625-75-2

Usage

Physical state

Pale yellow solid

Solubility

Soluble in water

Main use

Precursor to various other chemical compounds in organic synthesis

Derivative of

Acetic acid

Primary applications

Production of pharmaceuticals and agrochemicals

Other uses

Reagent for synthesis of organic compounds, building block for chemical products

Hazard level

Considered moderate hazard, caution required for handling

Importance

Wide range of applications in chemical industry, important intermediate in synthesis of various compounds

InChI:InChI=1/C2H3NO4/c4-2(5)1-3(6)7/h1H2,(H,4,5)

Upstream product

• 75-52-5 nitromethane 
• 68-12-2 N,N-dimethyl-formamide 
• 124-38-9 carbon dioxide 
• 73506-45-3 potassium nitroacetate 

Downstream Products

• 2483-57-0 methyl 2-nitroacetate 
• 626-35-7 nitroacetic acid ethyl ester 
• 75-52-5 nitromethane 
• 15719-64-9 methylammonium carbonate 
• 144-62-7 oxalic acid 
• 30563-27-0 benzyl 2-nitroacetate 
• 56161-87-6 nitro-acetic acid cyclohexyl ester 
• 117123-45-2 oxalic acid-1-chloride-2-cyclohexyl ester-1-oxime 
• 22568-50-9 4-(2-Nitrovinyl)benzoic acid methyl ester 
• 2562-42-7 1-nitromethylcyclopentene 
• 5330-61-0 1-nitromethyl-cyclohexene 
• 22568-52-1 trans-3-methoxy-4-acetoxy-β-nitrostyrene 
• 819-07-8 1,1,1-trifluoro-2-nitroethane 
• 101671-00-5 (E)-2-(4-methylphenyl)-1-nitroethene 

Relevant academic research and scientific papers

NITRONE HERBICIDES

Disclosed are compounds of Formula 1, including all stereoisomers, N-oxides, and salts thereof, wherein R1, R2, R3, R4, R5, R6, J2, Q1, Q2, T and Y are as defined in the disclosure. Also disclosed are compositions containing the compounds, N-oxides and salts, and methods for controlling undesired vegetation comprising contacting the undesired vegetation or its environment with an effective amount of a compound, N-oxide, salt or composition.

Mechanistic rationalization of unusual sigmoidal kinetic profiles in the machetti-de sarlo cycloaddition reaction

Unusual sigmoidal kinetic profiles in the Machetti-De Sarlo base-catalyzed 1,3-dipolar cycloaddition of acrylamide to N-methylnitroacetamide are rationalized by detailed in situ kinetic analysis. A dual role is uncovered in which a substrate acts as a precursor to catalyze its own reaction. Such kinetic studies provide a general protocol for distinguishing among different mechanistic origins of induction periods in complex organic reactions.

Stereoselective control in the Staudinger reactions involving monosubstituted ketenes with electron acceptor substituents: Experimental investigation and theoretical rationalization

The stereoselectivity of the Staudinger reactions involving monosubstituted ketenes with electron acceptor substituents was investigated experimentally by determination of the product stereochemistry and theoretically via DFT calculations. The results indicate that imines preferentially attack the less sterically hindered exo-side of the ketenes to generate zwitterionic intermediates. Subsequently, for cyclic imines, the intermediates undergo a conrotatory ring closure directly to produce β-lactams, while for linear imines, the imine moiety of the intermediates isomerizes to more stable intermediates, which further undergo a conrotatory ring closure to afford trans-β-lactams. The steric hindrance and the isomerization, rather than the torquoelectronic effect, play crucial roles in controlling the stereoselectivity in the practical Staudinger reactions involving monosubstituted ketenes with electron acceptor substituents, although the unaccessible borylketene with a powerful electron acceptor group controls the stereoselectivity torquoelectronically, in theory.

Formal synthesis of belactosin A and hormaomycin via a diastereoselective intramolecular cyclopropanation of an α-nitro diazoester

Chemical Equation presented An efficient and convenient methodology for the synthesis of the 3-(trans-2-aminocyclopropyl) alanine and 3-(trans-2- nitrocyclopropyl) alanine moieties found In the core of belactosln A and hormaomycin, respectively, Is reported. By using an enantioenriched substituted α-nitro diazoester In a diastereoselective Intramolecular cyclopropanatlon reaction, the trans-nitrocyclopropyl alanine moiety can be obtained efficiently In five steps from the Initial α-nitrocyclopropyl lactone unit, thus achieving the synthesis of the cyclopropane core of the two natural products.

Method of treating tinnitus

The invention relates to a method of treating tinnitus by administering an alpha2delta ligand such as, for example, a compound of Formula and pharmaceutically acceptable salts thereof, wherein R1 is hydrogen or straight or branched lower alkyl, and n is an integer of from 4 to 6.

Solution- and solid-phase synthesis of 4-hydroxy-4,5-dihydroisoxazole serivatives from enantiomerically pure N-tosyl-2,3-aziridine alcohols

(formula presented) Enantiomerically pure N-tosyl-2,3-aziridine alcohols are directly converted into 4-hydroxy-4,5-dihydroisoxazole 2-oxides through oxidation to the corresponding aldehydes followed by in situ tandem nitroaldol-intramolecular cyclization.

Method of treating cartilage damage

The invention relates to a method of preventing or treating cartilage damage by administering a GABA analog such as, for example, a compound of Formula 1and pharmaceutically acceptable salts thereof, wherein R1 is hydrogen or straight or branched lower alkyl, and n is an integer of from 4 to 6.

Method for preventing and treating visceral pain and gastrointestinal disorders

The compounds of formula I-IV: wherein n is an integer of from 1 to 4, or pharmaceutically acceptable salts thereof are useful to prevent and treat visceral pain and gastrointestinal disorders.

Carboxylation of Nitromethane by Carbon Dioxide and Potassium Phenoxide Derivatives. Substituent Effect upon the Yield of Carboxylate

The carboxylation of nitromethane with carbon dioxide proceeded in the presence of potassium phenoxides in DMF, yielding dipotassium nitoacetate as a precipitate.This reaction proceeded well at 0 deg C.The substituent effect upon the carboxylation was investigated by using potassium phenoxides with various substituents (p-OCH3, p-CH3, H, p-Cl, m-Cl, p-COCH3, and p-NO2).The reaction was completed in 5 min at 0 deg C.The maximum yield of carboxylate was obtained when unsubstituted phenoxide was used; the yield of carboxylate was low when potassium phenoxide with a substituent having a highly negative or highly positive ? value vas used.The mechanism of the carboxylation is discussed.The formation of the carboxylate as a precipitate is considered to be an important factor.Methods for the effective transformation of dipotassium nitroacetate to methyl nitroacetate are briefly surveyed.Keywords - potassium phenoxide; carbon dioxide; nitromethane; dipotassium nitroacetate; substituent effect; carboxylation

Process for carboxylating organic substrates with carbon dioxide in hydrocarbon solvents

Carboxylable substrates i.e., ketones, esters, nitroparaffins and nitriles, containing activated hydrogen atoms are carboxylated by reaction with alkaline phenates and CO2 in at least one hydrocarbon solvent selected from aliphatic, alicyclic, aromatic and alkyl-aromatic hydrocarbon solvents.