269410-21-1

Basic information

• Product Name: 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)naphthalen-2-ol
• Synonyms: 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)naphthalen-2-ol;6-Hydroxynaphthalene-2-boronic acid pinacol ester, 96%;6-(Tetramethyl-1,3,2-dioxaborolan-2-yl)naphthalen-2-ol
• CAS NO: 269410-21-1
• Molecular Formula: C₁₆H₁₉BO₃
• Molecular Weight: 270
• Mol File: 269410-21-1.mol
• Article Data: 12

Chemical Properties

• Appearance: White/Solid
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)naphthalen-2-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)naphthalen-2-ol(269410-21-1)
• EPA Substance Registry System: 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)naphthalen-2-ol(269410-21-1)

Safety Data

• Hazardous Substances Data: 269410-21-1(Hazardous Substances Data)

Usage

General Description

6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)naphthalen-2-ol is a chemical compound derived from the naphthalene family. It consists of structural features such as 4,4,5,5-tetramethyl-1,3,2-dioxaborolane and naphthalen-2-ol groupings. As a Boronic Acid, it is often used as a reagent in various chemical reactions, specifically those involving organic synthesis and palladium-catalyzed coupling. This chemical compound is usually obtained for research purposes or industrial applications and must be handled with care due to typical chemical hazards.

Upstream product

• 15231-91-1 6-bromo-naphthalen-2-ol 
• 25015-63-8 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 
• 73183-34-3 bis(pinacol)diborane 
• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 173194-95-1 (6-hydroxynaphthalen-2-yl)boronic acid 
• 61676-62-8 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 

Downstream Products

• 1227290-21-2 C₂₄H₁₆O 
• 1282538-12-8 6-[4-(3-hydroxyprop-1-ynyl)phenyl]naphthalene-2-ol 
• 1426082-99-6 6-{2-[4-(2-dimethylamino-ethoxy)-phenyl]-1-methoxymethyl-5-pyridin-4-yl-1H-imidazol-4-yl}-naphthalen-2-ol 
• 935472-80-3 C₄₃H₂₈N₂O 

Relevant articles and documents

Fluorescent Recognition of Functional Secondary Amines in the Fluorous Phase

In a fluorous solvent (perfluorohexane, FC-72), a perfluoroalkyl-substituted 2-hydroxy-1-naphthaldehyde (1) was found to show greatly enhanced fluorescence when treated with certain functional secondary amines but little fluorescence response was observed with unfunctional amines as well as functional primary and tertiary amines. The study of the reaction of 1 with 2-methylamino ethanol (8) reveals a facile cyclocondensation of the aldehyde group of 1 with this 1,2-amino alcohol to form a 5-membered ring oxazolidine product which turns on the fluorescence. The reaction of 1 with the amino alcohol was found to be more favorable in the fluorous solvent than in a common organic solvent. The use of the fluorous phase-based fluorescence measurement in this work provides a potentially more sensitive as well as selective method in amine sensing.

Benzazole derivatives and organic electroluminescent device including the same

Provided is a benzazole derivative which effectively absorbs a high-energy external light source in the UV region and thus minimizes damage to organic materials in an organic electroluminescent device, thereby contributing to a substantial improvement in the service life of the organic electroluminescent device. An organic electroluminescent device according to the present invention comprises: a first electrode; a second electrode; at least one organic layer disposed between the first electrode and the second electrode; and a capping layer, wherein the organic layer or the capping layer comprises a benzazole derivative represented by chemical formula 1 according to the present invention.

Modular Synthesis of Di- A nd Trisubstituted Imidazoles from Ketones and Aldehydes: A Route to Kinase Inhibitors

A one-pot and modular approach to the synthesis of 2,4(5)-disubstituted imidazoles was developed based on ketone oxidation, employing catalytic HBr and DMSO, followed by imidazole condensation with aldehydes. This methodology afforded twenty-nine disubstituted NH-imidazoles (23%-85% yield). A three-step synthesis of 20 kinase inhibitors was achieved by employing this oxidation-condensation protocol, followed by bromination and Suzuki coupling in the imidazole ring to yield trisubstituted NH-imidazoles (23%-69%, three steps). This approach was also employed in the synthesis of known inhibitor GSK3037619A.