(S)-3,3'-Dibromo-1,1'-bi-2-naphthol

• CAS: 119707-74-3
• Catalog Number: ACM119707743-1
• Category: Other Products
• Molecular Weight: 444.11
• Molecular Formula: C20H12Br2O2
• Synonyms: (S)-3,3'-Dibromo-2,2'-dihydroxy-1,1'-binaphthyl
• IUPAC Name: 3-bromo-1-(3-bromo-2-hydroxynaphthalen-1-yl)naphthalen-2-ol
• Canonical SMILES: C1=CC=C2C(=C1)C=C(C(=C2C3=C(C(=CC4=CC=CC=C43)Br)O)O)Br
• InChI: BRTBEAXHUYEXSY-UHFFFAOYSA-N
• InChI Key: InChI=1S/C20H12Br2O2/c21-15-9-11-5-1-3-7-13(11)17(19(15)23)18-14-8-4-2-6-12(14)10-16(22)20(18)24/h1-10,23-24H
• Boiling Point: 432.4±45.0 °C at 760 mmHg
• Melting Point: 256-260 °C
• Appearance: White to off-white powder
• Application: Ligand used to prepare a chiral zirconium catalyst useful in asymmetric Strecker reactions.; ; Ligand used in the zinc-catalyzed enantioselective Hetero Diels-Alder reaction.; ; Catalyst used in syn-selective diastereoselective Petasis reactions.; ; Catalyst used in asymmetric propargylation of ketones.
• Complexity: 405
• Covalently-Bonded Unit Count: 1
• Exact Mass: 443.918g/mol
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Heavy Atom Count: 24
• Isomeric SMILES: C1=CC=C2C(=C1)C=C(C(=C2C3=C(C(=CC4=CC=CC=C43)Br)O)O)Br
• Monoisotopic Mass: 441.92g/mol
• Optical Purity: ≥99%e.e.
• Rotatable Bond Count: 1
• Specific Rotation: 90°, (c=1 in methanol)
• Topological Polar Surface Area: 40.5A^2