610-69-5

Usage

Uses

Used in Organic Synthesis:
2-Nitrophenyl acetate is used as a reagent in organic synthesis for the preparation of various pharmaceuticals and agrochemicals. Its versatile chemical properties make it a valuable component in the synthesis of a wide range of organic compounds.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-Nitrophenyl acetate is used as a building block for the preparation of various drugs. Its ability to react with other compounds allows for the creation of new pharmaceutical agents with potential therapeutic applications.
Used in Agrochemical Industry:
2-Nitrophenyl acetate is also utilized in the agrochemical industry for the synthesis of various agrochemicals. Its role in the development of new agrochemicals contributes to advancements in agriculture and crop protection.
Used as a Precursor for Nitrophenol Derivatives:
2-Nitrophenyl acetate serves as a precursor for the synthesis of nitrophenol derivatives. These derivatives have various applications in different fields, including as dyes, pigments, and in the production of other chemical compounds.

InChI:InChI=1/C8H7NO4/c1-6(10)13-8-5-3-2-4-7(8)9(11)12/h2-5H,1H3

Upstream product

• 108-24-7 acetic anhydride 
• 88-75-5 2-hydroxynitrobenzene 
• 824-39-5 sodium o-nitrophenate 
• 75-36-5 acetyl chloride 
• 463-51-4 Ketene 
• 552-16-9 ortho-nitrobenzoic acid 
• 546-67-8 lead(IV) tetraacetate 
• 64-19-7 acetic acid 
• 223136-76-3 2-(2-nitro-phenoxy)-tetrahydro-pyran 
• 7697-37-2 nitric acid 
• 122-79-2 Phenyl acetate 

Downstream Products

• 6322-56-1 4'-hydroxy-3'-nitroacetophenone 
• 99516-01-5 2-NO₂C₆H₄OBCl₂ 
• 16554-53-3 2-Nitrophenolate ion 
• 122-79-2 Phenyl acetate 
• 13031-41-9 4-cyanophenyl acetate 
• 878-00-2 4-formylphenyl acetate 
• 64-19-7 acetic acid 
• 88-75-5 2-hydroxynitrobenzene 
• 127-09-3 sodium acetate 
• 824-39-5 sodium o-nitrophenate 
• 98-86-2 acetophenone 
• 13529-31-2 (2β,3α,5α,16β,17β)-2,16-bispiperidino-3,17-diacetoxy-androstane 
• 95-21-6 2-methyl-1,3-benzoxazole 
• 28177-69-7 2-hydroxy-3-nitroacetophenone 

Relevant academic research and scientific papers

Tropolonate salts as acyl-transfer catalysts under thermal and photochemical conditions: Reaction scope and mechanistic insights

Acyl-transfer catalysis is a frequently used tool to promote the formation of carboxylic acid derivatives, which are important synthetic precursors and target compounds in organic synthesis. However, there have been only a few structural motifs known to efficiently catalyze the acyl-transfer reaction. Herein, we introduce a different acyl-transfer catalytic paradigm based on the tropolone framework. We show that tropolonate salts, due to their strong nucleophilicity and photochemical activity, can promote the coupling reaction between alcohols and carboxylic acid anhydrides or chlorides to give products under thermal or blue light photochemical conditions. Kinetic studies and density functional theory calculations suggest interesting mechanistic insights for reactions promoted by this acyl-transfer catalytic system.

Divergent Late-Stage (Hetero)aryl C?H Amination by the Pyridinium Radical Cation

(Hetero)arylamines constitute some of the most prevalent functional molecules, especially as pharmaceuticals. However, structurally complex aromatics currently cannot be converted into arylamines, so instead, each product isomer must be assembled through a multistep synthesis from simpler building blocks. Herein, we describe a late-stage aryl C?H amination reaction for the synthesis of complex primary arylamines that other reactions cannot access directly. We show and rationalize through a mechanistic analysis the reasons for the wide substrate scope and the constitutional diversity of the reaction, which gives access to molecules that would not have been readily available otherwise.

Biogenic CuFe2O4 magnetic nanoparticles as a green, reusable and excellent nanocatalyst for acetylation reactions under solvent-free conditions

A convenient green method has been developed for the synthesis of biogenic CuFe2O4 magnetic nanoparticles using tea extracts within a very short reaction time. The prepared nanoparticles with an average size of 8.78 nm have been used as an effective catalyst for the acetylation of various alcohols, phenols and amines in good to excellent yields under solvent-free conditions. The catalyst was characterized by XRD, XPS, VSM, SEM and TEM study. A magnetic study of the fresh and recycled catalyst after the fourth cycle was performed by VSM measurement. The main advantages of this protocol are simple biogenic synthesis of the catalyst, a reusable and heterogeneous catalytic system, and short reaction times with excellent yields.

2-substituted benzoxazole preparation method of compound

The invention relates to a preparing method of 2-substituted benzoxazole compounds. The compounds are obtained by reaction of products obtained by reaction of acyl chloride and o-nitrophenol or derivatives thereof under catalyzing of reducing agent ammonium formate, a solvent and palladium-containing agents. According to the method, the reaction condition is mild, environment is protected, raw materials are rich and easy to obtain, operation is easy, yield is high, and various kinds of performance are optimized.

DMAP-based flexible polymer networks formed via Heck coupling as efficient heterogeneous organocatalysts

Two DMAP-based flexible polymer networks TPB-DMAP and TPA-DMAP have been successfully synthesized via palladium catalyzed Heck cross-coupling. The structures of these polymers were confirmed by solid state 13C CP/MAS and Fourier transform infrared spectroscopy (FTIR). Although both polymers have negligible surface areas, they exhibit excellent catalytic efficiency for the acylation of 1-phenylethanol with acetic anhydride due to their good swelling capacities. Utilized as a typical catalyst, the polymer TPA-DMAP shows high activities for acylation of a variety of alcohols to the corresponding esters. Moreover, the catalyst can be recycled at least ten times without obvious loss of catalytic activity.

4-(N,N -dimethylamino)pyridine hydrochloride as a recyclable catalyst for acylation of inert alcohols: Substrate scope and reaction mechanism

4-(N,N-Dimethylamino)pyridine hydrochloride (DMAP·HCl), a DMAP salt with the simplest structure, was used as a recyclable catalyst for the acylation of inert alcohols and phenols under base-free conditions. The reaction mechanism was investigated in detail for the first time; DMAP·HCl and the acylating reagent directly formed N-acyl-4-(N′,N′-dimethylamino) pyridine chloride, which was attacked by the nucleophilic substrate to form a transient intermediate that released the acylation product and regenerated the DMAP·HCl catalyst.

Vitamin B1 supported on silica-encapsulated γ-Fe 2O3 nanoparticles: Design, characterization and application as a greener biocatalyst for highly efficient acylation

A new magnetic catalyst was synthesized by the immobilization of vitamin B1 (thiamine hydrochloride) on the surface of silica-encapsulated γ-Fe2O3 nanoparticles. Its capability was evaluated in the acylation of alcohols and phenols with acetic anhydride under solvent-free conditions and afforded the desired products in high yield. This novel magnetic organocatalyst could be separated from the reaction vessel by use of an external magnet and recovered 5 times without a significant loss of its activity. The amount of loaded vitamin B1 on the silica-encapsulated γ-Fe2O3 was assigned by TGA and confirmed by back titration. Availability, cheapness and low toxicity are reasons associated with the utilization of vitamin B1 as a catalyst. The catalyst has been characterized by FT-IR, XRD, SEM, VSM and TG/DTA. The Royal Society of Chemistry.

Acetylation of alcohols and phenols by zinc zirconium phosphate as an efficient heterogeneous catalyst under solvent-free conditions

An efficient method for the acetylation of a wide range of alcohols as well as phenols with acetic anhydride in good to excellent yields under solvent-free conditions, using zinc zirconium phosphate as the catalyst was investigated. The catalyst was characterized by XRD, inductivity coupled plasma-optical emission spectroscopy, and scanning electron microscope. Products are easily isolated and the protocol is mild and green, compared to the existing methods. Graphical abstract: [Figure not available: see fulltext.]

Lewis basic ionic liquid as an efficient and facile catalyst for acetylation of alcohols, phenols, and amines under solvent-free conditions

The Lewis basic ionic liquid 1,8-diazabicyclo[5.4.0]undec-7-en-8-ium acetate was employed for the acetylation of various phenols, alcohols, and amines in good-to-excellent yields at 50 C under solvent-free conditions in a short time. Compared with existing methods based on conventional catalysts and toxic solvents, the reported method is simple, mild and environmentally viable. Furthermore, the ionic liquid was conveniently separated from the products and easily recycled to catalyze other acetylation reactions with excellent yields. .

A new ferrocene-based bulky pyridine as an efficient reusable homogeneous catalyst

An effective approach to reusing a homogeneous catalyst has been demonstrated. A ferrocene-based bulky pyridine has been synthesized and utilized as a homogeneous catalyst for the synthesis of benzoylfumarates as well as for acetylation. After the reaction, the catalyst was separated by simple precipitation and reused without appreciable loss of activity. The Royal Society of Chemistry 2013.