4-Methyl-3-nitrophenylboronic acid

Base Information

• Chemical Name: 4-Methyl-3-nitrophenylboronic acid
• CAS No.: 80500-27-2
• Molecular Formula: C7H8BNO4
• Molecular Weight: 180.956
• Hs Code.: 29319090
• European Community (EC) Number: 672-692-8
• DSSTox Substance ID: DTXSID00378514
• Nikkaji Number: J534.128K
• Wikidata: Q72493668
• Mol file: 80500-27-2.mol

Synonyms:4-Methyl-3-nitrophenylboronic acid;80500-27-2;(4-methyl-3-nitrophenyl)boronic acid;4-METHYL-3-NITROBENZENEBORONIC ACID;MFCD00191550;Boronic acid, (4-methyl-3-nitrophenyl)-;3-NITRO-4-METHYLPHENYLBORONIC ACID;3-NITRO-4-METHYLBENZENEBORONIC ACID;(4-methyl-3-nitro-phenyl)-oxidanyl-oxidanylidene-boron;3-Nitro-p-tolylboronic Acid;4-Methyl-3-nitrophenylboronicacid;4-methyl-3-nitrophenyl boronic acid;SCHEMBL177216;DTXSID00378514;OASVXBRTNVFKFS-UHFFFAOYSA-N;AMY13263;4-methyl-3-nitro-phenyl boronic acid;AKOS004116430;AB04593;CS-W000971;NCGC00249477-01;AC-29769;AS-14235;SY024626;Boronic acid,B-(4-methyl-2-nitrophenyl)-;FT-0619036;M1127;EN300-43589;F15464;3-NITROPHENYL-4-METHYLPHENYLBORONIC ACID;A864686;Z443334116;UK2

Chemical Property of 4-Methyl-3-nitrophenylboronic acid

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 1.05E-05mmHg at 25°C
• Melting Point: 265-270 °C(lit.)
• Refractive Index: 1.563
• Boiling Point: 356.7 °C at 760 mmHg
• PKA: 7.19±0.10(Predicted)
• Flash Point: 169.5 °C
• PSA: 86.28000
• Density: 1.33 g/cm³
• LogP: 0.10620
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: soluble in Methanol,Acetone
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 181.0546379
• Heavy Atom Count: 13
• Complexity: 193

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Methyl-3-nitrophenylboronic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC(=C(C=C1)C)[N+](=O)[O-])(O)O
• Uses: Reactant for:? ;Preparation of inhibitors of lactate dehydrogenase against cancer cell proliferation1? ;Suzuki-Miyaura coupling reactions2,3? ;Preparation of imidazothiazoles as iodide efflux inhibitors in thyrocytes4 Reactant for:Preparation of inhibitors of lactate dehydrogenase against cancer cell proliferationSuzuki-Miyaura coupling reactionsPreparation of imidazothiazoles as iodide efflux inhibitors in thyrocytes

Technology Process of 4-Methyl-3-nitrophenylboronic acid

There total 4 articles about 4-Methyl-3-nitrophenylboronic acid 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: 98.0%

C7H6BF3NO2(1-)*K(1+) → (4-methyl-3-nitrophenyl)boronic acid (80500-27-2)

Guidance literature:

With iron(III) chloride; water; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1016/j.tetlet.2011.09.140

Reference yield: 75.0%

4-methylphenylboronic acid (5720-05-8) + nitric acid (7697-37-2,78989-43-2) → (4-methyl-3-nitrophenyl)boronic acid (80500-27-2)

Guidance literature:

In nitric acid; with fuming HNO3 at -30°C;;

DOI:10.1021/ja01350a045

Reference yield:

4-methylphenylboronic acid (5720-05-8) → (4-methyl-3-nitrophenyl)boronic acid (80500-27-2)

Guidance literature:

With nitric acid; urea; at -30 ℃;

DOI:10.1021/ja01350a045

upstream raw materials:

4-methylphenylboronic acid

para-methylphenylmagnesium bromide

nitric acid

Downstream raw materials:

4-(4-methylpyridin-2-yl)-2-nitrotoluene

4-(4-methoxypyridin-2-yl)-2-nitrotoluene

2-(3-nitro-4-methylphenyl)histamine

4-(4-methyl-3-nitrophenyl)naphtho[2,1-b]thiophene

Refernces