3740-52-1

Basic information

• Product Name: 2-Nitrophenylacetic acid
• Synonyms: Benzeneaceticacid,2-nitro-;2-(2-NITROPHENYL)ACETIC ACID;2-NITROPHENYLACETIC ACID;O-NITROPHENYLACETIC ACID;RARECHEM AL BO 0228;(2-Nitrophenly)AceticAcid;2-Nitrophenylaceticacid,99%;NITROPHENYLACETICACID
• CAS NO: 3740-52-1
• Molecular Formula: C₈H₇NO₄
• Molecular Weight: 181.15
• EINECS: 223-128-0
• Product Categories: Aromatic Phenylacetic Acids and Derivatives;Organic acids;Indoles;C8;Carbonyl Compounds;Carboxylic Acids;Intermediates
• Mol File: 3740-52-1.mol

Chemical Properties

• Melting Point: 137-140 °C(lit.)
• Boiling Point: 314.24°C (rough estimate)
• Flash Point: 155.9 °C
• Appearance: Yellow to beige/Crystalline Powder
• Density: 1.4283 (rough estimate)
• Vapor Pressure: 2.4E-05mmHg at 25°C
• Refractive Index: 1.5468 (estimate)
• Storage Temp.: Store at RT.
• PKA: 4(at 25℃)
• BRN: 1959243
• CAS DataBase Reference: 2-Nitrophenylacetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Nitrophenylacetic acid(3740-52-1)
• EPA Substance Registry System: 2-Nitrophenylacetic acid(3740-52-1)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-68
• Safety Statements: 26-36-37/39
• WGK Germany: 3
• RTECS: AJ1130000
• TSCA: Yes
• HazardClass: IRRITANT
• Hazardous Substances Data: 3740-52-1(Hazardous Substances Data)

Usage

Uses

Used in Research and Development:
2-Nitrophenylacetic acid is used as a research chemical for [application reason] in the field of scientific research and development. It plays a crucial role in the study and development of new compounds and materials.
Used in Pharmaceutical Industry:
2-Nitrophenylacetic acid is used as an internal standard for [application reason] in the determination of the theophylline solubilizer salicylamide-O-acetic acid. This application is particularly relevant in the pharmaceutical industry, where accurate measurements and standards are essential for drug development and quality control.
Used in Analytical Chemistry:
2-Nitrophenylacetic acid is used as a reference compound for [application reason] in various analytical techniques. Its distinct chemical properties make it suitable for calibrating instruments and ensuring the accuracy of analytical results in chemical analysis.
Used in Chemical Synthesis:
2-Nitrophenylacetic acid is used as a starting material or intermediate for [application reason] in the synthesis of various organic compounds. Its unique structure allows for further functionalization and modification, making it a versatile building block in organic chemistry.

Safety Profile

Mutation data reported. Forms an explosive mixture with thionyl chloride. When heated to decomposition it emits toxic fumes of NOx.

Purification Methods

The acid crystallises as yellow needles from EtOH, EtOH/water and dry it over P2O5 under vacuum. The amide has m 160-161o (from *C6H6 plates or EtOH, needles). [Beilstein 9 III 2282, 9 IV 1687.]

InChI:InChI=1/C8H7NO4/c10-8(11)5-6-3-1-2-4-7(6)9(12)13/h1-4H,5H2,(H,10,11)/p-1

Upstream product

• 103-82-2 phenylacetic acid 
• 610-66-2 2-nitro-benzeneacetonitrile 
• 5461-32-5 o-nitrophenylpyruvic acid 
• 610-33-3 (2-nitro-phenyl)-glyoxylic acid 
• 121990-16-7 N-chloro-N-methoxy-2-(2-nitrophenyl)acetamide 
• 117659-11-7 p'-dimethylamino-N-hydroxy-o-nitrophenylacetanilide 
• 7697-37-2 nitric acid 
• 108-24-7 acetic anhydride 
• 7647-01-0 hydrogenchloride 
• 7664-93-9 sulfuric acid 
• 7722-84-1 dihydrogen peroxide 
• 536-80-1 iodosylbenzene 
• 22751-23-1 (2-nitrophenyl)acetyl chloride 
• 121989-44-4 N-Methoxy-2-(2-nitro-phenyl)-acetamide 

Downstream Products

• 88-72-2 1-methyl-2-nitrobenzene 
• 15719-64-9 methylammonium carbonate 
• 4714-25-4 2-nitrostilbene 
• 107918-05-8 2-(2-nitro-phenyl)-3-phenyl-acrylic acid 
• 4264-29-3 (E)-2-nitrostilbene 
• 132727-20-9 3t-benzo[1,3]dioxol-5-yl-2-(2-nitro-phenyl)-acrylic acid 
• 111664-70-1 3t-(6-allyl-benzo[1,3]dioxol-5-yl)-2-(2-nitro-phenyl)-acrylic acid 
• 31912-02-4 ethyl 2-nitrophenylacetate 
• 101291-65-0 3t-(2-methoxy-5-nitro-phenyl)-2-(2-nitro-phenyl)-acrylic acid 
• 59-48-3 2-oxoindole 
• 18108-55-9 1,3-dihydro-1-hydroxyindole-2-one 
• 22751-23-1 (2-nitrophenyl)acetyl chloride 
• 1904-78-5 2-nitrobenzylamine 
• 31142-60-6 2-(2-nitrophenyl)acetamide 

Relevant articles and documents

Preparation method of phenylacetic acid type compound

The invention discloses a preparation method of a phenylacetic acid type compound. The preparation method of the phenylacetic acid type compound I comprises the following steps that in a solvent and aCO gas phase system, a benzyl halide type compound II, pyridine-2-cobalt carboxylate, palladium acetate and alkaline neutralizers take carbonylation reaction to obtain the phenylacetic acid type compound I. A mixed catalytic system has a synergistic effect; the whole use quantity of catalysts is greatly reduced. When the mixed catalyst is used, a better catalytic effect can be achieved; the characteristics of easily obtaining the catalyst, avoiding the production safety risk of toxic three wastes and the like, reducing the reaction pressure, realizing mild reaction conditions, reducing the production risk, facilitating the production and the like are realized. The formulas are shown in description.

Method for synthesizing o-nitrophenylacetic acid

The invention discloses a method for synthesizing o-nitrophenylacetic acid. Absolute ethyl alcohol, Pt-MgO-CNTs, metal sodium, o-nitrotoluene, diethyl oxalate, hydrogen peroxide and H2PtCl6 are used as main raw materials, the synthesis process adopts the o-nitrotoluene and diethyl oxalate to be subjected to condensation reaction to obtain the o-nitrophenylacetic acid under the action of the catalyst Pt-MgO-CNTs, the separation method of steam distillation is replaced by vacuum distillation, the reaction time is greatly shortened, and the separation effect is significantly enhanced. The optimummaterial ratio, the temperature of oxidation reactions and the temperature and time of condensation reactions are optimized by a large number of experiments, and the yield is greatly improved.

Synthesis method of O-nitrophenylacetic acid

The invention discloses a synthesis method of O-nitrophenylacetic acid; anhydrous ethanol, Pt-MgO-CNTs, metallic sodium, O-nitrotoluene, diethyl oxalate, hydrogen peroxide and H2PtCl6 are used as mainraw materials; according to the synthesis process, O-nitrotoluene and diethyl oxalate are subjected to condensation reaction under the action of the catalyst Pt-MgO-CNTs to obtain O-nitrophenylaceticacid; reduced pressure distillation replaces a separation method of water steam distillation, so the reaction time is greatly shortened and the separation effect is enhanced obviously. The optimum material ratio, oxidation reaction temperature and condensation reaction temperature and time are optimized through a large number of experiments, and the yield is greatly improved.

A high-throughput screening method for determining the substrate scope of nitrilases

Nitrile compounds are intermediates in the synthesis of pharmaceuticals such as atorvastatin. We have developed a chromogenic reagent to screen for nitrilase activity as an alternative to Nessler's reagent. It produces a semi-quantifiable blue colour and hydrolysis of 38 nitrile substrates by 23 nitrilases as cell-free extracts has been shown. This journal is

Total synthesis of bouchardatine

Two new, efficient and simple routes using Heck-type reaction and intramolecular cyclization were developed for the synthesis of the naturally occurring cytotoxic alkaloid 2-(4-oxo-3,4-dihydroquinazolin-2-yl)-1H-indole-3- carbaldehyde (bouchardatine).

A novel one pot synthesis of o-nitrophenylacetic acid and unexpected p-nitrobenzoic acid by HNO3-mediated CH2 extrusion reaction of phenylacetic acid

The HNO3-mediated CH2 extrusion reactions of phenylacetic acid lead to one pot synthesis of unexpected commercially important product 4-nitrobenzoic acid through the formation of 4-nitrophenylacetic acid and 2-nitrophenylacetic acid. Copyright

Facile and chemoselective cleavage of allyl carboxylic ester utilizing NaBH4 in DMSO

A new method for deprotection of allyl carboxylic ester has been observed by using the inexpensive reagent sodium borohydride in dimethyl sulfoxide (DMSO). Aliphatic and aromatic allyl carboxylic ester undergo deprotection smoothly. The allyl ester group can selectively deprotect better than phenol.

5-Substituted pyrido[2,3-d]pyrimidine, an inhibitor against three receptor tyrosine kinases

NP506, the 3-{2,4-dimethyl-5-[2-oxo-5-(N′-phenylhydrazinocarbonyl)-1,2-dihydro-indol-3-ylidenemethyl]-1H-pyrrol-3-yl}-propionic acid, was designed as FGF receptor 1 inhibitor by computational study and found to be more active against endothelial proliferation of HUVEC after the rhFGF-2 stimulation than SU6668 with minimum effective dose of 10 μM. NP506 inhibited the tyrosine phosphorylation in FGF, VEGF, and PDGF receptors and the activation of extracellular signal-regulated kinase (ERK), c-Jun-N-terminal-kinase (JNK) and AKT after the rhFGF-2 stimulation. The introduction of the phenyl hydrazide motif to the position 5 of the pyrido[2,3-d]pyrimidine scaffold led to the inhibitory effect in two signaling pathways: inhibition of AKT activation in the phosphatidyl inositol 3′-kinase (PI13K)/AKT signaling pathway and the inhibition of ERK and JNK activation in MAPK pathway.

8-Substituted 3,4-dihydroquinolinones as a novel scaffold for atypical antipsychotic activity

Several new, potent dopamine subtype 2 (DA D2) active compounds with serotonin subtype 2A (5-HT2A) pharmacology are presented. 8-Substituted 3,4-dihydroquinolinones, tetrahydroquinolines, and N-acyl tetrahydroquinolines were evaluated in primary assays. Subtle changes on this novel scaffold translated to large changes in potency and selectivity in vitro. These compounds show promise as novel atypical antipsychotics for the treatment of schizophrenia.

Nitric acid in the presence of P2O5 supported on silica gel - A useful reagent for nitration of aromatic compounds under solvent-free conditions

A variety of aromatic compounds are nitrated to parent nitro aromatic compounds under solvent-free conditions using 65% nitric acid in the presence of P2O5 supported on silica gel is described. This methodology is useful for nitration of activated and deactivated aromatic rings.