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9-Anthraceneboronic acid

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CAS:100622-34-2
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CAS:100622-34-2
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CAS:100622-34-2
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CAS:100622-34-2
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9-Anthraceneboronic acid manufacturers

  • 9-Anthraceneboronic acid
  • 9-Anthraceneboronic acid pictures
  • $0.00 / 1KG
  • 2024-12-13
  • CAS:100622-34-2
  • Min. Order: 1KG
  • Purity: 98%min
  • Supply Ability: 30tons/month
9-Anthraceneboronic acid Basic information
Product Name:9-Anthraceneboronic acid
Synonyms:9-ANTHRACENEBORONIC ACID;9-Anthrylboronicacid;9-Boronoanthracene;9-Anthracenylboronic acid, 9-Anthrylboronic acid;9-Anthracenylboronic;anthracene-9-yl-boronic acid;9-Anthraceneboronic Acid (contains varying aMounts of Anhydride);Boronic acid, B-9-anthracenyl- 9-Anthraceneboronic acid (6CI)
CAS:100622-34-2
MF:C14H11BO2
MW:222.05
EINECS:626-419-4
Product Categories:OLED materials,pharm chemical,electronic;Electronic Chemicals;Boron Compounds;OLED
Mol File:100622-34-2.mol
9-Anthraceneboronic acid Structure
9-Anthraceneboronic acid Chemical Properties
Melting point 203-250 °C
Boiling point 479.5±28.0 °C(Predicted)
density 1.26±0.1 g/cm3(Predicted)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility soluble in Methanol
form Crystalline Solid
pka8.53±0.30(Predicted)
color White to tan
BRN 3301031
InChIInChI=1S/C14H11BO2/c16-15(17)14-6-5-12-7-10-3-1-2-4-11(10)8-13(12)9-14/h1-9,16-17H
InChIKeyVHHDLIWHHXBLBK-UHFFFAOYSA-N
SMILESC1=C2C(C=C3C(=C2)C=CC=C3)=CC=C1B(O)O
CAS DataBase Reference100622-34-2(CAS DataBase Reference)
Safety Information
Hazard Codes T
Risk Statements 36/37/38-25
Safety Statements 26-36-45
RIDADR UN 2811 6.1/PG 3
WGK Germany 3
TSCA No
HazardClass IRRITANT
HazardClass 6.1
PackingGroup 
HS Code 29319090
MSDS Information
ProviderLanguage
ALFA English
9-Anthraceneboronic acid Usage And Synthesis
Description9-Anthraceneboronic acid is a boronic acid compound mainly used as an organic synthesis and reaction reagent. The addition of 9-Anthraceneboronic acid introduces a borate ester bond and an anthracene functional group into ordinary polyvinyl alcohol, which can be used to prepare the composite material poly(vinyl alcohol) anthraceneboronic acid (PVA-ABA), which is suitable for sustainable engineering applications due to its high mechanical strength and toughness, good water resistance, chemical durability, and ease of recycling. It can also be used to prepare stimuli-responsive polymeric materials and highly efficient luminescent materials.
Chemical PropertiesTan solid
Usessuzuki reaction
Synthesis 9-bromoanthracence (10.0 g, 38.9 mmol) was dissolved in an anhydrous THF solution (500 mL) and stirred at ?78C. Then, 1.6 M n-BuLi (29.3 mL,46.7 mmol) was added. Triethyl borate (9.3 mL, 54.5 mmol) was added to the reaction after 30 min. After the reaction, the solution was acidified with 2 N HCl solution at room temperature and extracted with ethyl acetate and water. The organic layer was dried with anhydrous MgSO4 and filtered. The solution was evaporated. The residue was dissolved in hexane and added to ethyl acetate. The precipitate was filtered and washed with hexane to obtain a beige compound 9-Anthraceneboronic acid (7.70 g, 89 percent).
Purification MethodsCrystallise the boronic acid from dilute HCl (m 180-184o). The disodium salt has m 209-213o. [Beilstein 16 IV 1679.]
AdvantagesAs a monomer containing boric acid and anthracene functional groups, 9-anthraceneboronic acid can not only embed anthracene into the PVA chain to endow PVA with hydrophobic properties but also induce the crosslinking of anthracene under ultraviolet light to make the film have good chemical stability, and the dynamic borate ester bonds can construct a covalent network to make the film recyclable[1].
References[1] Qizhou Sang and Zixing Shi*. “Waterproof, Chemically Durable, and Closed-Loop Recyclable Poly(vinyl alcohol) Plastic Enabled by Dynamic Covalent Modification.” ACS Applied Polymer Materials 5 11 (2023): 9403–9412.
[2] Zhiyong Liu. “Integrating Boronic Esters and Anthracene into Covalent Adaptable Networks toward Stimuli-Responsive Elastomers.” Polymers (2022).
9-Anthraceneboronic acid Preparation Products And Raw materials
Raw materialsTriethyl borate-->9-Bromoanthracene-->Trimethyl borate
Preparation Products9-Bromo-10-(2-naphthyl)anthracene-->1,3,5-Tri(anthracen-9-yl)benzene
Tag:9-Anthraceneboronic acid(100622-34-2) Related Product Information
9-phenanthrenylboronic acid Folic acid Hyaluronic acid Fluoroboric acid Ethyl 2-(Chlorosulfonyl)acetate Orthoboric acid Zinc borate Stearic acid Citric acid Ascoric Acid Anthracene [10-(1-Naphthalenyl)-9-anthracenyl]boronic acid 2-Anthraceneboronic Acid (contains varying amounts of Anhydride) THIANTHRENE-1-BORONIC ACID 10-BROMOANTHRACENE-9-BORONIC ACID 1-Naphthylboronic acid (10-Phenylanthracen-9-yl)boronic acid 9-Anthraceneboronic acid