5,11,17,23,29,35-hexa-tert-butylheptacyclo[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(38),28,30,33,35-octadecaene-37,38,39,40,41,42-hexol

• ChemBase ID: 144988
• Molecular Formular: C66H84O6
• Molecular Mass: 973.36956
• Monoisotopic Mass: 972.62679041
• SMILES: CC(C)(C)c1cc2c(c(c1)Cc1cc(cc(c1O)Cc1cc(cc(c1O)Cc1cc(cc(c1O)Cc1cc(cc(c1O)Cc1cc(cc(c1O)C2)C(C)(C)C)C(C)(C)C)C(C)(C)C)C(C)(C)C)C(C)(C)C)O
• Canonical SMILES: CC(c1cc2Cc3cc(cc(c3O)Cc3cc(cc(c3O)Cc3cc(cc(Cc4c(c(Cc5c(c(Cc(c1)c2O)cc(c5)C(C)(C)C)O)cc(c4)C(C)(C)C)O)c3O)C(C)(C)C)C(C)(C)C)C(C)(C)C)(C)C
• InChI: InChI=1S/C66H84O6/c1-61(2,3)49-25-37-19-39-27-50(62(4,5)6)29-41(56(39)68)21-43-31-52(64(10,11)12)33-45(58(43)70)23-47-35-54(66(16,17)18)36-48(60(47)72)24-46-34-53(65(13,14)15)32-44(59(46)71)22-42-30-51(63(7,8)9)28-40(57(42)69)20-38(26-49)55(37)67/h25-36,67-72H,19-24H2,1-18H3
• InChIKey: UOEYZAXKBKAKRO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5,11,17,23,29,35-hexa-tert-butylheptacyclo[31.3.1.1^3,^7.1^9,^1^3.1^1^5,^1^9.1^2^1,^2^5.1^2^7,^3^1]dotetraconta-1(37),3,5,7(42),9,11,13(41),15,17,19(40),21,23,25(39),27(38),28,30,33,35-octadecaene-37,38,39,40,41,42-hexol
• IUPAC Traditional name: 5,11,17,23,29,35-hexa-tert-butylheptacyclo[31.3.1.1^3,^7.1^9,^1^3.1^1^5,^1^9.1^2^1,^2^5.1^2^7,^3^1]dotetraconta-1(37),3,5,7(42),9,11,13(41),15,17,19(40),21,23,25(39),27(38),28,30,33,35-octadecaene-37,38,39,40,41,42-hexol
• Synonyms: 4-tert-Butylcalix[6]arene; 4-叔丁基杯[6]芳烃; 4-叔丁基杯[4]芳烃

Database IDs

• CAS Number: 78092-53-2
• MDL Number: MFCD00075464
• Beilstein Number: 2611918
• PubChem SID: 162239199; 24851345; 24851344; 24862210
• PubChem CID: 335356

CALCULATED PROPERTIES

• Acid pKa: 7.752133
• H Acceptors: 6
• H Donor: 6
• LogD (pH = 5.5): 19.997293
• LogD (pH = 7.4): 19.815699
• Log P: 19.99971
• Molar Refractivity: 302.304 cm^3
• Polarizability: 115.587776 Å^3
• Polar Surface Area: 121.38 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: ≥300 °C(lit.); 377-381°C

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥97.0% (HPLC); ≥99.0% (HPLC); 95%; 96%
• Grade: puriss.; purum
• Impurities: <5% 4-tert-butylcalix[8]arene
• Empirical Formula (Hill Notation): C66H84O6

DETAILS

Sigma Aldrich - 363693

Packaging
5 g in glass bottle
Application
Starting material for further derivatization, including halogenation, acylation, and diazo coupling.1,2

Sigma Aldrich - 19722

Other Notes
Calixarenes are basket-shaped compounds of potential interest for host-guest complexation studies; Review1,2,3

REFERENCES

• Reaction with 2,6-bis(bromomethyl)pyridines gives symmetrical A,D-bridged diethers. With pyridine-2,6-dicarbonyl chloride, the unsymmetrical A,C-bridged diester is produced. These molecules are concave bases with possible enzyme-like properties: Angew. Chem. Int. Ed., 34, 2555 (1995).
• For monographs and reviews on calixarenes, see 4-tert-Butylcalix[4]arene, B21515.