1,3-dihydro-5-nitro-1-hydroxy-2,1-benzoxaborole

Base Information

• Chemical Name: 1,3-dihydro-5-nitro-1-hydroxy-2,1-benzoxaborole
• CAS No.: 875816-94-7
• Molecular Formula: C₇H₆BNO₄
• Molecular Weight: 178.94
• Mol file: 875816-94-7.mol

Synonyms:1,3-dihydro-5-nitro-1-hydroxy-2,1-benzoxaborole

Chemical Property of 1,3-dihydro-5-nitro-1-hydroxy-2,1-benzoxaborole

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,3-dihydro-5-nitro-1-hydroxy-2,1-benzoxaborole

There total 3 articles about 1,3-dihydro-5-nitro-1-hydroxy-2,1-benzoxaborole 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: 49.0%

2-(2-(bromomethyl)-4-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1030832-68-8) → 2-hydroxy-5-nitrobenzyl alcohol (39224-61-8) + 1,3-dihydro-5-nitro-1-hydroxy-2,1-benzoxaborole (875816-94-7) + 3-(bromomethyl)-5-nitrobenzene-1,2-diol (1447933-59-6)

Guidance literature:

With dihydrogen peroxide; In dimethyl sulfoxide; at 20 ℃; for 336h;

DOI:10.1002/chem.201300539

Reference yield:

2-(2-methyl-4-nitrophenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane (883715-40-0) → 2-hydroxy-5-nitrobenzyl alcohol (39224-61-8) + 1,3-dihydro-5-nitro-1-hydroxy-2,1-benzoxaborole (875816-94-7) + 3-(bromomethyl)-5-nitrobenzene-1,2-diol (1447933-59-6)

Guidance literature:

Multi-step reaction with 2 steps

1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / acetonitrile / 2 h / 90 °C / Inert atmosphere

2: dihydrogen peroxide / dimethyl sulfoxide / 336 h / 20 °C

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); dihydrogen peroxide; In dimethyl sulfoxide; acetonitrile;

DOI:10.1002/chem.201300539

Reference yield:

2-bromo-5-nitrotoluene (7149-70-4) → 2-hydroxy-5-nitrobenzyl alcohol (39224-61-8) + 1,3-dihydro-5-nitro-1-hydroxy-2,1-benzoxaborole (875816-94-7) + 3-(bromomethyl)-5-nitrobenzene-1,2-diol (1447933-59-6)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide / 48 h / 85 °C / Inert atmosphere

2: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / acetonitrile / 2 h / 90 °C / Inert atmosphere

3: dihydrogen peroxide / dimethyl sulfoxide / 336 h / 20 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); dihydrogen peroxide; potassium acetate; In dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1002/chem.201300539

upstream raw materials:

2-(2-methyl-4-nitrophenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane

2-(2-(bromomethyl)-4-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

2-bromo-5-nitrotoluene

Downstream raw materials:

5-amino-1,3-dihydro-2,1-benzoxaborol-1-ol

3-aminobenzenemethanol

1,3-dihydro-1,5-dihydroxy-2,1-benzoxaborolane