2-METHYL-3-NITROPHENYLBORONIC ACID, PINACOL ESTER

Base Information

• Chemical Name: 2-METHYL-3-NITROPHENYLBORONIC ACID, PINACOL ESTER
• CAS No.: 910235-64-2
• Molecular Formula: C13H18BNO4
• Molecular Weight: 263.101
• Hs Code.: 2934999090
• Mol file: 910235-64-2.mol

Synonyms:2-(3-methyl-3-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;2-Methyl-3-nitrophenylboronic acid,pinacol ester;2-(2-methyl-3-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;4,4,5,5-tetramethyl-2-(2-methyl-3-nitro-phenyl)-[l,3,2]dioxaborolane;4,4,5,5-tetramethyl-2-(2-methyl-3-nitro-phenyl)-[1,3,2]dioxaborolane;

Chemical Property of 2-METHYL-3-NITROPHENYLBORONIC ACID, PINACOL ESTER

Chemical Property:

• PSA: 64.28000
• LogP: 2.72560
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

4,4,5,5-Tetramethyl-2-(2-methyl-3-nitrophenyl)-1,3,2-dioxaborolane 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-METHYL-3-NITROPHENYLBORONIC ACID, PINACOL ESTER

There total 8 articles about 2-METHYL-3-NITROPHENYLBORONIC ACID, PINACOL ESTER 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: 91.0%

2,3-dimethyl-2,3-butane diol (76-09-5) + diisopropopylaminoborane (22092-92-8) + 2-methyl-3-nitrobenzenediazonium tetrafluoroborate → 2-(2-methyl-3-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (910235-64-2)

Guidance literature:

diisopropopylaminoborane; 2-methyl-3-nitrobenzenediazonium tetrafluoroborate; With ferrocene; In acetonitrile; at 20 ℃; for 2.5h;

With methanol; In acetonitrile; at 0 - 20 ℃; for 1h;

2,3-dimethyl-2,3-butane diol; In diethyl ether; acetonitrile; at 20 ℃; for 4h; Reagent/catalyst;

Reference yield: 91.0%

→ 2-(2-methyl-3-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (910235-64-2)

Guidance literature:

In diethyl ether; at 20 ℃; for 4h;

Reference yield: 76.0%

2-bromo-6-nitrotoluene (55289-35-5) + bis(pinacol)diborane (73183-34-3) → 2-(2-methyl-3-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (910235-64-2)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In dimethyl sulfoxide; at 90 ℃; Inert atmosphere;

DOI:10.1021/acs.joc.6b02307

upstream raw materials:

2-bromo-6-nitrotoluene

bis(pinacol)diborane

3-nitro-o-tolylamine

2,3-dimethyl-2,3-butane diol

Downstream raw materials:

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

4-aminobenzo[c][1,2]oxaborol-1(3H)-ol

4,5,6,7-tetrahydro-benzo[b]thiophene-2-carboxylic acid [3-(6-{4-[(2-hydroxy-ethyl)-methyl-carbamoyl]-3-nitro-phenylamino}-4-methyl-5-oxo-4,5-dihydro-pyrazin-2-yl)-2-methyl-phenyl]-amide

4,5,6,7-tetrahydro-benzo[b]thiophene-2-carboxylic acid [3-(6-{3-amino-4-[(2-hydroxy-ethyl)-methyl-carbamoyl]-phenylamino}-4-methyl-5-oxo-4,5-dihydro-pyrazin-2-yl)-2-methyl-phenyl]-amide