6082-87-7

Basic information

• Product Name: 2-(4-NITROPHENOXY)BENZENECARBOXYLIC ACID
• Synonyms: 2-(4-NITROPHENOXY)BENZENECARBOXYLIC ACID;AKOS BC-0775
• CAS NO: 6082-87-7
• Molecular Formula: C₁₃H₉NO₅
• Molecular Weight: 259.21
• Mol File: 6082-87-7.mol

Chemical Properties

• Melting Point: 154-157°C
• Appearance: /
• CAS DataBase Reference: 2-(4-NITROPHENOXY)BENZENECARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-NITROPHENOXY)BENZENECARBOXYLIC ACID(6082-87-7)
• EPA Substance Registry System: 2-(4-NITROPHENOXY)BENZENECARBOXYLIC ACID(6082-87-7)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 6082-87-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-(4-Nitrophenoxy)benzenecarboxylic acid is used as an intermediate in the synthesis of pharmaceuticals for its potential anti-inflammatory and analgesic properties, contributing to the development of new drugs with therapeutic benefits.
Used in Organic Compounds Synthesis:
2-(4-Nitrophenoxy)benzenecarboxylic acid is used as a building block in the synthesis of various organic compounds, including dyes and pigments, due to its ability to form stable chemical bonds, enhancing the properties and applications of these materials.
Used in Dyes and Pigments Production:
2-(4-Nitrophenoxy)benzenecarboxylic acid is used as a key component in the production of dyes and pigments, leveraging its stable chemical bonds to create high-quality colorants for various applications in industries such as textiles, plastics, and printing inks.

Upstream product

• 62256-41-1 2-(4-nitrophenoxy)benzaldehyde 
• 212189-50-9 methyl2-(4-nitrophenoxy)benzoate 
• 350-46-9 4-Fluoronitrobenzene 
• 119-36-8 methyl salicylate 
• 118-91-2 ortho-chlorobenzoic acid 
• 100-00-5 4-chlorobenzonitrile 
• 17374-48-0 Salicylsaeure-4-nitrophenylester 
• 2243-42-7 2-phenoxybenzoic acid 
• 100-02-7 4-nitro-phenol 
• 2444-29-3 1-methyl-2-(4-nitrophenoxy)benzene 
• 108-95-2 phenol 

Downstream Products

• 212189-50-9 methyl2-(4-nitrophenoxy)benzoate 
• 67724-03-2 2-(4-amino-phenoxy)-benzoic acid 
• 106163-95-5 2-(4-nitro-phenoxy)-benzoic acid amide 
• 384861-84-1 5-nitro-2-(4-nitro-phenoxy)-benzoic acid 
• 91692-78-3 2-(4-nitro-phenoxy)-benzoyl chloride 
• 934668-64-1 2-(4-aminophenoxy)-N-(2-methoxyphenyl)benzamide 
• 440111-88-6 morpholino(2-(4-nitrophenoxy)phenyl)methanone 
• 1391741-40-4 N-(2-(hydroxymethyl)phenyl)-2-(4-nitrophenoxy)benzamide 
• 934668-63-0 N-(2-methoxyphenyl)-2-(4-nitrophenoxy)benzamide 
• 873986-45-9 2-(4-iodo-phenoxy)-benzoic acid 
• 1152-51-8 4'-nitrosalicylanilide 
• 212189-58-7 methyl2-(4-aminophenoxy)benzoate 

Relevant articles and documents

2-(4-Nitrophenoxy)benzoic acid: A three-dimensional hydrogen-bonded framework in a triclinic structure having Z′ = 3

The title compound, C13H9NO5, crystallizes in space group P1..., with Z′ = 3. The molecules are linked by O-H...O hydrogen bonds [H...O = 1.79-1.81 A, O...O = 2.625 (3)-2.648 (3) A and O-H...O = 172-176°] into two types of R22(8) dimer, only one of which is centrosymmetric. An extensive series of soft hydrogen bonds, of C-H...O and C-H...π(arene) types, links the dimers into a three-dimensional framework.

A photoredox-neutral Smiles rearrangement of 2-aryloxybenzoic acids

We report on the use of visible light photoredox catalysis for the radical Smiles rearrangement of 2-aryloxybenzoic acids to obtain aryl salicylates. The method is free of noble metals and operationally simple and the reaction can be run under mild batch or flow conditions. Being a redox neutral process, no stoichiometric oxidants or reductants are needed.

Derivatives of quinoline as inhibitors for MEK

1. A compound of formula (I) or a pharmaceutically acceptable salt thereof. wherein: n is 0-1; X and Y are independently selected from -NH-, -O-, -S-, or -NR8- where R8 is alkyl of 1-6 carbon atoms and X may additionally comprise a CH2 group; R7 is a group (CH2)mR9 where m is 0,or an integer of from 1-3 and R9 is a substituted aryl group, an optionally substituted cycloalkyl ring of up to 10 carbon atoms, or an optionally substituted heterocyclic ring or an N-oxide of any nitrogen containing ring; R6 is a divalent cycloalkyl of 3 to 7 carbon atoms, which may be optionally further substituted with one or more alkyl of 1 to 6 carbon atom groups; or is a divalent pyridinyl, pyimidinyl, or phenyl ring; wherein the pyridinyl, pyrimidinyl, or phenyl ring may be optionally further substituted with one or more specified groups; R1, R2, R3 and R4 are each independently selected from hydrogen or various specified organic groups. Compounds are useful as pharmaceuticals for the inhibition of MEK activity.

Effects of cyclodextrin on hydrolysis and the Smiles rearrangement of salicylic acid esters

The effect of β-cyclodextrin (β-CD) on "aqueous" hydrolysis of methyl, p-, and m-nitrophenyl salicylates as well as on the Smiles rearrangement of p-nitrophenyl salicylate was studied. No effect of β-CD on the pH-independent rate constant of "aqueous" hydrolysis of methyl ester was observed, while β-CD accelerated "aqueous" hydrolysis of nitrophenyl esters by ca. 10 times. The inclusion of these esters into the cavity of β-CD is accompanied by a change in the mechanism of hydrolysis: free ester in the deprotonated form undergoes hydrolysis through the mechanism of intramolecular general base catalysis, while the ester bound to cyclodextrin is hydrolyzed due to the nucleophilic attack of the deprotonated hydroxyl group of β-CD at a neutral substrate molecule. The effects of cyclodextrin on the rate constant of borate-catalyzed hydrolysis were interpreted by assuming that the substrate bound to β-CD undergoes borate-assisted attack at the deprotonated cyclodextrin hydroxyl group. The Smiles rearrangement, which is an intramolecular nucleophilic substitution reaction, is accelerated in the presence of β-CD.