121314-69-0

Basic information

• Product Name: R-2,2'-dihydroxy-[1,1'-Binaphthalene]-3,3'-dicarboxaldehyde
• Synonyms: R-2,2'-dihydroxy-[1,1'-Binaphthalene]-3,3'-dicarboxaldehyde
• CAS NO: 121314-69-0
• Molecular Formula: C₂₂H₁₄O₄
• Molecular Weight: 342.34416
• Mol File: 121314-69-0.mol
• Article Data: 9

Chemical Properties

• Melting Point: 285 °C
• Boiling Point: 499.8±45.0 °C(Predicted)
• Appearance: /
• Density: 1.407±0.06 g/cm3(Predicted)
• PKA: 6.27±0.50(Predicted)
• CAS DataBase Reference: R-2,2'-dihydroxy-[1,1'-Binaphthalene]-3,3'-dicarboxaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: R-2,2'-dihydroxy-[1,1'-Binaphthalene]-3,3'-dicarboxaldehyde(121314-69-0)
• EPA Substance Registry System: R-2,2'-dihydroxy-[1,1'-Binaphthalene]-3,3'-dicarboxaldehyde(121314-69-0)

Safety Data

• Hazardous Substances Data: 121314-69-0(Hazardous Substances Data)

Usage

Description

R-2,2'-dihydroxy-[1,1'-Binaphthalene]-3,3'-dicarboxaldehyde is a complex and specific chemical compound belonging to the class of aromatic aldehydes. It features two hydroxyl groups and two aldehyde groups, which confer unique properties that are beneficial in various chemical reactions. This chiral ligand is highly valued in the fields of organic and medicinal chemistry, particularly for its role in asymmetric synthesis and catalysis.

Uses

Used in Pharmaceutical Industry:
R-2,2'-dihydroxy-[1,1'-Binaphthalene]-3,3'-dicarboxaldehyde is used as a chiral ligand in the asymmetric synthesis of pharmaceuticals. Its unique molecular structure and reactivity contribute to the production of enantiomerically pure compounds, which are essential for the development of effective and safe medications.
Used in Agrochemical Industry:
In the agrochemical sector, R-2,2'-dihydroxy-[1,1'-Binaphthalene]-3,3'-dicarboxaldehyde serves as a chiral ligand for the synthesis of agrochemicals with high selectivity and efficiency. This ensures the production of active ingredients with minimal environmental impact and improved performance in agricultural applications.
Used in Fine Chemicals Production:
R-2,2'-dihydroxy-[1,1'-Binaphthalene]-3,3'-dicarboxaldehyde is utilized as a key intermediate in the synthesis of various fine chemicals. Its specific reactivity and chiral properties enable the creation of high-quality specialty chemicals for use in a range of industries, including fragrances, dyes, and advanced materials.

Upstream product

• 602-09-5 1,1'-bi-2-naphthol 
• 581-71-5 2-Hydroxy-3-naphthaldehyde 
• 7260-11-9 phenyl 2-hydroxy-3-naphthoate 
• 173831-50-0 rac-2,2'-bis-(methoxymethoxy)-1,1'-binaphthalene 
• 68-12-2 N,N-dimethyl-formamide 
• 30478-88-7 3-bromo-2-naphthol 
• 18531-99-2 (S)-[1,1']-binaphthalenyl-2,2'-diol 
• 223389-51-3 2,2’-bis(methoxymethoxy)-[1,1’-binaphthalene]-3,3’-dicarbaldehyde 
• 121999-12-0 (R)-2,2'-bis(methoxy)-1,1'-binaphthyl-3,3'-dicarbaldehyde 
• 75685-01-7 2,2'-dimethoxy-1,1'-binaphthyl 

Downstream Products

• 121314-74-7 3,3'-Bis-{[(E)-(S)-1-phenyl-ethylimino]-methyl}-[1,1']binaphthalenyl-2,2'-diol 
• 121350-52-5 3,3'-Bis-{[(E)-(1S,2R)-2-hydroxy-1-methyl-2-phenyl-ethylimino]-methyl}-[1,1']binaphthalenyl-2,2'-diol 
• 121350-50-3 3,3'-Bis-{[(E)-(R)-1-phenyl-ethylimino]-methyl}-[1,1']binaphthalenyl-2,2'-diol 
• 121314-75-8 3,3'-Bis-[(E)-phenyliminomethyl]-[1,1']binaphthalenyl-2,2'-diol 
• 121314-75-8 (C₁₀H₅(OH)CHNC₆H₅)2 
• 929284-67-3 (C₁₀H₅(OH)CHNC₆H₃(CH(CH₃)2)2)2 

Relevant articles and documents

BINOL-amino acid conjugates as triggerable carriers of DNA-targeted potent photocytotoxic agents

Mild photoactivation of new BINOL-amino acid and -amino ester conjugates (BINOLAMs) yielded alkylating and DNA cross-linking agents with high photoefficiency and superior cytotoxicity. Detection of the transient electrophile, by laser flash photolysis (LFP), suggests that BINOL-quinone methides (QMs) are key intermediates in the process. QMs trapping by water, monitored in a time-dependent product distribution analysis, demonstrated that the phototriggered reactivity of BINOLAMs as bis-alkylating agents is the result of a two-step process involving sequential photogeneration of monoalkylating QMs. Light activation of the BINOL-L-amino esters produced cytotoxic QMs very effective against human tumor LoVo cells with EC50 in the 130-230 nM range. Trimethylpsoralen (PS) is about 4 times less potent than our newly tested compounds. BINOL-L-proline methyl ester showed notable photoselectivity because it displayed cytotoxic effects upon irradiation only and was able to efficiently reach the target DNA inside the cells, where it forms both alkylated and cross-linked species.

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).

1, 1'-bi-2-naphthol derivative and application thereof as fluorescent dye for aqueous coating

The invention relates to a 1, 1'-bi-2-naphthol derivative and an application thereof as fluorescent dye for aqueous coating, the 1, 1'-bi-2-naphthol derivative is a compound shown in a first formula.The 1, 1'-bi-2-naphthol derivative can be used as fluore