3740-52-1 | 2-Nitrophenylacetic acid

Packsize	Purity	Availability	Price	Discounted Price
1g	95%	in stock	$15.00	$10.00
5g	95%	in stock	$16.00	$11.00
10g	95%	in stock	$18.00	$12.00
25g	95%	in stock	$22.00	$15.00
100g	95%	in stock	$58.00	$40.00
500g	95%	in stock	$175.00	$122.00

Description

• Catalog Number: AB62841
• Chemical Name: 2-Nitrophenylacetic acid
• CAS Number: 3740-52-1
• Molecular Formula: C8H7NO4
• Molecular Weight: 181.14548
• MDL Number: MFCD00007190
• SMILES: OC(=O)Cc1ccccc1[N+](=O)[O-]
• NSC Number: 16624

Computed Properties

• Complexity: 211
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 13
• Hydrogen Bond Acceptor Count: 4
• Hydrogen Bond Donor Count: 1
• Rotatable Bond Count: 2
• XLogP3: 1.6

Upstream Synthesis Route

2-(2-Nitrophenyl)acetic acid is a versatile compound widely utilized in chemical synthesis, particularly in the field of organic chemistry. This compound serves as a crucial building block for the preparation of various pharmaceuticals, agrochemicals, and fine chemicals. Its unique molecular structure, characterized by the presence of a nitro group and a phenyl group, enables it to participate in a range of important chemical reactions.One of the key applications of 2-(2-Nitrophenyl)acetic acid is in the production of pharmaceutical intermediates. By undergoing functional group transformations and coupling reactions, this compound can be converted into valuable precursors for the synthesis of a wide array of bioactive compounds. Its role in pharmaceutical synthesis highlights its significance in drug discovery and development processes.Additionally, 2-(2-Nitrophenyl)acetic acid is commonly employed as a starting material in the synthesis of various aromatic compounds, such as dyes and polymers. The nitro group in its structure can be selectively reduced or substituted to introduce specific functional groups, enhancing the versatility of this compound in forming diverse chemical products.In summary, the strategic use of 2-(2-Nitrophenyl)acetic acid in chemical synthesis plays a pivotal role in the creation of numerous valuable compounds with important applications in pharmaceuticals, materials science, and other industries.

Literature

• Inhibition of human carboxylesterases hCE1 and hiCE by cholinesterase inhibitors.

  Chemico-biological interactions 20130325

• Molecular mechanism of uncaging CO2 from nitrophenylacetate provides general guidelines for improved ortho-nitrobenzyl cages.

  Chemphyschem : a European journal of chemical physics and physical chemistry 20110801

• (2-Nitrophenyl)acetyl: a new, selectively removable hydroxyl protecting group.

  Organic letters 20100507

• Total synthesis of (+/-)- and (-)-actinophyllic acid.

  Journal of the American Chemical Society 20100407

• Delta9-tetrahydrocannabinol is a full agonist at CB1 receptors on GABA neuron axon terminals in the hippocampus.

  Neuropharmacology 20100101

• The α,5-dicarboxy-2-nitrobenzyl caging group, a tool for biophysical applications with improved hydrophilicity: synthesis, photochemical properties and biological characterization.

  Photochemistry and photobiology 20100101

• Leveraging a small-molecule modification to enable the photoactivation of rho GTPases.

  Chembiochem : a European journal of chemical biology 20091214

• 5-(3-Nitro-benz-yl)-1,3,4-thia-diazol-2-amine.

  Acta crystallographica. Section E, Structure reports online 20091201

• Competition between cleavage and decarboxylation in photolysis of alpha-carboxy-2-nitrobenzyl protected cysteine derivatives.

  Chemical communications (Cambridge, England) 20090614

• Studies of decarboxylation in photolysis of alpha-carboxy-2-nitrobenzyl (CNB) caged compounds.

  Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology 20080101

• Mechanisms of cholinesterase inhibition by inorganic mercury.

  The FEBS journal 20070401

• Comparative analysis of inhibitory effects of caged ligands for the NMDA receptor.

  Journal of neuroscience methods 20050315

• Synthesis and characterization of photolabile o-nitrobenzyl derivatives of urea.

  The Journal of organic chemistry 20021213

• Studies on the catalytic behaviour of a cholinesterase-like abzyme in an AOT microemulsion system.

  Journal of biotechnology 20020807