482625
(S)-(+)-6,6′-Dibromo-1,1′-bi-2-naphthol
98%
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About This Item
Linear Formula:
[BrC10H5(OH)]2
CAS Number:
Molecular Weight:
444.12
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22
MDL number:
Product Name
(S)-(+)-6,6′-Dibromo-1,1′-bi-2-naphthol, 98%
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
assay
98%
optical activity
[α]20/D +49°, c = 1.8 in THF
mp
195-199 °C (lit.)
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]
General description
(S)-(+)-6,6′-Dibromo-1,1′-bi-2-naphthol is an aromatic chiral Bronsted acid.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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Asymmetric epoxidation of a, ?-unsaturated ketones catalyzed by chiral ytterbium complexes.
Chen R, et al.
Tetrahedron Letters, 42(39), 6919-6921 (2001)
Catalytic asymmetric synthesis of both syn-and anti-?-amino alcohols.
Kobayashi S, et al.
Journal of the American Chemical Society, 120(2), 431-432 (1998)
Chiral bis-trifluoromethanesulfonylamide as a chiral Br?nsted acid catalyst for the asymmetric hetero Diels-Alder reaction with Danishefsky's diene.
Tonoi T and Mikami K.
Tetrahedron Letters, 46(37), 6355-6358 (2005)
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