(2R)-(+)-3,3''-Diphenyl-[2,2''-binaphthalene]-1,1''-diol - ≥98% , CAS No.147702-13-4

CAS: 147702-13-4 Cat. No.: R281737 Molecular Weight: 438.5 EC Number: 633-947-9 PubChem CID: 5251124

GRADE & PURITY ≥98%

Synonyms

(2S)-3,3'-Diphenyl[2,2'-binaphthalene]-1,1'-diol | E76901 | FT-0766549 | (2R)-(+)-3,3'-Diphenyl-[2,2'-binaphthalene]-1,1'-diol | 2-(1-hydroxy-3-phenylnaphthalen-2-yl)-3-phenylnaphthalen-1-ol | FT-0734105 | J-008395 | MFCD08459338 | SY073054 | vanol | (2S)

Storage

Room temperature

Overview

(R)-VANOL is a vaulted biaryl ligand that may be used in the following processes: Transformation of 3-substituted cyclobutanones to enantiopure γ-butyrolactones via asymmetric Baeyer-Villiger Reaction in the presence of an aluminum catalyst. Asymmetric aziridination of N-(4-(Methylsulfonyl)benzylidene)diphenylmethanamine to form (2S,3S)-ethyl 1-benzhydryl-3-(4-(methylsulfonyl)phenyl) aziridine-2-carboxylate. Conjugate addition of terminal alkynes to 2-arylidene-1,3-diketones with high enantioselectivity in the presence of diethyl zinc.

Specifications

Synonyms

(2S)-3, 3'-Diphenyl[2, 2'-binaphthalene]-1, 1'-diol | E76901 | FT-0766549 | (2R)-(+)-3, 3'-Diphenyl-[2, 2'-binaphthalene]-1, 1'-diol | 2-(1-hydroxy-3-phenylnaphthalen-2-yl)-3-phenylnaphthalen-1-ol | FT-0734105 | J-008395 | MFCD08459338 | SY073054 | vanol | (2S)

Specifications & Purity

≥98%

Storage

Room temperature

Purity

≥98%

Names and Identifiers

• Canonical Smiles: C1=CC=C(C=C1)C2=CC3=CC=CC=C3C(=C2C4=C(C5=CC=CC=C5C=C4C6=CC=CC=C6)O)O
• IUPAC Name: 2-(1-hydroxy-3-phenylnaphthalen-2-yl)-3-phenylnaphthalen-1-ol
• InChIKey: NDTDVKKGYBULHF-UHFFFAOYSA-N
• 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
• Isomeric SMILES: C1=CC=C(C=C1)C2=CC3=CC=CC=C3C(=C2C4=C(C5=CC=CC=C5C=C4C6=CC=CC=C6)O)O
• PubChem CID: 5251124
• Molecular Weight: 438.5

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Naphthalenes
      • Subclass Phenylnaphthalenes

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Naphthalenes
• Subclass: Phenylnaphthalenes
• Intermediate Tree Nodes: Not available
• Direct Parent: Phenylnaphthalenes
• Alternative Parents: Naphthols and derivatives 1-hydroxy-4-unsubstituted benzenoids Benzene and substituted derivatives Organooxygen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic homopolycyclic compounds
• Substituents: Phenylnaphthalene - 1-naphthol - 1-hydroxy-4-unsubstituted benzenoid - Phenol - Monocyclic benzene moiety - Organic oxygen compound - Hydrocarbon derivative - Organooxygen compound - Aromatic homopolycyclic compound
• Description: This compound belongs to the class of organic compounds known as phenylnaphthalenes. These are compounds containing a phenylnaphthalene skeleton, which consists of a naphthalene bound to a phenyl group.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Melt Point(°C): 200-204°C
• Molecular Weight: 438.500 g/mol
• XLogP3: 8.600
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 438.162 Da
• Monoisotopic Mass: 438.162 Da
• Topological Polar Surface Area: 40.500 Ų
• Heavy Atom Count: 34
• Formal Charge: 0
• Complexity: 593.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1