O(1),O(3)-BIS(CARBETHOXYMETHYL)-P-TERT-BUTYLCALIX(4)ARENE

Base Information

• Chemical Name: O(1),O(3)-BIS(CARBETHOXYMETHYL)-P-TERT-BUTYLCALIX(4)ARENE
• CAS No.: 97600-49-2
• Molecular Formula: C₅₂H₆₈O₈
• Molecular Weight: 821.107
• Mol file: 97600-49-2.mol

Synonyms:Aceticacid,2,2'-[[5,11,17,23-tetrakis(1,1-dimethylethyl)-26,28-dihydroxypentacyclo[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-25,27-diyl]bis(oxy)]bis-,diethyl ester (9CI); Pentacyclo[19.3.1.13,7.19,13.115,19]octacosane, aceticacid deriv.

Chemical Property of O(1),O(3)-BIS(CARBETHOXYMETHYL)-P-TERT-BUTYLCALIX(4)ARENE

Chemical Property:

• Vapor Pressure: 7.37E-27mmHg at 25°C
• Melting Point: 182-184°C
• Refractive Index: 1.549
• Boiling Point: 803.6°C at 760 mmHg
• Flash Point: 219.7°C
• PSA: 111.52000
• Density: 1.095g/cm³
• LogP: 10.84820
• Water Solubility.: Sparingly soluble in water.

Purity/Quality:

99% ^*data from raw suppliers

O(1),O(3)-BIS(CARBETHOXYMETHYL)-P-TERT-BUTYLCALIX(4)ARENE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: O(1),O(3)-Bis(ethoxycarbonylmethyl)-p-tert-butylcalix[4]arene is used as an intermediates, amino acid and other fine chemicals.

Technology Process of O(1),O(3)-BIS(CARBETHOXYMETHYL)-P-TERT-BUTYLCALIX(4)ARENE

There total 5 articles about O(1),O(3)-BIS(CARBETHOXYMETHYL)-P-TERT-BUTYLCALIX(4)ARENE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

5,11,17,23-tetra-t-butyl-25,26,27,28-tetrahydroxycalix-4-arene (157432-87-6,288302-11-4,288302-12-5,60705-62-6) + ethyl bromoacetate (105-36-2) → 5,11,17,23-tetra-tert-butyl-25,27-di(ethoxycarbonylmethoxy)-26,28-dihydroxycalix[4]arene (1262336-92-4,97600-49-2)

Guidance literature:

5,11,17,23-tetra-t-butyl-25,26,27,28-tetrahydroxycalix-4-arene; With potassium carbonate; potassium iodide; In acetonitrile; at 85 ℃; for 0.5h;

ethyl bromoacetate; In acetonitrile; for 14h; Reflux;

DOI:10.1080/00304948.2017.1320903

Reference yield: 51.0%

5,11,17,23-tetra-t-butyl-25,26,27,28-tetrahydroxycalix-4-arene (157432-87-6,288302-11-4,288302-12-5,60705-62-6) + chloroacetic acid ethyl ester (105-39-5) → 5,11,17,23-tetra-tert-butyl-25,27-di(ethoxycarbonylmethoxy)-26,28-dihydroxycalix[4]arene (1262336-92-4,97600-49-2)

Guidance literature:

With potassium carbonate; potassium iodide; In acetone; for 10h; Reflux; Inert atmosphere;

DOI:10.1039/c3sm50577d

Reference yield:

para-tert-butylphenol (98-54-4) → 5,11,17,23-tetra-tert-butyl-[25,26,27,28-(ethylethanoate)oxy]-calix[4]arene (121702-03-2,133576-87-1,97600-39-0,145511-82-6,145511-83-7) + 5,11,17,23-tetra-tert-butyl-25,27-di(ethoxycarbonylmethoxy)-26,28-dihydroxycalix[4]arene (1262336-92-4,97600-49-2) + 5,11,17,23-tetra-tert-butyl-25-ethyloxycarbonylmethyloxy-26,27,28-trihydroxycalix[4]arene (138240-26-3)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydroxide

2: potassium carbonate; potassium iodide / acetone

With potassium carbonate; potassium iodide; sodium hydroxide; In acetone;

DOI:10.1039/c6ra22731g

upstream raw materials:

5,11,17,23-tetra-t-butyl-25,26,27,28-tetrahydroxycalix-4-arene

ethyl bromoacetate

para-tert-butylphenol

chloroacetic acid ethyl ester

Downstream raw materials:

C₆₄H₇₆N₄O₁₀

25,27-Dimethoxy-26,28-bis(ethoxycarbonylmethoxy)-5,11,17,23-tetra-t-butylcalix<4>arene

C₇₄H₈₆N₆O₈

C₇₂H₈₀F₂N₆O₈

Refernces

A novel redox-active calix[4]arene-tetrathiafulvalene dyad

10.2478/s11532-011-0104-9

The research focuses on the synthesis and characterization of a novel redox-active calix[4]arene-tetrathiafulvalene (TTF) dyad, which integrates the host properties of calix[4]arene with the redox characteristics of TTF. The experiments involved the preparation of the dyad through a series of chemical reactions, utilizing reactants such as p-tert-butylcalix[4]arene, tosylated TTF, and cesium fluoride. The structure of the synthesized dyad was confirmed using X-ray diffraction analysis, and its electrochemical properties were investigated by cyclic voltammetry, revealing two reversible one-electron redox waves. Additionally, UV-vis absorption spectra studies were conducted to assess the dyad's recognition properties for metal ions, particularly its interaction with Cu2+ and Hg2+, which led to the progressive oxidation of the TTF unit. Various analytical techniques were employed, including NMR, IR, and mass spectrometry, to characterize the synthesized compounds and intermediates.

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