3-Aminophenylboronic acid

Base Information

• Chemical Name: 3-Aminophenylboronic acid
• CAS No.: 30418-59-8
• Molecular Formula: C6H8BNO2
• Molecular Weight: 136.946
• Hs Code.: 29310095
• European Community (EC) Number: 250-189-0
• UNII: 44U8ADR772
• DSSTox Substance ID: DTXSID10867227
• Nikkaji Number: J249.985A
• Wikidata: Q27093011
• Metabolomics Workbench ID: 146518
• ChEMBL ID: CHEMBL20852
• Mol file: 30418-59-8.mol

Synonyms:3-aminobenzeneboronic acid;3-aminophenylboronic acid;aminophenylboronic acid;m-aminobenzeneboronic acid;meta-aminophenylboronic acid

Chemical Property of 3-Aminophenylboronic acid

Chemical Property:

• Appearance/Colour: light yellow crystalline solid
• Melting Point: 98 °C
• Boiling Point: 376 °C at 760 mmHg
• PKA: pK1: 4.46;pK2: 8.81 (25°C)
• Flash Point: 181.2 °C
• PSA: 66.48000
• Density: 1.23 g/cm³
• LogP: -0.47020
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• Water Solubility.: Soluble in water (partly miscible).
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 137.0648087
• Heavy Atom Count: 10
• Complexity: 110

Purity/Quality:

98%, ^*data from raw suppliers

3-Aminophenylboronic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36/37/39-37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: B(C1=CC(=CC=C1)N)(O)O
• Uses: suzuki reaction 3-Aminobenzeneboronic acid is a boronic acid with potential use for biochemical research,it ie also used for suzuki reaction. 3-Aminobenzeneboronic acid is used as an organic chemical synthesis intermediate. It is a boronic acid with potential use for biochemical research.

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

Downstream raw materials:

3-Isothiocyanatophenylboronic acid

N-(benzoyl)-3-aminophenylboronic acid

(3-acrylamidophenyl)boronic acid

Refernces

• 1、 -. "Method for synthesizing 3-aminobenzeneboronic acid". Paragraph 0004; 0016-0019. . Retrieved 2019/03/29.
• 2、 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.