Assay
98%
optical activity
[α]20/D +49°, c = 1.8 in THF
mp
195-199 °C (lit.)
InChI
1S/C20H12Br2O2/c21-13-3-5-15-11(9-13)1-7-17(23)19(15)20-16-6-4-14(22)10-12(16)2-8-18(20)24/h1-10,23-24H
InChI key
OORIFUHRGQKYEV-UHFFFAOYSA-N
General description
(S)-(+)-6,6′-Dibromo-1,1′-bi-2-naphthol is an aromatic chiral Bronsted acid.
Application
(S)-(+)-6,6′-Dibromo-1,1′-bi-2-naphthol may be used in the synthesis of (2R,3S)-3-phenylisoserine hydrochloride. It may also be used in the synthesis of BINOL-derived chiral ligands with aryl substituents in the 6,6-positions. [BINOL=1,1′-bi-2-naphthol]
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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Chiral bis-trifluoromethanesulfonylamide as a chiral Br?nsted acid catalyst for the asymmetric hetero Diels-Alder reaction with Danishefsky's diene.
Tetrahedron Letters, 46(37), 6355-6358 (2005)
Asymmetric epoxidation of a, ?-unsaturated ketones catalyzed by chiral ytterbium complexes.
Tetrahedron Letters, 42(39), 6919-6921 (2001)
Catalytic asymmetric synthesis of both syn-and anti-?-amino alcohols.
Journal of the American Chemical Society, 120(2), 431-432 (1998)
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