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9-Anthraceneboronic acid

9-Anthraceneboronic acid Structure
CAS No.
100622-34-2
Chemical Name:
9-Anthraceneboronic acid
Synonyms
Anthracen-9-ylboronic acid;9-Anthracenylboronic acid;ANTHRACENE-9-BORONIC ACID;DKI84;9-Boronoanthracene;9-Anthracenylboronic;9-Anthrylboronicacid;9-anthracene-boronic;9-Anthraceneboronicl;9-AnthraceneboronicAci
CBNumber:
CB5142419
Molecular Formula:
C14H11BO2
Molecular Weight:
222.05
MOL File:
100622-34-2.mol
MSDS File:
SDS
Modify Date:
2024/4/25 17:58:57

9-Anthraceneboronic acid 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
pka 8.53±0.30(Predicted)
form Crystalline Solid
color White to tan
BRN 3301031
InChI InChI=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
InChIKey VHHDLIWHHXBLBK-UHFFFAOYSA-N
SMILES C1=C2C(C=C3C(=C2)C=CC=C3)=CC=C1B(O)O
CAS DataBase Reference 100622-34-2(CAS DataBase Reference)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS06
Signal word  Danger
Hazard statements  H301
Precautionary statements  P301+P310
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
NFPA 704
1
3 0

9-Anthraceneboronic acid price More Price(4)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) 684600 9-Anthraceneboronic acid ≥95.0% 100622-34-2 250MG ₹3734.63 2022-06-14 Buy
Sigma-Aldrich(India) 684600 9-Anthraceneboronic acid ≥95.0% 100622-34-2 1G ₹12665.25 2022-06-14 Buy
TCI Chemicals (India) A2328 9-Anthraceneboronic Acid (contains varying amounts of Anhydride) 100622-34-2 1G ₹6500 2022-05-26 Buy
TCI Chemicals (India) A2328 9-Anthraceneboronic Acid (contains varying amounts of Anhydride) 100622-34-2 5G ₹17400 2022-05-26 Buy
Product number Packaging Price Buy
684600 250MG ₹3734.63 Buy
684600 1G ₹12665.25 Buy
A2328 1G ₹6500 Buy
A2328 5G ₹17400 Buy

9-Anthraceneboronic acid Chemical Properties,Uses,Production

Description

9-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 Properties

Tan solid

Uses

suzuki 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 Methods

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

Advantages

As 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

Global( 381)Suppliers
Supplier Tel Country ProdList Advantage Inquiry
CHEMSWORTH +91-261-2397244 New Delhi, India 6707 30 Inquiry
Globe Chemie +91 (20) 3230-9500 New Delhi, India 294 50 Inquiry
TCI Chemicals (India) Pvt. Ltd. 1800 425 7889 New Delhi, India 6778 58 Inquiry
Biocon India Limited 0091 80 8523434 New Delhi, India 93 82 Inquiry
A.J Chemicals 91-9810153283 New Delhi, India 6124 58 Inquiry
A. B. Enterprises +91-8048077585 Mumbai, India 1396 58 Inquiry
Alfa Aesar 1 800 209 7001 Maharashtra, India 6913 58 Inquiry
Reax Chemicals 08048372701Ext 416 Hyderabad, India 4223 58 Inquiry
Spectrochem Private Limited 08048372608Ext 246 Maharashtra, India 1056 58 Inquiry
Azole Rasayanas India Private Limited 91-40-29707735 Hyderabad, India 684 58 Inquiry
9-ANTHRACENEBORONIC ACID ANTHRACENE-9-BORONIC ACID 9-Anthracenylboronic acid 9-Anthrylboronicacid 9-Boronoanthracene 9-Anthracenylboronic acid, 9-Anthrylboronic acid Anthracen-9-ylboronic 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) BORONIC ACID,B-9-ANTHRACENYL- 9-anthracene-boronic 9-Anthraceneboronic acid >=95.0% 9-Anthraceneboronic Acid (contains varying amounts of Anhydride)> 9-AnthraceneboronicAci 9-Anthraceneboronicl 9-Anthraceneboronic acid-d9 DKI84 9-Anthracene boric acid 100622-34-2 C14H11BO2 OLED materials,pharm chemical,electronic Electronic Chemicals Boron Compounds OLED