1,3,5,7-tetramethyl (1S,5S)-2,6-dihydroxybicyclo[3.3.1]nona-2,6-diene-1,3,5,7-tetracarboxylate

• ChemBase ID: 150859
• Molecular Formular: C17H20O10
• Molecular Mass: 384.3347
• Monoisotopic Mass: 384.10564684
• SMILES: COC(=O)C1=C([C@@]2(CC(=C([C@](C1)(C2)C(=O)OC)O)C(=O)OC)C(=O)OC)O
• Canonical SMILES: COC(=O)[C@@]12CC(=C([C@@](C1)(CC(=C2O)C(=O)OC)C(=O)OC)O)C(=O)OC
• InChI: InChI=1S/C17H20O10/c1-24-12(20)8-5-16(14(22)26-3)7-17(10(8)18,15(23)27-4)6-9(11(16)19)13(21)25-2/h18-19H,5-7H2,1-4H3/t16-,17-/m0/s1
• InChIKey: RTOPVTVAOFUQAH-IRXDYDNUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,3,5,7-tetramethyl (1S,5S)-2,6-dihydroxybicyclo[3.3.1]nona-2,6-diene-1,3,5,7-tetracarboxylate
• IUPAC Traditional name: 1,3,5,7-tetramethyl (1S,5S)-2,6-dihydroxybicyclo[3.3.1]nona-2,6-diene-1,3,5,7-tetracarboxylate
• Synonyms: Meerwein’s ester; Tetramethyl 2,6-dihydroxybicyclo[3.3.1]nona-2,6-diene-1,3,5,7-tetracarboxylate; Meerwein 酯; 2,6-二羟基二环[3.3.1]壬-2,6-二烯-1,3,5,7-四羧酸四甲酯

Database IDs

• CAS Number: 6966-22-9
• MDL Number: MFCD00011540
• PubChem SID: 24856458; 162245019
• PubChem CID: 54706745

CALCULATED PROPERTIES

• Acid pKa: 5.078725
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -0.6355858
• LogD (pH = 7.4): -3.848832
• Log P: 0.060585905
• Molar Refractivity: 88.9792 cm^3
• Polarizability: 34.721424 Å^3
• Polar Surface Area: 145.66 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 167-169 °C(lit.)

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 98%
• Empirical Formula (Hill Notation): C17H20O10

DETAILS

Sigma Aldrich - 272191

Packaging
5 g in glass bottle