3-AMINOPHENYLBORONIC ACID

Base Information

• Chemical Name: 3-AMINOPHENYLBORONIC ACID
• CAS No.: 280563-63-5
• Molecular Formula: C₆H₈BNO₂
• Molecular Weight: 136.946
• Mol file: 280563-63-5.mol

Synonyms:Boronicacid, (3-aminophenyl)-, homopolymer (9CI);3-Aminophenyl boronic acidhomopolymer;Poly(3-aminophenylboronic acid);

Chemical Property of 3-AMINOPHENYLBORONIC ACID

Chemical Property:

• Melting Point: 138-143 °C
• Boiling Point: 376.004 °C at 760 mmHg
• Flash Point: 181.201 °C
• PSA: 66.48000
• Density: 1.239 g/cm³
• LogP: -0.47020

Purity/Quality:

99% ^*data from raw suppliers

3-Aminophenylboronic acid 0.95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-AMINOPHENYLBORONIC ACID

There total 11 articles about 3-AMINOPHENYLBORONIC 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: 83.0%

m-nitrobenzene boronic acid (13331-27-6) → 3-Aminophenylboronic acid (30418-59-8,280563-63-5)

Guidance literature:

m-nitrobenzene boronic acid; With hydrogenchloride; 1,1,1,3',3',3'-hexafluoro-propanol; iron; In water; at 20 ℃; for 0.5h;

With sodium hydrogencarbonate; In water; chemoselective reaction;

DOI:10.1016/j.tetlet.2017.08.009

Reference yield: 78.0%

potassium 3-aminophenyltrifluoroborate (1160186-73-1) + water (7732-18-5) → 3-Aminophenylboronic acid (30418-59-8,280563-63-5)

Guidance literature:

With montmorillonite K₁₀; at 25 ℃; for 1.5h;

DOI:10.21577/0103-5053.20180126

Reference yield: 71.0%

m-nitrobromobenzene (585-79-5) + 2,2'-bis(1,3,2-benzodioxaborole) (13826-27-2) → 3-Aminophenylboronic acid (30418-59-8,280563-63-5)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium acetate; In dimethyl sulfoxide; at 90 ℃; Solvent; Reagent/catalyst; Temperature; Inert atmosphere;

upstream raw materials:

m-nitrobenzene boronic acid

phenylboronic acid

3-aminophenylboronic acid hydrochloric salt

m-Bromoaniline

Refernces

• 1、 Seliger,Genrich. "Synthesis of m aminobenzene boronic acid, effector in the affinity chromatography of nucleinic acids". . p. 1480 - 1481. Retrieved 1974.
• 2、 Shoji, Eiichi,Freund, Michael S.. "Potentiometric saccharide detection based on the pKa changes of poly(aniline boronic acid)". . p. 12486 - 12493. Retrieved 2002.
• 3、 -. "Method for synthesizing 3-aminobenzeneboronic acid". Paragraph 0004; 0016-0019. . Retrieved 2019/03/29.
• 4、 Chen, Xu-Ling,Ai, Bai-Ru,Dong, Yu,Zhang, Xiao-Mei,Wang, Ji-Yu. "Hexafluoro-2-propanol-assisted quick and chemoselective nitro reduction using iron powder as catalyst under mild conditions". supporting information. p. 3646 - 3649. Retrieved 2017/08/23.