4-tert-Butylcalix[6]arene

Base Information

• Chemical Name: 4-tert-Butylcalix[6]arene
• CAS No.: 78092-53-2
• Molecular Formula: C₆₆H₈₄O₆
• Molecular Weight: 973.389
• Hs Code.: 29072990
• European Community (EC) Number: 676-852-8
• NSC Number: 344029
• UNII: B9OG173DMY
• DSSTox Substance ID: DTXSID30319359
• Nikkaji Number: J260.564C
• Wikidata: Q27122481
• Metabolomics Workbench ID: 57672
• ChEMBL ID: CHEMBL4640638
• Mol file: 78092-53-2.mol

Synonyms:4-tert-Butylcalix[6]arene;78092-53-2;Calx-b 6;p-tert-Butylcalix-6-arene;NSC-344029;4-tert-Butylcalix(6)arene;B9OG173DMY;Hexa-tert-butyl(hexahydroxy)calix[6]arene;5,11,17,23,29,35-hexatert-butylheptacyclo[31.3.1.13,7.19,13.115,19.121,25.127,31]dotetraconta-1(36),3,5,7(42),9,11,13(41),15,17,19(40),21(39),22,24,27(38),28,30,33(37),34-octadecaene-37,38,39,40,41,42-hexol;5,11,17,23,29,35-hexa-tert-butylcalix[6]arene-37,38,39,40,41,42-hexol;189832-67-5;5,11,17,23,29,35-hexa-tert-butylheptacyclo[31.3.1.1(3,7).1(9,13).1(15,19).1(21,25).1(27,31)]dotetraconta-1(37),3(42),4,6,9(41),10,12,15(40),16,18,21(39),22,24,27(38),28,30,33,35-octadecaene-37,38,39,40,41,42-hexol;5,11,17,23,29,35-Hexakis(1,1-dimethylethyl)heptacyclo(31.3.1.13,7.19,13.115,19.121,25.127,31)dotetraconta-1(37),3,5,7(42),9,11,13(41),15,17,19(40),21,23,25(39),27,29,31(38),33,35-octadecaene-37,38,39,40,41,42-hexol;Heptacyclo(31.3.1.13,7.19,13.115,19.121,25.127,31)dotetraconta-1(37),3,5,7(42),9,11,13(41),15,17,19(40),21,23,25(39),27,29,31(38),33,35-octadecaene-37,38,39,40,41,42-hexol, 5,11,17,23,29,35-hexakis(1,1-dimethylethyl)-;Heptacyclo[31.3.1.13,7.19,13.115,19.121,25.127,31]dotetraconta-1(37),3,5,7(42),9,11,13(41),15,17,19(40),21,23,25(39),27,29,31(38),33,35-octadecaene-37,38,39,40,41,42-hexol, 5,11,17,23,29,35-hexakis(1,1-dimethylethyl)-, stereoisomer;Heptacyclo[31.3.1.13,7.19,13.115,19.121,25.127,31]dotetraconta-1(37),3,5,7(42),9,11,13(41),15,17,19(40),21,23,25(39),27,29,31(38),33,35-octadecaene-37,38,39,40,41,42-hexol, 5,11,17,23,29,35-hexakis(1,1-dimethylethyl)-;NSC344029;p-t-butylcalix[6]arene;p-tert-Butylcalix[6]arene;UNII-B9OG173DMY;SCHEMBL2471228;CHEMBL4640638;CHEBI:51251;DTXSID30319359;4-tert-Butylcalix[6]arene, 95%;MFCD00075464;AKOS003615762;AS-10593;B5375;CS-0199237;FT-0619503;H0714;D89122;J-700382;4-tert-Butylcalix[6]arene (contains 5-10% Benzene);Q27122481;F1170-0411;5,11,17,23,29,35-hexa-tert-butylheptacyclo[31.3.1.1?,?.1?,??.1??,??.1??,??.1??,??]dotetraconta-1(37),3,5,7(42),9,11,13(41),15(40),16,18,21(39),22,24,27(38),28,30,33,35-octadecaene-37,38,39,40,41,42-hexol

Chemical Property of 4-tert-Butylcalix[6]arene

Chemical Property:

• Vapor Pressure: 1.47E-33mmHg at 25°C
• Melting Point: 300 ºC
• Refractive Index: 1.6000 (estimate)
• Boiling Point: 890.5°C at 760 mmHg
• PKA: 9.35±0.20(Predicted)
• Flash Point: 281.3°C
• PSA: 121.38000
• Density: 1.095g/cm³
• LogP: 15.56340
• Storage Temp.: Store below +30°C.
• Water Solubility.: <9.73mg/L(temperature not stated)
• XLogP3: 19.4
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 972.62679039
• Heavy Atom Count: 72
• Complexity: 1330

Purity/Quality:

98% ^*data from raw suppliers

4-tert-Butylcalix[6]Arene ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C1=CC2=C(C(=C1)CC3=CC(=CC(=C3O)CC4=CC(=CC(=C4O)CC5=CC(=CC(=C5O)CC6=C(C(=CC(=C6)C(C)(C)C)CC7=C(C(=CC(=C7)C(C)(C)C)C2)O)O)C(C)(C)C)C(C)(C)C)C(C)(C)C)O

Technology Process of 4-tert-Butylcalix[6]arene

There total 17 articles about 4-tert-Butylcalix[6]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: 65.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + para-tert-butylphenol (98-54-4) → 4,4'‐oxybis(tert‐butylbenzene) (24085-65-2) + 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) + 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) + p-tert-Butylcalix[5]arene (81475-22-1) + 5,11,17,23,29,35,41-heptakis(1,1-dimethylethyl)-43,44,45,46,47,48,49-heptahydroxy calix[7]arene (84161-29-5)

Guidance literature:

With sodium hydroxide; In 5,5-dimethyl-1,3-cyclohexadiene; for 5.5h; Dean-Stark; Inert atmosphere; Reflux;

DOI:10.15227/orgsyn.068.0243

Reference yield: 55.0%

1,3,5-Trioxan (110-88-3) + 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) + 5,11,17,23,29,35,41-heptakis(1,1-dimethylethyl)-43,44,45,46,47,48,49-heptahydroxy calix[7]arene (84161-29-5) + 5,11,17,23,29,35,41,47,53-nonakis(1,1-dimethylethyl)-55,56,57,58,59,60,61,62,63-nonahydroxycalix[9]arene (190651-92-4)

Guidance literature:

With tin(IV) chloride; In dichloromethane; at 15 ℃; for 20.5h; Further Variations:; Solvents; Temperatures; reaction times; Product distribution;

DOI:10.1039/b608482f

Reference yield: 45.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + para-tert-butylphenol (98-54-4) → 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) + 4-(tert-butyl)-2,6-bis{[5-(tert-butyl)-2-hydroxyphenyl]methyl}phenol (810-52-6) + bis(5-tert-butyl-2-hydroxyphenyl)methane (799-13-3) + 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) + 7,13,19,25-tetra-tert-butyl-2,3-dihomo-3-oxacalix[4]arene (72251-68-4)

Guidance literature:

With potassium hydroxide; In xylene; for 4h; Product distribution; Mechanism; Heating; further bases (NaOH, CsOH, Mg(OH)2, Ca(OH)2, Ba(OH)2, LiOH, K₂CO₃); further solvents, effect of the heating rate; further substituted phenols;

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-Hexa-tert-butyl-39,42-dihydroxy-37,38,40,41-tetrakis<(3,5-dinitrobenzoyl)oxy>calix<6>arene

37-benzyloxy-38,39,40,41,42-pentahydroxy-5,11,17,23,29,35-hexa(4-tert-butyl)calix[6]arene

5,11,17,23,29,35-Hexa-tert-butyl-39,42-dihydroxy-37,38,40,41-tetrakis<<4-(trifluoromethyl)benzyl>oxy>calix<6>arene

5,11,17,23,29,35-Hexa-tert-butyl-37,38,40,41-tetrahydroxy-39,42-bis<<(4-trifluoromethyl)benzyl>oxy>calix<6>arene

Refernces

• 1、 Bew, Sean P.,Cheesman, Myles R.,Sharma, Sunil V.. "Ferrocenium salts mediate para-tert-butylcalixarene synthesis". supporting information; experimental part. p. 5731 - 5733. Retrieved 2009/04/13.
• 2、 Poor, Benedek,Biczok, Laszlo,Kubinyi, Miklos. "Interaction of triplet C60 with p-tert-butyl-calixarenes and their complexes with pyridine derivatives". . p. 2047 - 2052. Retrieved 2007/10/03.