9-Anthraceneboronic acid

Base Information

• Chemical Name: 9-Anthraceneboronic acid
• CAS No.: 100622-34-2
• Molecular Formula: C14H11BO2
• Molecular Weight: 222.051
• Hs Code.: 29319090
• European Community (EC) Number: 626-419-4
• DSSTox Substance ID: DTXSID80573500
• Nikkaji Number: J1.614.373A
• Wikidata: Q72443467
• Mol file: 100622-34-2.mol

Synonyms:9-anthraceneboronic acid;100622-34-2;Anthracene-9-boronic acid;anthracen-9-ylboronic acid;9-Anthracenylboronic acid;9-ANTHRYLBORONIC ACID;9-Anthracene boronic acid;(anthracen-9-yl)boronic acid;Boronic acid, B-9-anthracenyl-;MFCD03425925;Boronic acid, 9-anthracenyl-;9-anthraceneboronicacid;9-boronoanthracene;9-borono-anthracene;SCHEMBL24958;DTXSID80573500;BCP22763;9-Anthraceneboronic acid, >=95.0%;AKOS003585289;AB14711;AC-5004;AS-2644;BCP9000203;CS-W003067;NCGC00249485-01;SY032203;AM20060477;EN300-7370067;A800246;J-519491;Z1741976435;9-Anthraceneboronic Acid(contains varying amounts of Anhydride);9-Anthraceneboronic Acid (contains varying amounts of Anhydride)

Chemical Property of 9-Anthraceneboronic acid

Chemical Property:

• 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
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 222.0852098
• Heavy Atom Count: 17
• Complexity: 247

Purity/Quality:

99.0% ^*data from raw suppliers

9-Anthracenylboronic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 36/37/38-25
• Safety Statements: 26-36-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=C2C=CC=CC2=CC3=CC=CC=C13)(O)O
• Uses: suzuki reaction

Technology Process of 9-Anthraceneboronic acid

There total 11 articles about 9-Anthraceneboronic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

triethyl borate (150-46-9) + 9-Bromoanthracene (1564-64-3) → anthracene-9-boronic acid (100622-34-2)

Guidance literature:

9-Bromoanthracene; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.5h;

triethyl borate; In tetrahydrofuran; at -78 ℃;

DOI:10.1039/c5tc03289j

Reference yield: 87.0%

triethyl borate (150-46-9) + 9-Bromoanthracene (1564-64-3) + water (7732-18-5) → anthracene-9-boronic acid (100622-34-2)

Guidance literature:

9-Bromoanthracene; With n-butyllithium; In tetrahydrofuran; at -78 ℃; Inert atmosphere;

triethyl borate; In tetrahydrofuran; at -78 ℃; Inert atmosphere;

water; With hydrogenchloride; In tetrahydrofuran; at 20 ℃; Inert atmosphere;

Reference yield: 85.0%

9-Bromoanthracene (1564-64-3) → anthracene-9-boronic acid (100622-34-2)

Guidance literature:

9-Bromoanthracene; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.5h;

With triethyl borate; In tetrahydrofuran;

DOI:10.1039/c5nj01956g

upstream raw materials:

di-[9]anthryl-hydroxy-borane

9-anthracenylboronic acid dimethyl ester

9-Bromoanthracene

triethyl borate

Downstream raw materials:

2-(4-(anthracen-9-yl)phenyl)-1-phenyl-1H-phenanthro[9,10-d]imidazole

2-(anthracen-9-yl)-4-(hydroxymethyl)phenol

C₂₉H₂₁N₃O

3-(anthracen-9-yl)-4-methoxybenzaldehyde

Refernces

• 1、 Baumgarten, Martin,Gherghel, Lileta,Friedrich, Jan,Jurczok, Martin,Rettig, Wolfgang. "Electronic decoupling in ground and excited states of asymmetric biaryls". . p. 1130 - 1140. Retrieved 2000.
• 2、 Li, Xin,Fast, Alexander,Huang, Zhiyuan,Fishman, Dmitry A.,Tang, Ming Lee. "Complementary Lock-and-Key Ligand Binding of a Triplet Transmitter to a Nanocrystal Photosensitizer". . p. 5598 - 5602. Retrieved 2017.
• 3、 Lee, Jaehyun,Kim, Beomjin,Park, Jongwook. "Excimer formation promoted by steric hindrance in dual core chromophore for organic light-emitting diodes emitters". . p. 8854 - 8857. Retrieved 2016.
• 4、 Lee, Sunmi,Shin, Hwangyu,Park, Beom-Soo Michael,Lee, Jaehyun,Park, Jongwook. "Synthesis and luminescent property of Poly(9-(3-vinyl-phenyl)-anthracene)". . p. 5438 - 5441. Retrieved 2015.
• 5、 -. "Phenanthridine Derivatives and organic light-emitting diode including the same". Paragraph 0224; 0225-0227. . Retrieved 2019/11/23.
• 6、 -. "Semiconducting Material Comprising a Phosphine Oxide Matrix and Metal Salt". . . Retrieved 2018/05/03.