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S-2,2'-dihydroxy-[1,1'-Binaphthalene]-3-carboxaldehyde, commonly known as BINOL, is a chiral biaryl compound that features two naphthalene rings connected by a carbon-carbon single bond. It is characterized by the presence of two hydroxyl groups and an aldehyde group at the 2, 2', and 3 positions, respectively. BINOL serves as a versatile and valuable building block in asymmetric synthesis, particularly for the creation of chiral ligands in transition metal-catalyzed reactions. Its unique structure allows it to provide stereochemical control in various organic transformations, making it an essential tool in the production of pharmaceuticals, agrochemicals, and fine chemicals. Furthermore, BINOL and its derivatives have been explored for their potential applications in materials science, including the development of liquid crystals and optoelectronic devices.

345659-34-9

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345659-34-9 Usage

Uses

Used in Pharmaceutical Industry:
S-2,2'-dihydroxy-[1,1'-Binaphthalene]-3-carboxaldehyde is used as a chiral building block for the synthesis of pharmaceuticals, enabling the creation of enantiomerically pure compounds that are essential for the development of effective and safe drugs.
Used in Agrochemical Industry:
In the agrochemical industry, S-2,2'-dihydroxy-[1,1'-Binaphthalene]-3-carboxaldehyde is utilized as a chiral intermediate for the production of agrochemicals, ensuring the synthesis of enantiomerically pure active ingredients that are crucial for the effectiveness and selectivity of these products.
Used in Fine Chemicals Industry:
S-2,2'-dihydroxy-[1,1'-Binaphthalene]-3-carboxaldehyde is employed as a chiral catalyst or ligand in the synthesis of fine chemicals, facilitating asymmetric reactions that lead to the production of enantiomerically pure compounds with specific properties and applications.
Used in Materials Science:
In the field of materials science, S-2,2'-dihydroxy-[1,1'-Binaphthalene]-3-carboxaldehyde is used as a key component in the development of advanced materials such as liquid crystals and optoelectronic devices, leveraging its unique structure to impart specific optical, electronic, and self-assembling properties to these materials.

Check Digit Verification of cas no

The CAS Registry Mumber 345659-34-9 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 3,4,5,6,5 and 9 respectively; the second part has 2 digits, 3 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 345659-34:
(8*3)+(7*4)+(6*5)+(5*6)+(4*5)+(3*9)+(2*3)+(1*4)=169
169 % 10 = 9
So 345659-34-9 is a valid CAS Registry Number.

345659-34-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-formyl-BINOL

1.2 Other means of identification

Product number -
Other names (R)-2,2'-dihydroxy-[1,1']-binaphthyl-3-carbaldehyde

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:345659-34-9 SDS

345659-34-9Downstream Products

345659-34-9Relevant academic research and scientific papers

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

Wu, Shengying,Chen, Zhijun,Zhang, Kewei,Hong, Gang,Zhao, Guosheng,Wang, Limin

, p. 1390 - 1395 (2018/03/29)

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.

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

-

, (2016/10/24)

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

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, (2017/03/08)

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

Wu, Shengying,Zhang, Kewei,Wang, Yefeng,Mao, Dan,Liu, Xin,Yu, Jianjun,Wang, Limin

, p. 351 - 353 (2014/01/06)

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+.

BINAPHTHOL ALDEHYDE DERIVATIVES AND METHOD FOR PREPARING THE SAME

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Page/Page column 12, (2010/06/15)

The present invention relates to a binaphthol aldehyde derivative represented by Chemical Formula 1 and a method of preparing the same. The binaphthol aldehyde derivative represented by Chemical Formula 1 enables various kinds of substituent groups to be very efficiently introduced into the hydrogen position of a 2' hydroxy group of 2,2'-binaphthol-3-aldehyde. The method is advantageous in that the binaphthol aldehyde derivative represented by Chemical Formula 1 can be prepared in a safe manner at low cost.

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

Shi, Min,Wang, Chun-Jiang

, p. 2161 - 2166 (2007/10/03)

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

Ahn, Kwang-Hyun,Park, Sang Wook,Choi, Soojin,Kim, Hyun-Ju,Moon, Chi Jang

, p. 2485 - 2488 (2007/10/03)

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

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