216978-80-2

Basic information

• Product Name: R-2,2'-bis(methoxymethoxy)-[1,1'-Binaphthalene]-3-carboxaldehyde
• Synonyms: R-2,2'-bis(methoxymethoxy)-[1,1'-Binaphthalene]-3-carboxaldehyde;(1R)-2,2'-Bis(methoxymethoxy)-[1,1'-binaphthalene]-3- carboxaldehyde
• CAS NO: 216978-80-2
• Molecular Formula: C₂₅H₂₂O₅
• Molecular Weight: 402.43918
• Mol File: 216978-80-2.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: R-2,2'-bis(methoxymethoxy)-[1,1'-Binaphthalene]-3-carboxaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: R-2,2'-bis(methoxymethoxy)-[1,1'-Binaphthalene]-3-carboxaldehyde(216978-80-2)
• EPA Substance Registry System: R-2,2'-bis(methoxymethoxy)-[1,1'-Binaphthalene]-3-carboxaldehyde(216978-80-2)

Safety Data

• Hazardous Substances Data: 216978-80-2(Hazardous Substances Data)

Upstream product

• 68-12-2 N,N-dimethyl-formamide 
• 602-09-5 1,1'-bi-2-naphthol 
• 173831-50-0 rac-2,2'-bis-(methoxymethoxy)-1,1'-binaphthalene 

Downstream Products

• 12083-24-8 tricarbonyl(η(6)-toluene)chromium 
• 265116-85-6 3,3''-(oxydimethylene)-di-1,1'-bi-2-naphthol 
• 345659-34-9 (R)-2,2'-dihydroxy-[1,1']-binaphthyl-3-carbaldehyde 

Relevant articles and documents

Compound boranil based on bi bisnaphthol of the framework and its preparation and use

The invention provides a series of Boranil compounds based on 1,1'-binaphthol parents, a preparation method of the compounds, and application of the compounds on detection of fluorine ions. The compounds meet one of the following general formulas, X is on

A trivalent iron ion fluorescent probe compound, and its preparation and use

The invention relates to a ferric fluorescent probe compound as well as a preparation method and application thereof. The ferric fluorescent probe compound has the structure in formula I in the specification. The preparation method comprises the following steps: mixing rhodamine B with anhydrous ethanediamine and refluxing in ethyl alcohol to prepare amide of rhodamine; protecting hydroxyl of binaphthol by chloromethyl methyl ether, reacting with N,N-dimethylformamide under the action of butyl lithium, and removing methyl of methyl ether by hydrochloric acid to obtain binaphthol with aldehyde group; finally refluxing the amide of rhodamine and the binaphthol with aldehyde group in ethyl alcohol and washing to obtain the pure ferric fluorescent probe compound. The probe compound has favorable selectivity and sensitivity for the ferric ions, is simple to treat before sample detection and free of causing toxicity to cells, and is used for detecting the ferric ions in the water environment or the biological cells.

A simple complex: ‘on–off–on’ colorimetric and ratiometric fluorescence response towards fluoride ions and its solid state optical properties

A simple 1,1′-bi-2-naphthol (1,1′-BINOL) boron complex has been rationally designed and synthesized, the structure of which was confirmed by single crystal X-ray diffraction analysis. Furthermore, the complex exhibited turn-on fluorescence for fluoride ions with high selectivity and sensitivity. The recognition mechanism for promoting was determined by 1H, 19F and 11B NMR titrations, which indicated that both the photo-induced electron-transfer (PET) and the intramolecular charge transfer (ICT) effects were functionalized. In addition, the complex showed strong solid-state fluorescence, and the emission spectrum and quantum efficiency (ΦF) of the solid powders were also measured.

A novel Cr3+ turn-on probe based on naphthalimide and BINOL framework

Naphthalimide and BINOL framework based fluorescent probe NP-B was rationally designed and synthesized. NP-B exhibited 'turn-on' fluorescence for Cr3+ and high selectivity over other metal ions. 1:1 binding mode between NP-B and Cr3+ was proposed and the mode was verified through MALDI-TOF mass spectrum. The detection limit was calculated to be 0.20 μM, which indicated the good sensitivity for Cr3+.

CATALYST FOR ASYMMETRIC SYNTHESIS, LIGAND FOR USE THEREIN, AND PROCESS FOR PRODUCING OPTICALLY ACTIVE COMPOUND THROUGH ASYMMETRIC SYNTHESIS REACTION USING THEM

Compounds represented by the following general formula (1a) or (1b). A complex comprising a center metal of rhodium and a compound represented by the following general formula (1a) or (1b) as a ligand. A catalyst for optically active beta-substituted carbonyl compound synthesis and catalyst for asymmetric 1, 2 addition reaction being composed of the complex. A method of production of an optically active beta-aryl compound from an alpha, beta-unsaturated compound and an aryl-boronic acid derivative and method of production of an optically active aryl alcohol compound from an aldehyde compound and aryl boronic acid derivatives using the catalyst. A complex comprising a center metal of palladium and a compound represented by the following general formula (1a) or (1b) as a ligand. A catalyst for asymmetric allylic substitution reaction being composed of the complex. A method of production of an optically active dialkyl (1,3-disubstituted propeny)malonate compound from a 1,3- disubstituted ally acetate compound and a dialkyl malonate and method of production of an optically active allylamine compound from a 1,3-disubstituted ally acetate compound and an amine compound. The compounds have not only the versatility of being usable in the synthesis of wide-ranging optically active aryl compounds but also the selectivity and reactivity permitting synthesis with high yield within a short period of time under industrially advantageous mild conditions.

Axially dissymmetric binaphthyldiimine chiral Salen-type ligands for catalytic asymmetric addition of diethylzinc to aldehyde

The axially dissymmetric chiral Schiff base ligand 10, prepared by the reaction of (R)-(+)-1,1′-binaphthyl-2,2′-diamine with (R)-(+)-2,2′-dihydroxy-[1,1′]-binaphthalenyl-3-carbaldehyde, is a fairly effective chiral ligand for the catalytic asymmetric addition reaction of diethylzinc to aldehydes.

Enantioselective epoxidation of olefins catalyzed by new sterically hindered salen-Mn(III) complexes

New, sterically hindered chiral salen-Mn(III) complexes, 5 and 6, were prepared from an aldehyde derived from BINOL. These substances catalyze efficient, enantioselective NaOCl-promoted epoxidations of olefins and enantioselectivities as high as 96-99% ee

Catalytic enantioselective meso-epoxide ring opening reaction with phenolic oxygen nucleophile promoted by gallium heterobimetallic multifunctional complexes

The catalytic enantioselective meso-epoxide ring opening reaction with phenolic oxygen nucleophile (4-methoxyphenol) is described for the first time herein. This reaction was first found to be promoted by (R)-GaLB (Ga = gallium, L = lithium, B = (R)-BINOL), giving a variety of epoxide opening products in good to high ee (67-93% ee). However, chemical yield was only modest (yield 31-75%), despite the use of more than 20 mol % GaLB. This was due to the undesired ligand exchange between BINOL and 4-methoxyphenol, which resulted in the decomplexation of GaLB. Application of various known chiral ligands such as 6,6'-bis((triethylsilyl)ethynyl)-BINOL and H8-BINOL were examined, but satisfactory results were not obtained. To overcome this problem a novel linked-BINOL containing coordinative oxygen atom in the linker has been developed. By linking two BINOL units in GaLB, the stability of the Ga-complex was greatly improved. Using 3-10 mol % (R,R)-Ga-Li-linked- BINOL complex, a variety of epoxide opening reactions were found to proceed smoothly, affording products in analogous ee (66-96% ee) and in much higher yield (yield 67-94%) compared to (R)-GaLB. The structure of the LiCl free Ga- Li-linked-BINOL complex was elucidated by X-ray analysis. This is the first X-ray data for an asymmetric catalyst containing gallium. The possible mechanism of the entitled reaction is also discussed, based on the X-ray structure of the Ga-complex.