765278-73-7

Basic information

• Product Name: (S)-(-)-3,3'-Dibromo-5,5',6,6',7,7',8,8'-octahydro-1,1'-bi-2,2'-naphthalenediol, 97%
• Synonyms: (S)-(-)-3,3'-Dibromo-5,5',6,6',7,7',8,8'-octahydro-1,1'-bi-2,2'-naphthalenediol, 97%;(S)-3,3'-Dibromo-5,5',6,6',7,7',8,8'-octahydro-1,1'-bi-2-naphthol,99%;S-3,3'-DibroMo-5,5',6,6',7,7',8,8'-octahydro;(S)-(-)-3,3'-Dibromo-5,5',6,6',7,7',8,8'-octahydro-1,1'-bi-2-naphthol,98%;(S)-(-)-3,3'-Dibromo-5,5',6,6',7,7',8,8'-octahydro-1,1'-bi-2,2'-naphthalenediol 97%;(1S)-3,3'-Dibromo-5,5',6,6',7,7',8,8'-octahydro-[1,1'- binaphthalene]-2,2'-diol;(S)-3,3'-Dibromo-5,5',6,6',7,7',8,8'-octahydro-[1,1'- binaphthalene]-2,2'-diol, 99%e.e.
• CAS NO: 765278-73-7
• Molecular Formula: C₂₀H₂₀Br₂O₂
• Molecular Weight: 452.1796
• Product Categories: BINOLs;Chiral Catalysts, Ligands, and Reagents;Privileged Ligands and Complexes;BINOL Series;Chiral Oxygen
• Mol File: 765278-73-7.mol
• Article Data: 2

Chemical Properties

• Melting Point: 145.5-148.5 °C(lit.)
• Boiling Point: 507.3±50.0 °C(Predicted)
• Appearance: off-white/Powder
• Density: 1.628
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 8.02±0.20(Predicted)
• CAS DataBase Reference: (S)-(-)-3,3'-Dibromo-5,5',6,6',7,7',8,8'-octahydro-1,1'-bi-2,2'-naphthalenediol, 97%(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-(-)-3,3'-Dibromo-5,5',6,6',7,7',8,8'-octahydro-1,1'-bi-2,2'-naphthalenediol, 97%(765278-73-7)
• EPA Substance Registry System: (S)-(-)-3,3'-Dibromo-5,5',6,6',7,7',8,8'-octahydro-1,1'-bi-2,2'-naphthalenediol, 97%(765278-73-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 765278-73-7(Hazardous Substances Data)

Usage

Chemical Properties

beige crystalline powder

Uses

(S)-(-)-3,3''-Dibromo-5,5'',6,6'',7,7'',8,8''-octahydro-1,1''-bi-2,2''-naphthalenediol is a reagent in the preparation of peptoid modified silica gel chiral stationary phases and its application to HPLC enantioseparations.

General Description

(S)-3,3′-Dibromo-5,5′,6,6′,7,7′,8,8′-octahydro-1,1′-bi-2,2′-naphthalenediol can be used in the synthesis of chiral bidentate hybrid ligands for asymmetric hydrogenation and hydroformylation reactions.

Upstream product

• 39648-74-3 (Ra)-5,6,7,8,5',6',7',8'-octahydro-[1,1']binaphthalenyl-2,2'-diol 
• 18531-94-7 (R)-1,1'-Bi-2-naphthol 
• 65355-00-2 5,5',6,6',7,7',8,8'-octahydro-1,1'-bi-2-naphthol 
• 602-09-5 1,1'-bi-2-naphthol 

Downstream Products

• 396134-73-9 (R_a)-3,3'-diphenyl-5,5',6,6',7,7',8,8'-octahydro-[1,1'-binaphthalene]-2,2'-diol 
• 1402852-05-4 (R)-3,3'-bis-(3,5-dimethylphenyl)-5,6,7,8,5',6',7',8'-octahydro-[1,1']binaphthalenyl-2,2'-diol 
• 1402852-05-4 C₃₆H₃₈O₂ 

Relevant articles and documents

Cu-Catalyzed Diastereo- and Enantioselective Reactions of γ,γ-Disubstituted Allyldiboron Compounds with Ketones

A catalytic diastereo- and enantioselective method for the preparation of complex tertiary homoallylic alcohols containing a vicinal quaternary carbon stereogenic center and a versatile alkenylboronic ester is disclosed. Transformations are promoted by 5 mol % of a readily available copper catalyst bearing a bulky monodentate phosphoramidite ligand, which is essential for attaining both high dr and er. Reactions proceed with a wide variety of ketones and allylic 1,1-diboronate reagents, which enables the efficient preparation of diverse array of molecular scaffolds.