT calculations also showed stable complexes between RC4 and CVL via hydrogen-bond interactions.

Inclusion complexes of water-soluble calix[n]arenes with quercetin: preparation, characterization, water solubility, and antioxidant features

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

Mathematical modeling studies for the adsorptive removal of ciprofloxacin drug from water samples using functionalized silica resin

The current research demonstrates the adsorptive removal of ciprofloxacin antibiotic drug from pharmaceutical wastewater samples using functionalized silica (FS) resin through batch adsorption experiments. The adsorption experiments were performed under the optimized parameters such as pH effect, FS-resin amount, ciprofloxacin concentration, equilibrium time and temperature. Results demonstrate that the maximum adsorption of ciprofloxacin was achieved at pH (6.5), while the effective resin dose was 20?mg?L?1. The Langmuir and Freundlich models were applied on equilibrium data, and it has been observed that the adsorption was best fit to the Freundlich model with a good correlation coefficient (R2 = 0.999). Moreover, the thermodynamic and kinetic parameters show that the adsorption of ciprofloxacin is endothermic and spontaneous in nature followed by pseudo-second-order kinetic model. To explore the efficiency of resin, the real wastewater samples were collected and it has been observed that resin has better potential to treat pharmaceutical effluents. Furthermore, the FS-resin and ciprofloxacin interaction were analyzed at a molecular level through quantum chemical calculation. Graphical abstract: [Figure not available: see fulltext.]