5,11,17,23-tetra-tert-butylpentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(25),3,5,7(28),9,11,13(27),15(26),16,18,21,23-dodecaene-25,26,27,28-tetrol

• ChemBase ID: 140190
• Molecular Formular: C44H56O4
• Molecular Mass: 648.91304
• Monoisotopic Mass: 648.41786027
• SMILES: CC(C)(C)c1cc2c(c(c1)Cc1cc(cc(c1O)Cc1cc(cc(c1O)Cc1cc(cc(c1O)C2)C(C)(C)C)C(C)(C)C)C(C)(C)C)O
• Canonical SMILES: CC(c1cc2Cc3cc(cc(c3O)Cc3cc(cc(Cc4c(c(Cc(c1)c2O)cc(c4)C(C)(C)C)O)c3O)C(C)(C)C)C(C)(C)C)(C)C
• InChI: InChI=1S/C44H56O4/c1-41(2,3)33-17-25-13-27-19-34(42(4,5)6)21-29(38(27)46)15-31-23-36(44(10,11)12)24-32(40(31)48)16-30-22-35(43(7,8)9)20-28(39(30)47)14-26(18-33)37(25)45/h17-24,45-48H,13-16H2,1-12H3
• InChIKey: NVKLTRSBZLYZHK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5,11,17,23-tetra-tert-butylpentacyclo[19.3.1.1^3,^7.1^9,^1^3.1^1^5,^1^9]octacosa-1(25),3,5,7(28),9,11,13(27),15(26),16,18,21,23-dodecaene-25,26,27,28-tetrol
• IUPAC Traditional name: 5,11,17,23-tetra-tert-butylpentacyclo[19.3.1.1^3,^7.1^9,^1^3.1^1^5,^1^9]octacosa-1(25),3,5,7(28),9,11,13(27),15(26),16,18,21,23-dodecaene-25,26,27,28-tetrol
• Synonyms: 4-tert-Butylcalix[4]arene; 4-叔丁基杯[4]芳烃

Database IDs

• CAS Number: 60705-62-6
• EC Number: 000-000-0
• MDL Number: MFCD00066280
• Beilstein Number: 2033965
• PubChem SID: 24851343; 162234434; 24851342; 24861509
• PubChem CID: 335377

CALCULATED PROPERTIES

• Acid pKa: 9.728224
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): 13.333115
• LogD (pH = 7.4): 13.331113
• Log P: 13.33314
• Molar Refractivity: 201.536 cm^3
• Polarizability: 77.05852 Å^3
• Polar Surface Area: 80.92 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: ≥300 °C; ≥300 °C(lit.); 339-344°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%; 99%
• Grade: puriss.; purum
• Empirical Formula (Hill Notation): C44H56O4

DETAILS

Sigma Aldrich - 347523

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

Sigma Aldrich - 19720

Other Notes
Calixarenes are basket-shaped compounds of potential interest for host-guest complexation studies; Reviews1,2,3

REFERENCES

• Calixarenes are 'basket-shaped' compounds with the ability to hold molecules and metal ions in their cavities. Suitable modification of the calixarene molecule allows enzyme-like activity in chemical reactions to be studied.
• Monographs: C. D.Gutsche Calixarenes; Calixarenes Revisited, RSC, Cambridge (1989, 1998); J. Vicens and V. Boehmer, Calixarenes: a Versatile Class of Macrocyclic Compounds, Kluwer Academic Publishers, Dordrecht (1991).