6-Aminobenzo[c][1,2]oxaborol-1(3H)-ol

Base Information

• Chemical Name: 6-Aminobenzo[c][1,2]oxaborol-1(3H)-ol
• CAS No.: 117098-94-9
• Molecular Formula: C7H8BNO2
• Molecular Weight: 148.957
• Hs Code.: 2921499090
• European Community (EC) Number: 810-937-4
• DSSTox Substance ID: DTXSID20396179
• Nikkaji Number: J2.951.378C
• Wikidata: Q82196749
• Pharos Ligand ID: 4Z35LHHAPHC2
• ChEMBL ID: CHEMBL4167266
• Mol file: 117098-94-9.mol

Synonyms:117098-94-9;6-Aminobenzo[c][1,2]oxaborol-1(3H)-ol;1-hydroxy-3H-2,1-benzoxaborol-6-amine;6-Amino-3H-2,1-benzoxaborol-1-ol;2,1-Benzoxaborol-6-amine, 1,3-dihydro-1-hydroxy-;CHEMBL4167266;6-amino-1,3-dihydro-2,1-benzoxaborol-1-ol;MFCD14584713;6-Amino-1-hydroxy-2,1-benzoxaborolane;SCHEMBL597113;DTXSID20396179;USCKQKQTFCBECF-UHFFFAOYSA-N;5-Amino-2-(hydroxymethyl)phenylboronic Acid Cyclic Monoester;EX-A4488;BDBM50279669;TQ0192;AKOS016005929;6-Amino-2,1-benzoxaborol-1(3H)-ol;6-Amino-2,1-benzooxaborole-1(3H)-ol;AS-39291;SY019245;6-amino-3H-benzo[c][1,2]oxaborol-1-ol;6-aminobenzo[c][1,2]oxaborol-1 (3h)-ol;CS-0078609;FT-0728105;EN300-122818;1,3-Dihydro-1-hydroxy-2,1-benzoxaborol-6-amine;6-Amino-1,3-dihydro-1-hydroxy-2,1-benzoxaborole;A893450;Z2301239359

Chemical Property of 6-Aminobenzo[c][1,2]oxaborol-1(3H)-ol

Chemical Property:

• Melting Point: 148°C(lit.)
• Boiling Point: 329.5±52.0 °C(Predicted)
• PKA: 7.27±0.20(Predicted)
• PSA: 55.48000
• Density: 1.27±0.1 g/cm3(Predicted)
• LogP: 0.06770
• Storage Temp.: <0°C
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 149.0648087
• Heavy Atom Count: 11
• Complexity: 155

Purity/Quality:

97% ^*data from raw suppliers

5-Aminoboronphthalide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(C2=C(CO1)C=CC(=C2)N)O

Technology Process of 6-Aminobenzo[c][1,2]oxaborol-1(3H)-ol

There total 7 articles about 6-Aminobenzo[c][1,2]oxaborol-1(3H)-ol 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: 95.0%

1-hydroxy-6-nitro-3H-2,1-benzoxaborole (118803-40-0) → (5-amino-2-hydroxymethylphenyl)boronic acid (117098-94-9)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In tetrahydrofuran; acetic acid; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1039/c6cc06399c

Reference yield:

3H-benzo[c][1,2]oxaborol-1-ol (5735-41-1) → (5-amino-2-hydroxymethylphenyl)boronic acid (117098-94-9)

Guidance literature:

Multi-step reaction with 2 steps

1: HNO₃

2: H₂ / Raney-Ni / ethanol

With hydrogen; nitric acid; nickel; In ethanol;

DOI:10.1021/ja01494a021

Reference yield:

2-formylbenzene boronic acid (40138-16-7) → (5-amino-2-hydroxymethylphenyl)boronic acid (117098-94-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium tetrahydroborate / tetrahydrofuran; water / 3 h / 25 °C

2.1: nitric acid / 0.5 h / -40 °C

3.1: hydrogenchloride / water; methanol / 0.33 h / 0 °C / Sonication

3.2: 0 - 20 °C

With hydrogenchloride; sodium tetrahydroborate; nitric acid; In tetrahydrofuran; methanol; water;

DOI:10.1016/j.jorganchem.2015.06.021

upstream raw materials:

1-hydroxy-6-nitro-3H-2,1-benzoxaborole

3H-benzo[c][1,2]oxaborol-1-ol

2-formylbenzene boronic acid

2-methyl-5-nitroaniline