4-tert-Butylcalix[8]arene

Base Information

• Chemical Name: 4-tert-Butylcalix[8]arene
• CAS No.: 68971-82-4
• Deprecated CAS: 106750-70-3,121612-88-2,123369-48-2,142639-45-0,150335-48-1,78092-52-1,152165-59-8,376396-34-8,406713-69-7,438025-49-1,507232-86-2,882134-55-6,121612-88-2,123369-48-2,142639-45-0,150335-48-1,152165-59-8,376396-34-8,406713-69-7,507232-86-2,78092-52-1
• Molecular Formula: C88H112 O8
• Molecular Weight: 1297.85
• Hs Code.: 29072990
• European Community (EC) Number: 627-780-0
• NSC Number: 344028
• DSSTox Substance ID: DTXSID1091551
• Nikkaji Number: J436.282I
• Wikidata: Q72503292
• ChEMBL ID: CHEMBL1988145
• Mol file: 68971-82-4.mol

Synonyms:p-tert-butylcalix(8)arene

Chemical Property of 4-tert-Butylcalix[8]arene

Chemical Property:

• Melting Point: 411-412 °C(lit.)
• Refractive Index: 1.582
• Boiling Point: 845.32°C (rough estimate)
• PKA: 9.23±0.20(Predicted)
• PSA: 161.84000
• Density: 1.095±0.06 g/cm3 (20 ºC 760 Torr)
• LogP: 20.75120
• XLogP3: 25.9
• Hydrogen Bond Donor Count: 8
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 8
• Exact Mass: 1296.83572053
• Heavy Atom Count: 96
• Complexity: 1850

Purity/Quality:

99.5% ^*data from raw suppliers

4-tert-Butylcalix[8]arene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)(C)C1=CC2=C(C(=C1)CC3=CC(=CC(=C3O)CC4=CC(=CC(=C4O)CC5=CC(=CC(=C5O)CC6=CC(=CC(=C6O)CC7=C(C(=CC(=C7)C(C)(C)C)CC8=C(C(=CC(=C8)C(C)(C)C)CC9=C(C(=CC(=C9)C(C)(C)C)C2)O)O)O)C(C)(C)C)C(C)(C)C)C(C)(C)C)C(C)(C)C)O
• Uses: Starting material for further derivatization, including halogenation, acylation, and diazo coupling.

Technology Process of 4-tert-Butylcalix[8]arene

There total 40 articles about 4-tert-Butylcalix[8]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: 91.0%

s-butyl chloride (78-86-4,53178-20-4) + calix[8]arene (82452-93-5) → 5,11,17,23,29,35,41,47-octakis(tert-butyl)-49,50,51,52,53,54,55,56-octakis(hydroxy)calix[8]arene (68971-82-4,106750-70-3,78092-52-1)

Guidance literature:

With aluminium trichloride; In chloroform; for 0.5h; Ambient temperature;

DOI:10.1080/00397919708003361

Reference yield: 81.2%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + para-tert-butylphenol (98-54-4) → 5,11,17,23,29,35,41,47-octakis(tert-butyl)-49,50,51,52,53,54,55,56-octakis(hydroxy)calix[8]arene (68971-82-4,106750-70-3,78092-52-1)

Guidance literature:

With tetraethylammonium hydroxide; In diphenylether; 5,5-dimethyl-1,3-cyclohexadiene; water; for 12.5h; Inert atmosphere; Reflux;

DOI:10.1021/acs.joc.9b02692

Reference yield: 73.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + para-tert-butylphenol (98-54-4) → 5,11,17,23,29,35-hexakis(tert-butyl)-37,38,39,40,41-hexakis(hydroxy)calix[6]arene (189832-67-5,78092-53-2) + 5,11,17,23,29,35,41,47-octakis(tert-butyl)-49,50,51,52,53,54,55,56-octakis(hydroxy)calix[8]arene (68971-82-4,106750-70-3,78092-52-1)

Guidance literature:

With rubidium hydroxide; In xylene; for 4h; Heating;

DOI:10.1021/ja00403a028

upstream raw materials:

formaldehyd

para-tert-butylphenol

4-tert-butyl-2,5-bis(hydroxymethyl)phenol

7,13,21,27-tetra-tert-butyl-29,30,31,32-tetrahydroxy-2,3,16,17-tetrahomo-3,17-dioxacalix<4>arene

Downstream raw materials:

5,11,17,23,29,35,41,47-Octa-tert-butyl-49,50,51,52,53,54,55,56-octaethoxycarbonylmethyleneoxycalix[8]arene

C₁₈₄H₂₄₀O₁₆

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

C₁₄₀H₁₇₂N₄O₂₀

Refernces

• 1、 Haase, Cornelius Heinz Werner. "Path to Industrial Production of Calix[8 and 4]arenes". . p. 603 - 611. Retrieved 2020/02/04.
• 2、 -. "MOLECULES THAT STIMULATE THE IMMUNE SYSTEM FOR TREATMENT OF DRUG ADDICTION, METHODS OF SYNTHESIS, ANTIDRUG VACCINE AND USES". Paragraph 0049; 0199-0204. . Retrieved 2020/12/20.