4,4,5,5-Tetramethyl-2-(2-methyl-5-nitrophenyl)-1,3,2-dioxaborolane

Base Information

• Chemical Name: 4,4,5,5-Tetramethyl-2-(2-methyl-5-nitrophenyl)-1,3,2-dioxaborolane
• CAS No.: 957062-84-9
• Molecular Formula: C13H18BNO4
• Molecular Weight: 263.101
• Hs Code.: 2934999090
• European Community (EC) Number: 691-535-4
• DSSTox Substance ID: DTXSID90590400
• Wikidata: Q72493673
• Mol file: 957062-84-9.mol

Synonyms:957062-84-9;4,4,5,5-tetramethyl-2-(2-methyl-5-nitrophenyl)-1,3,2-dioxaborolane;2-Methyl-5-nitrophenylboronic acid pinacol ester;2-Methyl-5-nitrophenylboronic acid, pinacol ester;MFCD09027081;_x000D_2-Methyl-5-nitrophenylboronic Acid Pinacol Ester;2-Methyl-5-nitrophenylboronicAcidPinacolEster;SCHEMBL1897857;2-METHYL-5-NITROPHENYLBORONIC ACID,PINACOL ESTER;DTXSID90590400;LYFUUPOOXAXEEP-UHFFFAOYSA-N;AKOS015950535;MB06753;CS-11163;SY007279;AM20050002;EN300-7384043;A858889;Z2049929780;2-Methyl-5-nitrophenylboronic acid pinacol ester, AldrichCPR

Chemical Property of 4,4,5,5-Tetramethyl-2-(2-methyl-5-nitrophenyl)-1,3,2-dioxaborolane

Chemical Property:

• Vapor Pressure: 1.33E-05mmHg at 25°C
• Refractive Index: 1.514
• Boiling Point: 378.9 °C at 760 mmHg
• Flash Point: 182.9 °C
• PSA: 64.28000
• Density: 1.13 g/cm³
• LogP: 2.72560
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 263.1328882
• Heavy Atom Count: 19
• Complexity: 350

Purity/Quality:

97% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(OC(C(O1)(C)C)(C)C)C2=C(C=CC(=C2)[N+](=O)[O-])C

Technology Process of 4,4,5,5-Tetramethyl-2-(2-methyl-5-nitrophenyl)-1,3,2-dioxaborolane

There total 2 articles about 4,4,5,5-Tetramethyl-2-(2-methyl-5-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: 93.0%

2-bromo-4-nitrotoluene (7745-93-9) + bis(pinacol)diborane (73183-34-3) → 4,4,5,5-tetramethyl-2-(2-methyl-5-nitrophenyl)-1,3,2-dioxaborolane (957062-84-9)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; Inert atmosphere; Reflux;

Reference yield: 70.0%

bis(pinacol)diborane (73183-34-3) + 2-methyl-5-nitroaniline (99-55-8) → 4,4,5,5-tetramethyl-2-(2-methyl-5-nitrophenyl)-1,3,2-dioxaborolane (957062-84-9)

Guidance literature:

2-methyl-5-nitroaniline; With hydrogenchloride; sodium nitrite; In water; at 0 - 5 ℃;

With sodium tetrafluoroborate; In water; at 5 ℃;

bis(pinacol)diborane; With copper(I) bromide; In water; acetonitrile; at 20 ℃; for 4h;

DOI:10.1055/s-0031-1290960

Reference yield: 85.0%

4,4,5,5-tetramethyl-2-(2-methyl-5-nitrophenyl)-1,3,2-dioxaborolane (957062-84-9) + N-(6-bromo-1,3-benzothiazol-2-yl)cyclopropanecarboxamide (352684-69-6) → N-(6-(2-methyl-5-nitrophenyl)benzo[d]thiazol-2-yl)cyclopropanecarboxamide

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate; In 1,4-dioxane; water; at 100 ℃; for 8h; Inert atmosphere;

upstream raw materials:

bis(pinacol)diborane

2-methyl-5-nitroaniline

2-bromo-4-nitrotoluene

Downstream raw materials:

6-(2-methyl-5-nitrophenyl)-1H-indole

C₂₅H₂₉FN₆O₆

C₂₅H₃₁FN₆O₄

C₃₃H₃₄ClF₄N₇O₅