100622-34-2

  • Product Name9-Anthraceneboronic acid
  • Molecular FormulaC14H11BO2
  • Molecular Weight222.05
  • Purity99%
  • Appearancewhite powder
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Product Details

Quick Details

  • CasNo: 100622-34-2
  • Molecular Formula: C14H11BO2
  • Appearance: white powder
  • Purity: 99%

Pharmaceutical Intermediates 9-Anthraceneboronic Acid 100622-34-2 Good Price

  • Molecular Formula:C14H11BO2
  • Molecular Weight:222.051
  • Appearance/Colour:white powder 
  • Vapor Pressure:5.28E-10mmHg at 25°C 
  • Melting Point:214-216 °C 
  • Refractive Index:1.709 
  • Boiling Point:479.5 °C at 760 mmHg 
  • PKA:8.53±0.30(Predicted) 
  • Flash Point:243.8 °C 
  • PSA:40.46000 
  • Density:1.26 g/cm3 
  • LogP:1.67280 

9-Anthraceneboronic acid(Cas 100622-34-2) Usage

Chemical Properties

Tan solid

Uses

suzuki reaction

Purification Methods

Crystallise the boronic acid from dilute HCl (m 180-184o). The disodium salt has m 209-213o. [Beilstein 16 IV 1679.]

InChI:InChI=1/C14H11BO2/c16-15(17)14-12-7-3-1-5-10(12)9-11-6-2-4-8-13(11)14/h1-9,16-17H

100622-34-2 Relevant articles

Synthesis and electroluminescence properties of new dual-core derivatives

Lee, Hayoon,Lee, Sunmi,Jung, Hyocheol,Kang, Seokwoo,Park, Jongwook

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New blue emitting materials based on dua...

Electronic decoupling in ground and excited states of asymmetric biaryls

Baumgarten, Martin,Gherghel, Lileta,Friedrich, Jan,Jurczok, Martin,Rettig, Wolfgang

, p. 1130 - 1140 (2000)

New asymmetric biaryls have been synthes...

Efficient syntheses of C8-aryl adducts of adenine and guanine formed by reaction of radical cation metabolites of carcinogenic polycyclic aromatic hydrocarbons with DNA

Dai, Qing,Xu, Daiwang,Lim, Keunpoong,Harvey, Ronald G.

, p. 4856 - 4863 (2007)

(Chemical Equation Presented) The synthe...

Complementary Lock-and-Key Ligand Binding of a Triplet Transmitter to a Nanocrystal Photosensitizer

Li, Xin,Fast, Alexander,Huang, Zhiyuan,Fishman, Dmitry A.,Tang, Ming Lee

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Owing to the difficulty in comprehensive...

Aryl Radical Geometry Determines Nanographene Formation on Au(111)

Jacobse, Peter H.,van den Hoogenband, Adri,Moret, Marc-Etienne,Klein Gebbink, Robertus J. M.,Swart, Ingmar

, p. 13052 - 13055 (2016)

The Ullmann coupling has been used exten...

Excimer formation promoted by steric hindrance in dual core chromophore for organic light-emitting diodes emitters

Lee, Jaehyun,Kim, Beomjin,Park, Jongwook

, p. 8854 - 8857 (2016)

A new dual core derivative of 1-(3,5-dip...

Supramolecular structures and spontaneous resolution: The case of ortho-substituted phenylboronic acids

Filthaus, Matthias,Oppel, Iris M.,Bettinger, Holger F.

, p. 1201 - 1207 (2008)

The solid state structures of a number o...

Synthesis and luminescent property of Poly(9-(3-vinyl-phenyl)-anthracene)

Lee, Sunmi,Shin, Hwangyu,Park, Beom-Soo Michael,Lee, Jaehyun,Park, Jongwook

, p. 5438 - 5441 (2015)

Polymer light-emitting diodes (PLEDs) ha...

New Emitting Materials Based on HTL Moiety with High Hole Mobility for OLEDs

Kang, Hyeonmi,Lee, Hayoon,Shin, Hwangyu,Kang, Seokwoo,Kim, Beomjin,Park, Jongwook

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New green emitting compounds based on tr...

Electrode comprising organic semiconductor material, method for manufacturing electrode, and supercapacitor comprising electrode

-

Page/Page column 10; 11, (2019/06/10)

The present invention relates to: an ele...

Phenanthridine Derivatives and organic light-emitting diode including the same

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Paragraph 0224; 0225-0227, (2019/11/23)

PURPOSE: A phenanthridine derivative com...

Semiconducting Material Comprising a Phosphine Oxide Matrix and Metal Salt

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, (2018/05/03)

The present invention is directed to a s...

100622-34-2 Process route

triethyl borate
150-46-9

triethyl borate

9-Bromoanthracene
1564-64-3

9-Bromoanthracene

anthracene-9-boronic acid
100622-34-2

anthracene-9-boronic acid

Conditions
Conditions Yield
9-Bromoanthracene; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.5h;
triethyl borate; In tetrahydrofuran; at -78 ℃;
90%
9-Bromoanthracene; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.5h;
triethyl borate; In tetrahydrofuran;
With hydrogenchloride; In tetrahydrofuran; water;
89%
9-Bromoanthracene; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.5h;
triethyl borate; In tetrahydrofuran;
89%
9-Bromoanthracene; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.5h;
triethyl borate; In tetrahydrofuran; at -78 ℃; Further stages.;
72.1%
With n-butyllithium; In tetrahydrofuran;
62.4%
With n-butyllithium; In tetrahydrofuran;
 
9-Bromoanthracene
1564-64-3

9-Bromoanthracene

anthracene-9-boronic acid
100622-34-2

anthracene-9-boronic acid

Conditions
Conditions Yield
9-Bromoanthracene; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.5h;
With triethyl borate; In tetrahydrofuran;
85%
9-Bromoanthracene; With n-butyllithium; In tetrahydrofuran; hexane; toluene; at -40 - -10 ℃; for 0.5h;
With Trimethyl borate; In tetrahydrofuran; hexane; toluene; at -70 - 20 ℃;
With hydrogenchloride; In tetrahydrofuran; hexane; water; toluene;
73%
9-Bromoanthracene; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.5h;
With triethyl borate; In tetrahydrofuran;
With hydrogenchloride; water; In tetrahydrofuran;
72.1%
9-Bromoanthracene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 2h; Inert atmosphere;
With Triisopropyl borate; In tetrahydrofuran; hexane; at -78 - 20 ℃;
66.2%
9-Bromoanthracene; With n-butyllithium; In diethyl ether; hexane; at 20 ℃; for 3h;
With Triisopropyl borate; In diethyl ether; hexane; at 0 - 20 ℃;
With hydrogenchloride; In diethyl ether; hexane; for 4h; Further stages.; cooling;
63%
9-Bromoanthracene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.25h;
With Trimethyl borate; In tetrahydrofuran; hexane; at -78 - 25 ℃; for 0.5h;
 
9-Bromoanthracene; With n-butyllithium; In tetrahydrofuran; for 1h; cooling;
With Trimethyl borate; In tetrahydrofuran; for 2h; cooling;
With hydrogenchloride; In tetrahydrofuran; water;
 
Multi-step reaction with 2 steps
1.1: n-BuLi / tetrahydrofuran; hexane / -78 - 0 °C
1.2: tetrahydrofuran; hexane / 0.33 h / 0 °C
2.1: HCl; H2O / tetrahydrofuran; hexane
With hydrogenchloride; n-butyllithium; water; In tetrahydrofuran; hexane; 1.1: Metallation / 1.2: Substitution / 2.1: Hydrolysis;
 
9-Bromoanthracene; With sec.-butyllithium; In diethyl ether; at 0 - 20 ℃; for 1h;
With Triisopropyl borate; at 20 ℃; for 18h;
With hydrogenchloride; methanol; water; sodium hydrogencarbonate; more than 3 stages;
 
In ethyl acetate;
 
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;
 
With n-butyllithium; triethyl borate; In tetrahydrofuran;
 

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