2-(1-hydroxy-3-phenylnaphthalen-2-yl)-3-phenylnaphthalen-1-ol

• ChemBase ID: 140150
• Molecular Formular: C32H22O2
• Molecular Mass: 438.51588
• Monoisotopic Mass: 438.16197994
• SMILES: c1ccc(cc1)c1cc2ccccc2c(c1c1c(cc2ccccc2c1O)c1ccccc1)O
• Canonical SMILES: Oc1c(c(cc2c1cccc2)c1ccccc1)c1c(cc2c(c1O)cccc2)c1ccccc1
• InChI: InChI=1S/C32H22O2/c33-31-25-17-9-7-15-23(25)19-27(21-11-3-1-4-12-21)29(31)30-28(22-13-5-2-6-14-22)20-24-16-8-10-18-26(24)32(30)34/h1-20,33-34H
• InChIKey: NDTDVKKGYBULHF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(1-hydroxy-3-phenylnaphthalen-2-yl)-3-phenylnaphthalen-1-ol
• IUPAC Traditional name: 2-(1-hydroxy-3-phenylnaphthalen-2-yl)-3-phenylnaphthalen-1-ol
• Synonyms: (R)-3,3′-Diphenyl-2,2′-bi-1-naphthalol; (R)-3,3′-Diphenyl-2,2′-bi-1-naphthol; (R)-VANOL; (S)-3,3′-Diphenyl-2,2′-bi(1-naphthalol); (S)-3,3′-Diphenyl-2,2′-bi-(1-naphthol); (S)-VANOL; (2R)-(+)-3,3′-二苯基-[2,2′-联二萘]-1,1′-二醇; (R)-3,3′-二苯基-2,2′-二-1-萘酚; (2S)-(-)-3,3′-二苯基-[2,2′-联二萘]-1,1′-二醇; (S)-3,3′-二苯基-2,2′-二-(1-萘酚)

Database IDs

• CAS Number: 147702-14-5; 147702-13-4
• MDL Number: MFCD08459338
• PubChem SID: 24884836; 24885264; 162234394
• PubChem CID: 5251124

CALCULATED PROPERTIES

• Acid pKa: 8.629278
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 8.286425
• LogD (pH = 7.4): 8.261832
• Log P: 8.286745
• Molar Refractivity: 138.3288 cm^3
• Polarizability: 60.11583 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 199-203 °C; 200-204 °C
• Optical Rotation: [α]20/D +310°, c = 1 in chloroform; [α]20/D -314°, c = 1 in chloroform

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 37/38-41
• Safety Statements: 26-36/37/39; 26-39
• GHS Pictograms: GHS05; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H315-H318-H335-H413
• GHS Precautionary statements: P261-P280-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C32H22O2

DETAILS

Sigma Aldrich - 676098

Application
VANOL has proven to be an excellent ligand in catalytic asymmetric Diels-Alder, imine aldol, and aziridination reactions.1,2,3
Packaging
250 mg in glass bottle

Sigma Aldrich - 675156

Application
VANOL has proven to be an excellent ligand in catalytic asymmetric Diels-Alder, imine aldol, and aziridination reactions.1,2,3
Packaging
250 mg in glass bottle