50415-69-5

Basic information

• Product Name: methyl 2-(4-nitrophenyl)propionate
• Synonyms: methyl 2-(4-nitrophenyl)propionate
• CAS NO: 50415-69-5
• Molecular Formula: C₁₀H₁₁NO₄
• Molecular Weight: 209.19864
• EINECS: 256-584-4
• Mol File: 50415-69-5.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 305.7 °C at 760 mmHg
• Flash Point: 132.8 °C
• Appearance: /
• Density: 1.22 g/cm³
• Vapor Pressure: 0.00081mmHg at 25°C
• Refractive Index: 1.535
• CAS DataBase Reference: methyl 2-(4-nitrophenyl)propionate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 2-(4-nitrophenyl)propionate(50415-69-5)
• EPA Substance Registry System: methyl 2-(4-nitrophenyl)propionate(50415-69-5)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 50415-69-5(Hazardous Substances Data)

Usage

General Description

Methyl 2-(4-nitrophenyl)propionate is a chemical compound that belongs to the class of organic compounds known as nitrobenzenes. It is a pale yellow to yellow crystalline powder with a molecular formula of C10H11NO4 and a molecular weight of 205.2 g/mol. methyl 2-(4-nitrophenyl)propionate has the chemical structure of a propionic acid derivative with a phenyl ring substituted with a nitro group. Methyl 2-(4-nitrophenyl)propionate is commonly used as an intermediate in the synthesis of various pharmaceuticals, agrochemicals, and other organic compounds. It is also utilized in research and development, as well as in the manufacturing of dyes and pigments. Additionally, this compound may be utilized as a fragrance ingredient in some cosmetic and personal care products. However, it is important to handle and use this chemical with proper safety precautions due to its potential hazard to health and the environment.

InChI:InChI=1/C10H11NO4/c1-7(10(12)15-2)8-3-5-9(6-4-8)11(13)14/h3-7H,1-2H3

Upstream product

• 67-56-1 methanol 
• 19910-33-9 2-(4-nitrophenyl)propanoic acid 
• 100-25-4 para-dinitrobenzene 
• 72658-09-4 (E)-(1-methoxyprop-1-enyloxy)trimethylsilane 
• 17639-93-9 2-chloro-propionic acid methyl ester 
• 98-95-3 nitrobenzene 
• 61881-49-0 Diethyl 2-methyl-2-(4-nitrophenyl)malonate 
• 100-00-5 4-chlorobenzonitrile 
• 2945-08-6 methyl (4-nitrophenyl)acetate 
• 74-88-4 methyl iodide 
• 554-12-1 propanoic acid methyl ester 
• 586-78-7 para-nitrophenyl bromide 
• 4786-20-3 but-2-enenitrile 
• 456-27-9 4-nitrobenzenediazonium tetrafluoroborate 

Downstream Products

• 19910-33-9 2-(4-nitrophenyl)propanoic acid 
• 59115-08-1 methyl 2-methyl-2-(4-nitrophenyl)propanoate 
• 1452823-91-4 1-(1-(cyclohex-1-en-1-yl)ethyl)-4-nitrobenzene 
• 890839-11-9 methyl 2-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan -2-yl)phenyl]propionate 
• 1210909-06-0 2-(4-((2-(trifluoromethyl)pyridin-4-yl)amino)phenyl)propanoic acid 
• 1210908-34-1 2-(2-(4-(2-(trifluoromethyl)pyridin-4-ylamino)phenyl)propanamido)acetic acid 
• 59430-62-5 2-(4-aminophenyl)propionic acid 
• 1210908-96-5 methyl 2-(4-((2-(trifluoromethyl)pyridin-4-yl)amino)phenyl)propanoate 
• 1210908-86-3 methyl 2-(4-(((1E,3E)-1-(dimethylamino)-6,6,6-trifluoro-5-oxohexa-1,3-dien-3-yl)amino)phenyl)propanoate 
• 1210908-28-3 ethyl 2-(2-(4-((2-(trifluoromethyl)pyridin-4-yl)amino)phenyl)propanamido)acetate 

Relevant articles and documents

Palladium-Catalyzed Asymmetric Markovnikov Hydroxycarbonylation and Hydroalkoxycarbonylation of Vinyl Arenes: Synthesis of 2-Arylpropanoic Acids

Asymmetric hydroxycarbonylation is one of the most fundamental yet challenging methods for the synthesis of carboxylic acids. Herein, we reported the development of a palladium-catalyzed highly enantioselective Markovnikov hydroxycarbonylation of vinyl arenes with CO and water. A monodentate phosphoramidite ligand L6 plays vital role in the reaction. The reaction tolerates a range of functional groups, and provides a facile and atom-economical approach to an array of 2-arylpropanoic acids including several commonly used non-steroidal anti-inflammatory drugs. The catalytic system has also enabled an asymmetric Markovnikov hydroalkoxycarbonylation of vinyl arenes with alcohols to afford 2-arylpropanates. Mechanistic investigations suggested that the hydropalladation is irreversible and is the regio- and enantiodetermining step, while hydrolysis/alcoholysis is probably the rate-limiting step.

Transition metal-free direct dehydrogenative arylation of activated C(sp3)-H bonds: Synthetic ambit and DFT reactivity predictions

A transition metal-free dehydrogenative method for the direct mono-arylation of a wide range of activated C(sp3)-H bonds has been developed. This operationally simple and environmentally friendly aerobic arylation uses tert-BuOK as the base and nitroarenes as electrophiles to prepare up to gram quantities of structurally diverse sets (>60 examples) of α-arylated esters, amides, nitriles, sulfones and triaryl methanes. DFT calculations provided a predictive model, which states that substrates containing a C(sp3)-H bond with a sufficiently low pKa value should readily undergo arylation. The DFT prediction was confirmed through experimental testing of nearly a dozen substrates containing activated C(sp3)-H bonds. This arylation method was also used in a one-pot protocol to synthesize over twenty compounds containing all-carbon quaternary centers.

Photochemical intramolecular amination for the synthesis of heterocycles

Polycyclic heterocycles can be formed in good to excellent yields via photochemical conversion of the corresponding substituted aryl azides under irradiation with purple LEDs in a continuous flow reactor. The experimental set-up is tolerant to UV-sensitive functional groups while affording diverse carbazoles, as well as an indole and pyrrole framework, in short reaction times. The photochemical method is presumed to progress through a mechanism differing from the other methods of azide activation involving transition metal catalysis.