4,4,5,5-TETRAMETHYL-2-(2-METHYL-4-NITROPHENYL)-1,3,2-DIOXABOROLANE

Base Information

• Chemical Name: 4,4,5,5-TETRAMETHYL-2-(2-METHYL-4-NITROPHENYL)-1,3,2-DIOXABOROLANE
• CAS No.: 883715-40-0
• Molecular Formula: C13H18 B N O4
• Molecular Weight: 263.101
• Hs Code.: 2934999090
• Mol file: 883715-40-0.mol

Synonyms:2-Methyl-4-nitrophenylboronic acid pinacol ester;5-nitrotoluene-2-pinacol boronate;

Chemical Property of 4,4,5,5-TETRAMETHYL-2-(2-METHYL-4-NITROPHENYL)-1,3,2-DIOXABOROLANE

Chemical Property:

• Vapor Pressure: 1.26E-05mmHg at 25°C
• Boiling Point: 379.6°C at 760 mmHg
• Flash Point: 183.4°C
• PSA: 64.28000
• Density: 1.13g/cm³
• LogP: 2.72560
• Storage Temp.: 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

4,4,5,5-Tetramethyl-2-(2-methyl-4-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 4,4,5,5-TETRAMETHYL-2-(2-METHYL-4-NITROPHENYL)-1,3,2-DIOXABOROLANE

There total 2 articles about 4,4,5,5-TETRAMETHYL-2-(2-METHYL-4-NITROPHENYL)-1,3,2-DIOXABOROLANE 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: 90.0%

2-bromo-5-nitrotoluene (7149-70-4) + bis(pinacol)diborane (73183-34-3) → 2-(2-methyl-4-nitrophenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane (883715-40-0)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In 1,4-dioxane; at 100 ℃; for 16h; Inert atmosphere;

Reference yield: 86.0%

bis(pinacol)diborane (73183-34-3) + 2-methyl-4-nitro-benzenamine (99-52-5) → 2-(2-methyl-4-nitrophenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane (883715-40-0)

Guidance literature:

With tert.-butylnitrite; 2-(4-biphenylyl)-5-phenyloxazole; In acetonitrile; at 20 ℃; for 4h;

DOI:10.1021/jo402618r

Reference yield: 100.0%

2-(2-methyl-4-nitrophenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane (883715-40-0) + 5-bromoimidazo<1,2-a>pyridine (69214-09-1) → 5-(2-methyl-4-nitrophenyl)imidazo[1,2-a]pyridine (1609581-22-7)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate; In N,N-dimethyl-formamide; at 120 ℃; for 1h;

upstream raw materials:

2-bromo-5-nitrotoluene

bis(pinacol)diborane

2-methyl-4-nitro-benzenamine

Downstream raw materials:

5,5-dimethyl-2-(2-methyl-4-nitro-phenyl)-[1,3,2]dioxaborinane

C₆₀H₅₈B₂N₆O₁₀

2-(2-bromomethyl-4-nitro-phenyl)-5,5-dimethyl-[1,3,2]dioxaborinane

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

Refernces

• 1、 -. "PERK INHIBITORS FOR TREATING VIRAL INFECTIONS". Page/Page column 102-103. . Retrieved 2021/11/20.
• 2、 Wang, Ke,Lu, Yanhui,Ishihara, Kazuaki. "The: Ortho -substituent on 2,4-bis(trifluoromethyl)phenylboronic acid catalyzed dehydrative condensation between carboxylic acids and amines". supporting information. p. 5410 - 5413. Retrieved 2018/05/30.