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

Catalog Number	ACM119707743-1
CAS	119707-74-3
Structure
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
Molecular Weight	444.11
Molecular Formula	C20H12Br2O2
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
Purity	98%+
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
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