5,11,17,23,29,35,41,47-octa-tert-butylnonacyclo[43.3.1.1^{3,7}.1^{9,13}.1^{15,19}.1^{21,25}.1^{27,31}.1^{33,37}.1^{39,43}]hexapentaconta-1(49),3,5,7(56),9,11,13(55),15,17,19(54),21(53),22,24,27,29,31(52),33,35,37(51),39(50),40,42,45,47-tetracosaen-49,50,51,52,53,54,55,56-octol

• ChemBase ID: 81891
• Molecular Formular: C88H112O8
• Molecular Mass: 1297.82608
• Monoisotopic Mass: 1296.83572054
• SMILES: Oc1c2cc(cc1Cc1cc(cc(c1O)Cc1c(c(cc(c1)C(C)(C)C)Cc1c(c(cc(c1)C(C)(C)C)Cc1c(c(cc(c1)C(C)(C)C)Cc1c(c(cc(c1)C(C)(C)C)Cc1cc(cc(c1O)Cc1c(c(cc(c1)C(C)(C)C)C2)O)C(C)(C)C)O)O)O)O)C(C)(C)C)C(C)(C)C
• Canonical SMILES: CC(c1cc2Cc3cc(cc(c3O)Cc3cc(cc(c3O)Cc3cc(cc(c3O)Cc3cc(cc(Cc4c(c(Cc5c(c(Cc6c(c(Cc(c1)c2O)cc(c6)C(C)(C)C)O)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)(C)C)(C)C
• InChI: InChI=1S/C88H112O8/c1-81(2,3)65-33-49-25-51-35-66(82(4,5)6)37-53(74(51)90)27-55-39-68(84(10,11)12)41-57(76(55)92)29-59-43-70(86(16,17)18)45-61(78(59)94)31-63-47-72(88(22,23)24)48-64(80(63)96)32-62-46-71(87(19,20)21)44-60(79(62)95)30-58-42-69(85(13,14)15)40-56(77(58)93)28-54-38-67(83(7,8)9)36-52(75(54)91)26-50(34-65)73(49)89/h33-48,89-96H,25-32H2,1-24H3
• InChIKey: OLZFZIXORGGLLS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5,11,17,23,29,35,41,47-octa-tert-butylnonacyclo[43.3.1.1^{3,7}.1^{9,13}.1^{15,19}.1^{21,25}.1^{27,31}.1^{33,37}.1^{39,43}]hexapentaconta-1(49),3,5,7(56),9,11,13(55),15,17,19(54),21(53),22,24,27,29,31(52),33,35,37(51),39(50),40,42,45,47-tetracosaen-49,50,51,52,53,54,55,56-octol; 5,11,17,23,29,35,41,47-octa-tert-butylnonacyclo[43.3.1.1^3,^7.1^9,^1^3.1^1^5,^1^9.1^2^1,^2^5.1^2^7,^3^1.1^3^3,^3^7.1^3^9,^4^3]hexapentaconta-1(49),3,5,7(56),9,11,13(55),15,17,19(54),21,23,25(53),27,29,31(52),33,35,37(51),39(50),40,42,45,47-tetracosaen-49,50,51,52,53,54,55,56-octol
• IUPAC Traditional name: 5,11,17,23,29,35,41,47-octa-tert-butylnonacyclo[43.3.1.1^{3,7}.1^{9,13}.1^{15,19}.1^{21,25}.1^{27,31}.1^{33,37}.1^{39,43}]hexapentaconta-1(49),3,5,7(56),9,11,13(55),15,17,19(54),21(53),22,24,27,29,31(52),33,35,37(51),39(50),40,42,45,47-tetracosaen-49,50,51,52,53,54,55,56-octol; 5,11,17,23,29,35,41,47-octa-tert-butylnonacyclo[43.3.1.1^3,^7.1^9,^1^3.1^1^5,^1^9.1^2^1,^2^5.1^2^7,^3^1.1^3^3,^3^7.1^3^9,^4^3]hexapentaconta-1(49),3,5,7(56),9,11,13(55),15,17,19(54),21,23,25(53),27,29,31(52),33,35,37(51),39(50),40,42,45,47-tetracosaen-49,50,51,52,53,54,55,56-octol
• Synonyms: 4-(tert-Butyl)calix[8]arene; 4-tert-Butylcalix[8]arene; 4-叔丁基杯[8]芳烃

Database IDs

• CAS Number: 68971-82-4
• MDL Number: MFCD00075392
• Beilstein Number: 2612052
• PubChem SID: 162069010; 24861510; 24851346
• PubChem CID: 434172

CALCULATED PROPERTIES

• Acid pKa: 7.627194
• H Acceptors: 8
• H Donor: 8
• LogD (pH = 5.5): 26.66306
• LogD (pH = 7.4): 26.420933
• Log P: 26.66628
• Molar Refractivity: 403.072 cm^3
• Polarizability: 154.11703 Å^3
• Polar Surface Area: 161.84 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 411-412 °C(lit.); 411-412°C; 411-412°C

Safety Information

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

Product Information

• Purity: ≥95.0% (HPLC); 95%; 96%
• Grade: purum
• Empirical Formula (Hill Notation): C88H112O8

DETAILS

Sigma Aldrich - 347531

Application
Starting material for further derivatization, including halogenation, acylation, and diazo coupling.1,2
Packaging
5, 25 g in glass bottle

Sigma Aldrich - 19724

Other Notes
Calixarenes are basket-shaped compounds of potential interest for host-guest complexation studies; Reviews1

REFERENCES

• For a study of esterification under various conditions, see: J. Org. Chem., 61, 2195 (1996).