173831-50-0

Basic information

• Product Name: (R)-(+)-2,2'-BIS(METHOXYMETHOXY)-1,1'-BINAPHTHYL
• Synonyms: 2,2'-BIS(METHOXYMETHOXY)-1,1'-BINAPHTHALENE;2,2'-BIS(METHOXYMETHOXY)-1,1'-BINAPHTHYL;(R)-(+)-2,2'-BIS(METHOXYMETHOXY)-1,1'-BINAPHTHALENE;(R)-(+)-2,2'-BIS(METHOXYMETHOXY)-1,1'-BINAPHTHYL;(R)-2,2'-BIS(METHOXYMETHOXY)-1,1'-BINAPHTHYL;(S)-(-)-2,2'-BIS(METHOXYMETHOXY)-1,1-BINAPHTHALENE;(S)-(-)-2,2'-BIS(METHOXYMETHOXY)-1,1'-BINAPHTHYL;(S)-2,2'-BIS(METHOXYMETHOXY)-1,1'-BINAPHTHYL
• CAS NO: 173831-50-0
• Molecular Formula: C₂₄H₂₂O₄
• Molecular Weight: 374.43
• Product Categories: Other Ligands;Catalysis and Inorganic Chemistry;Chemical Synthesis;BINOLs;Chiral Catalysts, Ligands, and Reagents;Privileged Ligands and Complexes;Aromatics;Chiral Reagents;Intermediates & Fine Chemicals;Pharmaceuticals;BINOL Series;Chiral Oxygen
• Mol File: 173831-50-0.mol
• Article Data: 29

Chemical Properties

• Melting Point: 92-96 °C(lit.)
• Boiling Point: 477.809 °C at 760 mmHg
• Flash Point: 126.215 °C
• Appearance: white/Powder
• Density: 1.182 g/cm³
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: soluble in Toluene
• CAS DataBase Reference: (R)-(+)-2,2'-BIS(METHOXYMETHOXY)-1,1'-BINAPHTHYL(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(+)-2,2'-BIS(METHOXYMETHOXY)-1,1'-BINAPHTHYL(173831-50-0)
• EPA Substance Registry System: (R)-(+)-2,2'-BIS(METHOXYMETHOXY)-1,1'-BINAPHTHYL(173831-50-0)

Safety Data

• Hazard Codes: Xi,N
• Statements: 41-50/53
• Safety Statements: 26-39-60-61-36/39-25
• RIDADR: UN 3077 9/PG 3
• WGK Germany: 3
• Hazardous Substances Data: 173831-50-0(Hazardous Substances Data)

Usage

Reaction

Starting material for the preparation of a variety of 3,3'-substituted binaphthols.

Chemical Properties

Colorless solid

Uses

Different sources of media describe the Uses of 173831-50-0 differently. You can refer to the following data:
1. An intermediate in the symmetric synthesis of BINOL-terpyridine ligands.
2. 3- or 3,3′-di-substituted products can be obtained easily via ortho-metallation and subsequent treatment with an electrophile to give the corresponding BINOL derivatives.

Upstream product

• 602-09-5 (R)-binaphthol 
• 107-30-2 chloromethyl methyl ether 
• 18531-99-2 (S)-[1,1']-binaphthalenyl-2,2'-diol 
• 150587-19-2 methoxymethoxy chloride 
• 602-09-5 1,1'-bi-2-naphthol 
• 135-19-3 β-naphthol 

Downstream Products

• 602-09-5 1,1'-bi-2-naphthol 
• 142010-84-2 2,2'-Bis-methoxymethoxy-3,3'-bis-triphenylsilanyl-[1,1']binaphthalenyl 
• 791616-60-9 rac-3,3'-bis(4-nitrophenyl)-[1,1'-binaphthalene]-2,2'-diol 
• 142010-72-8 3-Bromo-2,2'-bis-methoxymethoxy-[1,1']binaphthalenyl 
• 142010-87-5 (±)?3,3'?dibromo?2,2'?bis(methoxymethyl)?1,1'?binaphthalene 
• 287111-93-7 3,3'-diiodo-[1,1'-binaphthalene]-2,2'-diol 
• 141779-46-6 2,2’-dihydroxy-[1,1’-binaphthalene]-3,3’-dicarbaldehyde 
• 1352523-04-6 3,3'-bis(1-(pentafluorophenyl)-1H-1,2,3-triazol-4-yl)-1,1'-binaphthyl-2,2'-diyl (1-pyrrolidinyl)phosphonite 
• 1352523-00-2 3,3'-bis(1-(2,4,5-trichlorophenyl)-1H-1,2,3-triazol-4-yl)-1,1'-binaphthyl-2,2'-diyl (1-pyrrolidinyl)phosphonite 
• 1352523-02-4 3,3'-bis(1-(2,4,5-trichlorophenyl)-1H-1,2,3-triazol-4-yl)-1,1'-binaphthyl-2,2'-diyl (1-pyrrolidinyl)phosphonate 

Relevant articles and documents

Molecular recognition of aliphatic diamines by 3,3′- di(trifluoroacetyl)-1,1′-bi-2-naphthol

The fluorescent responses of 3,3′-di(trifluoroacetyl)-1,1′-bi- 2-naphthol toward a variety of amines have been studied. It was found that the aliphatic primary 1,2- and 1,5-diamines can greatly enhance the fluorescence of this compound, but under the same conditions, primary, secondary, and tertiary monoamines cannot turn on the fluorescence of this compound. In addition, this compound was shown to be an enantioselective and diastereoselective fluorescent sensor for chiral diamines. UV absorption and NMR spectroscopic methods have been used to study the interaction of the sensor with amines. These studies have demonstrated that the intramolecular OH···O=C hydrogen bonding of the sensor is important for both the reactivity of its trifluoroacetyl group with the amines and its fluorescent responses. The interaction of both of the two amine groups of a diamine molecule with the sensor is essential for the observed fluorescent sensitivity and selectivity.

Synthesis of (±)-3,3′-diphenyl-2,2′-binaphthol via different routes using Pd and Ni as catalyst respectively

3,3′-Biphenyl-2,2′-binaphthols (BINOLs) are precursors of phosphoric acids that are widely used as ligands and catalysts in organic reactions. In this report, two routes for the synthesis of (±)-3,3′-diphenyl BINOLs via (±)-3,3′ bis-halogenated BINOLs int

Strong Aggregation-Induced CPL Response Promoted by Chiral Emissive Nematic Liquid Crystals (N*-LCs)

In this paper we designed a kind of aggregation-induced emission (AIE) chiral fluorescence emitters (R/S-BINOL-CN enantiomers) in the aggregate state. Chiral emissive nematic liquid crystals (N*-LCs) prepared by doping this kind of AIE-active R/S-BINOL-CN enantiomers into a common achiral nematic liquid crystal (N-LC, E7) can self-assemble as the regularly planar Grandjean texture leading to high luminescence dissymmetry factor (glum) of aggregation-induced circularly polarized luminescence (AI-CPL) signal up to 0.41, which can be attributed to dipolar interactions from polar cyano groups and π–π interactions between binaphthyl moiety of the dopant R/S-BINOL-CN and biphenyl group of the host molecules (E7).