5570-19-4 | 2-Nitrophenylboronic acid

Packsize	Purity	Availability	Price	Discounted Price
1g	97%	in stock	$9.00	$6.00
5g	97%	in stock	$10.00	$7.00
10g	97%	in stock	$19.00	$13.00
25g	97%	in stock	$45.00	$31.00

Description

• Catalog Number: AB62845
• Chemical Name: 2-Nitrophenylboronic acid
• CAS Number: 5570-19-4
• Molecular Formula: C6H6BNO4
• Molecular Weight: 166.9271
• MDL Number: MFCD00161358
• SMILES: [O-][N+](=O)c1ccccc1B(O)O

Computed Properties

• Complexity: 169
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 12
• Hydrogen Bond Acceptor Count: 4
• Hydrogen Bond Donor Count: 2
• Rotatable Bond Count: 1

Upstream Synthesis Route

(2-Nitrophenyl)boronic acid is a valuable chemical compound widely used in organic synthesis. Its application in chemical synthesis is primarily as a versatile building block for the preparation of various functionalized organic molecules. When used in coupling reactions, (2-Nitrophenyl)boronic acid acts as a key reagent in Suzuki-Miyaura cross-coupling reactions. This reaction allows for the formation of carbon-carbon bonds between an aryl halide and an arylboronic acid or ester, leading to the synthesis of biaryl compounds. Additionally, (2-Nitrophenyl)boronic acid can undergo further derivatization to introduce a range of functional groups onto the phenyl ring. This versatility makes it a valuable tool in the preparation of pharmaceuticals, agrochemicals, and materials science.In summary, (2-Nitrophenyl)boronic acid plays a crucial role in modern organic synthesis, enabling chemists to construct complex and diverse organic molecules through efficient coupling reactions and derivatization strategies.

Literature

• Nitrophenylboronic acids as highly chemoselective probes to detect hydrogen peroxide in foods and agricultural products.

  Journal of agricultural and food chemistry 20111109

• Boronic acid catalysis for mild and selective [3+2] dipolar cycloadditions to unsaturated carboxylic acids.

  Chemistry (Weinheim an der Bergstrasse, Germany) 20100510

• Performances of a multidimensional on-line SPE-LC-ECD method for the determination of three major catecholamines in native human urine: validation, risk and uncertainty assessments.

  Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20061205

• [Thieno[3,4-c]quinoline-4-yl-amines--synthesis and investigation of activity against malaria].

  Die Pharmazie 20061101

• [Thieno[3,2-c]quinoline-4-yl-amines--synthesis and investigation of activity against malaria].

  Die Pharmazie 20060401

• 3-Methoxycarbonyl-5-nitrophenyl boronic acid: high affinity diol recognition at neutral pH.

  Bioorganic & medicinal chemistry letters 20040105