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Sigma-Aldrich

6,6′-Dibromo-1,1′-bi-2-naphthol

97%

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About This Item

Linear Formula:
[C10H5(Br)OH]2
CAS Number:
13185-00-7
Molecular Weight:
444.12
MDL number:
MFCD00798290
UNSPSC Code:
12352100
PubChem Substance ID:
24870227

assay

97%

mp

204-206 °C (lit.)

SMILES string

Oc1ccc2cc(Br)ccc2c1-c3c(O)ccc4cc(Br)ccc34

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

6,6′-Dibromo-1,1′-bi-2-naphthol is a 1,1′-bi-2-naphthol derivative. Vibrational circular dichroism (VCD), electronic circular dichroism (ECD) and optical rotatory dispersion (ORD) spectra for the enantiomers of 6,6′-dibromo-1,1′-bi-2-naphthol have been evaluated.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
16122TC
00117TC
00216DR

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S Kobayashi et al.
Chirality, 12(5-6), 540-543 (2000-05-29)
A novel binuclear chiral zirconium catalyst was successfully used in enantioselective Strecker reactions. The catalyst was readily prepared from zirconium t-butoxide (Zr(OtBu)4), (R)-6,6'-dibromo-1, 1'-bi-2-naphthol ((R)-6-Br-BINOL), and (R)-3,3'-dibromo-1, 1'-bi-2-naphthol ((R)-3-Br-BINOL) to form unique binuclear structure. It was revealed that a combination
Prasad L Polavarapu et al.
The journal of physical chemistry. A, 113(18), 5423-5431 (2009-04-16)
The experimental vibrational circular dichroism (VCD), electronic circular dichroism (ECD), and optical rotatory dispersion (ORD) spectra for both enantiomers of 6,6'-dibromo-1,1'-bi-2-naphthol have been measured. The corresponding quantum chemical predictions for three different orientations of hydroxyl groups in this molecule were
Diastereoselective and enantioselective glyoxylate-ene reaction catalyzed by new class of binaphthol-derived titanium complex.
Terada M, et al.
Tetrahedron Letters, 35(36), 6693-6696 (1996)

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