DIBENZOFURAN-4-BORONIC ACID

Base Information

• Chemical Name: DIBENZOFURAN-4-BORONIC ACID
• CAS No.: 100124-06-9
• Molecular Formula: C12H9BO3
• Molecular Weight: 212.013
• Hs Code.: 29321900
• European Community (EC) Number: 672-293-9
• DSSTox Substance ID: DTXSID40370219
• Nikkaji Number: J2.235.031E
• Wikidata: Q69754380
• Mol file: 100124-06-9.mol

Synonyms:4-Dibenzofuranboronicacid (6CI);Boronic acid, 4-dibenzofuranyl- (9CI);4-(Dibenzofuryl)boronicacid;Dibenzofuran-4-ylboronic acid;Dibenzofuran-4-Boronic acid;

Chemical Property of DIBENZOFURAN-4-BORONIC ACID

Chemical Property:

• Appearance/Colour: Off-white to beige powder
• Vapor Pressure: 0.011mmHg at 25°C
• Melting Point: 286-291 °C(lit.)
• Refractive Index: 1.485
• Boiling Point: 438.5 °C at 760 mmHg
• PKA: 8.04±0.30(Predicted)
• Flash Point: 219 °C
• PSA: 53.60000
• Density: 1.34 g/cm³
• LogP: 1.26580
• Storage Temp.: 0-6°C
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 212.0644743
• Heavy Atom Count: 16
• Complexity: 259

Purity/Quality:

98% ^*data from raw suppliers

Dibenzofuran-4-boronicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=C2C(=CC=C1)C3=CC=CC=C3O2)(O)O
• Description: Dibenzofuran-4-boronic acid (DBFBA) is a boronic acid that has been used as a cross-coupling agent in the Suzuki coupling reaction. It has been shown to have low efficiency, but advances in this area have been made through the use of methanol extraction and photophysical properties. DBFBA is often coupled with imidazole derivatives to form anti-inflammatory compounds. The bond cleavage and hydrogen bonding properties of DBFBA make it a good target for drug synthesis.

Technology Process of DIBENZOFURAN-4-BORONIC ACID

There total 16 articles about DIBENZOFURAN-4-BORONIC 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: 94.0%

4-bromodibenzofuran (89827-45-2) + Triisopropyl borate (5419-55-6) → 4-dibenzofurylboronic acid (100124-06-9)

Guidance literature:

4-bromodibenzofuran; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 1.5h; Inert atmosphere;

Triisopropyl borate; In tetrahydrofuran; at 20 ℃; for 8h;

Reference yield: 93.8%

dibenzofuran (132-64-9,214827-48-2) + Trimethyl borate (121-43-7,63156-11-6) + water (7732-18-5) → 4-dibenzofurylboronic acid (100124-06-9)

Guidance literature:

dibenzofuran; With n-butyllithium; In tetrahydrofuran; hexane; acetone; at -60 - 20 ℃; for 5h; Inert atmosphere;

Trimethyl borate; In tetrahydrofuran; hexane; acetone; at -45 - 20 ℃; for 15h; Inert atmosphere;

water; With hydrogenchloride; In tetrahydrofuran; hexane; acetone; at 10 - 20 ℃; for 4h; Inert atmosphere;

Reference yield: 88.0%

dibenzofuran (132-64-9,214827-48-2) + bis(diisopropylamino)chloroborane (28049-80-1) + water (7732-18-5) → 4-dibenzofurylboronic acid (100124-06-9)

Guidance literature:

dibenzofuran; With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; In hexane; for 2h; Inert atmosphere; Reflux;

bis(diisopropylamino)chloroborane; In hexane; at 0 ℃; Inert atmosphere;

water; With hydrogenchloride; at 10 ℃; pH=2 - 3;

upstream raw materials:

dibenzofuran

Triisopropyl borate

4-bromodibenzofuran

Trimethyl borate

Downstream raw materials:

4-(2-methoxyphenyl)dibenzofuran

4-phenyldibenzo[b,d]furan

Refernces

• 1、 Fu, Ying,Gou, Bei-Lei,Shi, Chun-Zhao,Du, Zhengyin,Shen, Tong. "Copper-Catalyzed Monoorganylation of Trialkyl Borates with Functionalized Organozinc Pivalates". . p. 4253 - 4257. Retrieved 2018.
• 2、 -. "Compound, electronic element and electronic device". Paragraph 0160; 0161; 0163. . Retrieved 2020/05/01.
• 3、 -. "Terpyridine derivative and preparation method and application thereof as well as device". Paragraph 0063-0066. . Retrieved 2019/07/04.