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32316-92-0

  • Product Name2-Naphthaleneboronic acid
  • Molecular FormulaC10H9BO2
  • Molecular Weight171.99
  • Purity99%
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Product Details

Quick Details

  • CasNo： 32316-92-0
  • Molecular Formula： C10H9BO2
  • Purity： 99%

Pharmaceutical Intermediates 2-Naphthaleneboronic acid 32316-92-0 Crystalline Powder

  • Molecular Formula:C10H9BO2
  • Molecular Weight:171.991
  • Appearance/Colour:yellow crystal powder 
  • Vapor Pressure:1.63E-06mmHg at 25°C 
  • Melting Point:269-275 °C(lit.) 
  • Refractive Index:1.638 
  • Boiling Point:381.9 °C at 760 mmHg 
  • PKA:8.53±0.30(Predicted) 
  • Flash Point:184.8 °C 
  • PSA：40.46000 
  • Density:1.21g/cm3 
  • LogP:0.51960 

2-Naphthaleneboronic acid(Cas 32316-92-0) Usage

description

2-Naphthalene Boronic Acid is an organometallic iridium complex with applications in catalysis and Pharmaceutical manufacturing. It can be also used in the study of an enantioselective rhodium-catalyzed addition of aryl boronic acids to 2,2,2-trifluoroacetophenones leading to chiral, tertiary trifluoromethyl alcohols.?

Uses

2-Naphthaleneboronic acid is a useful research chemical for organic synthesis and other chemical processes.

Solubility

Solubility in water: slightly soluble. Other solubilities: soluble in methanol

Application

It is used to study the enantioselective rhodium-catalyzed addition reaction of arylboronic acid and 2,2,2-trifluoroacetophenone to generate chiral tertiary trifluoromethanol.? It can also be used to study the palladium-catalyzed addition reaction of arylboronic acid and nitrile to generate aryl ketones, and aromatic adverbial clauses: palladium-catalyzed addition of oxynitrile to benzofuran.

Chemical Properties

yellow crystal powde

InChI:InChI=1/C10H9BO2/c12-11(13)10-6-5-8-3-1-2-4-9(8)7-10/h1-7,12-13H

32316-92-0 Relevant articles

Regioselectivity in metallation reactions of 2-(2'-naphthyl)pyridine: 1'-versus 3'-reactivity in mercuration and palladation reactions. Crystal structure of chloro(pyridine)3,N>palladium

Ford, Alan,Sinn, Ekkehard,Woodward, Simon

, p. 215 - 220 (1995)

Regioselectivity is found to vary with t...

Synthesis and photophysical processes of 9-bromo-10-naphthalen-2-yl-anthracene

Guo, Zhiqiang,Jin, Shuo,Liu, Bo

, p. 672 - 675 (2007)

A novel luminescent compound, 9-bromo-10...

Highly twisted pyrene derivatives for non-doped blue OLEDs

Lee, Sang Bong,Park, Kwang Hun,Joo, Chul Woong,Lee, Jeong-Ik,Lee, Jonghee,Kim, Yun-Hi

, p. 19 - 25 (2016)

New highly twisted rigid blue light-emit...

Mo–Catalyzed One-Pot Synthesis of N-Polyheterocycles from Nitroarenes and Glycols with Recycling of the Waste Reduction Byproduct. Substituent-Tuned Photophysical Properties

Hernández-Ruiz, Raquel,Rubio-Presa, Rubén,Suárez-Pantiga, Samuel,Pedrosa, María R.,Fernández-Rodríguez, Manuel A.,Tapia, M. José,Sanz, Roberto

supporting information, p. 13613 - 13623 (2021/08/23)

A catalytic domino reduction–imine forma...

Size-Driven Inversion of Selectivity in Esterification Reactions: Secondary Beat Primary Alcohols

Mayr, Stefanie,Marin-Luna, Marta,Zipse, Hendrik

, p. 3456 - 3489 (2021/03/01)

Relative rates for the Lewis base-mediat...

Transition-Metal-Free Borylation of Aryl Bromide Using a Simple Diboron Source

Han, Min Su,Lim, Taeho,Ryoo, Jeong Yup

, p. 10966 - 10972 (2020/09/23)

In this study, we developed a simple tra...

BORON DIIODIDE COMPOUND, AND BORONIC ACID, BORONIC ESTER AND THE LIKE OBTAINED THEREFROM, AND PRODUCTION METHOD OF THEM

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Paragraph 0258, (2019/05/10)

PROBLEM TO BE SOLVED: To provide a metho...

32316-92-0 Process route

triisobutyl borate
13195-76-1

triisobutyl borate

2-naphthalenylmagnesium bromide
21473-01-8

2-naphthalenylmagnesium bromide

naphthalene-2-boronic acid
32316-92-0

naphthalene-2-boronic acid

Conditions
Conditions Yield
With diethyl ether; und anschliessenden Hydrolyse;
 
2-bromonaphthalene
580-13-2

2-bromonaphthalene

naphthalene-2-boronic acid
32316-92-0

naphthalene-2-boronic acid

Conditions
Conditions Yield
2-bromonaphthalene; With n-butyllithium; In tetrahydrofuran; at -78 - -40 ℃; for 0.5h;
With triethyl borate; In tetrahydrofuran; at -40 - 20 ℃; for 12h;
With hydrogenchloride; water; In tetrahydrofuran; at 20 ℃;
80%
With n-butyllithium; Triisopropyl borate; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Inert atmosphere; Schlenk technique;
80%
2-bromonaphthalene; With magnesium; In tetrahydrofuran; for 4.5h; Heating / reflux;
With triethyl borate; In tetrahydrofuran; at -78 - 20 ℃; for 5.25h;
With hydrogenchloride; In tetrahydrofuran; water; at 0 ℃; for 2h;
77%
2-bromonaphthalene; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 1.5h;
With Triisopropyl borate; In tetrahydrofuran; at -78 - 20 ℃; for 12h;
With water; In tetrahydrofuran; ethyl acetate;
76%
2-bromonaphthalene; With tert.-butyl lithium; In tetrahydrofuran; pentane; at -78 ℃; for 1h;
With Trimethyl borate; In tetrahydrofuran; pentane; at -78 - 20 ℃;
With hydrogenchloride; In tetrahydrofuran; pentane; at 0 ℃;
70%
With Trimethyl borate;
 
With Trimethyl borate;
 
Multi-step reaction with 2 steps
1: crude xylene; acetic acid ester; sodium amalgam
2: boron trichloride / 150 °C / und Behandeln mit Wasser
With sodium amalgam; acetic acid ester; crude xylene; boron trichloride;
 
 
 1.71 g (40%)
2-bromonaphthalene; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 2h; Inert atmosphere;
With Trimethyl borate; In tetrahydrofuran; at -78 - 20 ℃; Inert atmosphere;
With hydrogenchloride; water; In tetrahydrofuran;
 
2-bromonaphthalene; With magnesium; In tetrahydrofuran;
With Trimethyl borate; In tetrahydrofuran;
With hydrogenchloride; water; In tetrahydrofuran;
 
2-bromonaphthalene; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 3h;
With Trimethyl borate; In tetrahydrofuran; at -78 - 20 ℃;
With hydrogenchloride; In tetrahydrofuran; water; for 1h;
 
Multi-step reaction with 2 steps
1.1: n-butyllithium / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere; Schlenk technique
1.2: -78 - 20 °C / Inert atmosphere; Schlenk technique
2.1: hydrogenchloride / water / 20 °C / Inert atmosphere; Schlenk technique
With hydrogenchloride; n-butyllithium; In tetrahydrofuran; water;
 
With tetrahydroxydiboron; 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); N-ethyl-N,N-diisopropylamine; triphenylphosphine; In ethanol; at 20 ℃; for 4h; Inert atmosphere; Sealed tube;
 
Multi-step reaction with 2 steps
1.1: n-butyllithium / tetrahydrofuran; hexane / -78 °C
1.2: -78 - 20 °C
2.1: water; hydrogenchloride / tetrahydrofuran; hexane / 20 °C / pH 3 - 5
With hydrogenchloride; n-butyllithium; water; In tetrahydrofuran; hexane;
 
2-bromonaphthalene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h; Schlenk technique;
With Trimethyl borate; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 5h; Schlenk technique;
 

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