[(4S,5S)-5-[hydroxybis(naphthalen-1-yl)methyl]-2,2-dimethyl-1,3-dioxolan-4-yl]bis(naphthalen-1-yl)methanol

• ChemBase ID: 149474
• Molecular Formular: C47H38O4
• Molecular Mass: 666.80222
• Monoisotopic Mass: 666.2770097
• SMILES: CC1(O[C@@H]([C@H](O1)C(c1cccc2c1cccc2)(c1cccc2c1cccc2)O)C(c1cccc2c1cccc2)(c1cccc2c1cccc2)O)C
• Canonical SMILES: CC1(C)O[C@@H]([C@H](O1)C(c1cccc2c1cccc2)(c1cccc2c1cccc2)O)C(c1cccc2c1cccc2)(c1cccc2c1cccc2)O
• InChI: InChI=1S/C47H38O4/c1-45(2)50-43(46(48,39-27-11-19-31-15-3-7-23-35(31)39)40-28-12-20-32-16-4-8-24-36(32)40)44(51-45)47(49,41-29-13-21-33-17-5-9-25-37(33)41)42-30-14-22-34-18-6-10-26-38(34)42/h3-30,43-44,48-49H,1-2H3/t43-,44-/m0/s1
• InChIKey: WTZVNZRNIOJACO-CXNSMIOJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(4S,5S)-5-[hydroxybis(naphthalen-1-yl)methyl]-2,2-dimethyl-1,3-dioxolan-4-yl]bis(naphthalen-1-yl)methanol
• IUPAC Traditional name: [(4S,5S)-5-[hydroxybis(naphthalen-1-yl)methyl]-2,2-dimethyl-1,3-dioxolan-4-yl]bis(naphthalen-1-yl)methanol
• Synonyms: (4S-trans)-2,2-Dimethyl-α,α,α′,α′-tetra(1-naphthyl)-1,3-dioxolane-4,5-dimethanol; (4S-反)-2,2-二甲基-α,α,α′,α′-四(1-萘基)-1,3-二氧戊环-4,5-二甲醇

Database IDs

• CAS Number: 171086-52-5
• PubChem SID: 162243639; 24864650
• PubChem CID: 11433818

CALCULATED PROPERTIES

• Acid pKa: 12.208999
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 9.778507
• LogD (pH = 7.4): 9.778501
• Log P: 9.778507
• Molar Refractivity: 202.4584 cm^3
• Polarizability: 84.297485 Å^3
• Polar Surface Area: 58.92 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 200 °C (dec.)(lit.)
• Optical Rotation: [α]20/D +280°, c = 1 in ethyl acetate

Safety Information

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

Product Information

• Purity: 99%
• Empirical Formula (Hill Notation): C47H38O4

DETAILS

Sigma Aldrich - 395242

Packaging
1 g in glass bottle
Application
Reagent for the highly enantioselective addition of primary alkyl Grignards to ketones.1