39228-29-0

Basic information

• Product Name: METHYL 2-NITROCINNAMATE
• Synonyms: METHYL 2-NITROCINNAMATE;(E)-Methyl 3-(2-Nitrophenyl)Acrylate
• CAS NO: 39228-29-0
• Molecular Formula: C₁₀H₉NO₄
• Molecular Weight: 207.18276
• Product Categories: Aromatic Cinnamic Acids, Esters and Derivatives
• Mol File: 39228-29-0.mol
• Article Data: 92

Chemical Properties

• Melting Point: 73°C
• Boiling Point: 346.2°C (rough estimate)
• Appearance: /
• Density: 1.3377 (rough estimate)
• Refractive Index: 1.5310 (estimate)
• Storage Temp.: 2-8°C
• CAS DataBase Reference: METHYL 2-NITROCINNAMATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 2-NITROCINNAMATE(39228-29-0)
• EPA Substance Registry System: METHYL 2-NITROCINNAMATE(39228-29-0)

Safety Data

• Hazardous Substances Data: 39228-29-0(Hazardous Substances Data)

Usage

General Description

Methyl 2-nitrocinnamate is a chemical compound with the molecular formula C11H9NO4. It is commonly used in the synthesis of pharmaceuticals, agrochemicals, and organic intermediates. METHYL 2-NITROCINNAMATE is known for its antimicrobial and anti-inflammatory properties, making it a valuable ingredient in the production of various medicinal products. Methyl 2-nitrocinnamate is also used in the manufacturing of fragrances and flavorings, as it contributes to the pleasant aroma and taste of many consumer products. Additionally, it is utilized as a UV absorber in sunscreen formulations and as a colorant in cosmetic and hair dye products. Overall, methyl 2-nitrocinnamate plays a crucial role in the pharmaceutical, agricultural, and consumer goods industries due to its diverse applications and beneficial properties.

Upstream product

• 103-26-4 methyl cinnamate 
• 21204-67-1 methyl (triphenylphosphoranylidene)acetate 
• 552-89-6 2-nitro-benzaldehyde 
• 110-89-4 piperidine 
• 105-45-3 acetoacetic acid methyl ester 
• 1466-88-2 2-nitrocinnamic aldehyde 
• 67-56-1 methanol 
• 18523-34-7 1,1-dimethoxy-2-phenylcyclopropane 
• 96-32-2 bromoacetic acid methyl ester 
• 612-41-9 2-nitrocinnamic acid 
• 103-26-4 Methyl cinnamate 
• 612-41-9 2-nitrocinnamic acid 
• 616-38-6 carbonic acid dimethyl ester 
• 1613-37-2 Quinoline N-oxide 

Downstream Products

• 109334-55-6 5-(2-Nitro-phenyl)-1,3-diphenyl-1H-pyrazole-4-carboxylic acid methyl ester 
• 109334-58-9 4-(2-Nitro-phenyl)-2,5-diphenyl-2H-pyrazole-3-carboxylic acid methyl ester 
• 612-41-9 2-nitrocinnamic acid 
• 98288-22-3 (+/-)-5t-(2-nitro-phenyl)-3-phenyl-4,5-dihydro-isoxazole-4r-carboxylic acid methyl ester 
• 98288-30-3 (+/-)-4t-(2-nitro-phenyl)-3-phenyl-4,5-dihydro-isoxazole-5r-carboxylic acid methyl ester 
• 1202-04-6 indole-2-carboxylic acid methyl ester 
• 88939-75-7 methyl β-(o-aminophenyl)acrylate 
• 105404-33-9 (±)-methyl 2-oxo-1,2,3,4-tetrahydroquinoline-3-carboxylate 
• 59-31-4 2-quinolone 
• 1664-65-9 3-(2-nitrophenyl)propionic acid methyl ester 
• 1493774-32-5 4-bromo-2-nitro-benzenepropanoic acid methyl ester 
• 1493774-03-0 C₁₀H₁₃NO₃ 
• 109334-76-1 1-(3-Bromo-phenyl)-5-methyl-3-phenyl-1,5-dihydro-pyrazolo[4,3-c]quinolin-4-one 
• 109363-30-6 1-(3-chlorophenyl)-5-methyl-3-phenyl-1H-pyrazolo[4,3-c]quinolin-4(5H)-one 

Relevant articles and documents

Preparation method of 3-(2-aminophenyl)-2-acrylate

The present invention relates to the field of pharmaceutical preparation technology, in particular a 3-(2-aminophenyl)-2-acrylate preparation method, comprising the following steps: 1) under the action of a base, o-nitrobenzaldehyde and malonate derivativ

Enantioselective Rauhut–Currier Reaction with β-Substituted Acrylamides Catalyzed by N-Heterocyclic Carbenes

β-Substituted acrylamides have low electrophilicity and are yet to be exploited in the enantioselective Rauhut–Currier reaction. By exploiting electron-withdrawing protection of the amide and moderate nucleophilicity N-heterocyclic carbenes, such substrates have been converted to enantioenriched quinolones. The reaction proceeds with complete diastereoselectivity, good yield, and modest enantioselectivity. Derivatizations are reported, as are computational studies, supporting decreased amide bond character with electron-withdrawing protection of the nitrogen.

Synthesis of Indoles by Reductive Cyclization of Nitro Compounds Using Formate Esters as CO Surrogates

Alkyl and aryl formate esters were evaluated as CO sources in the Pd- and Pd/Ru-catalyzed reductive cyclization of 2-nitrostyrenes to give indoles. Whereas the use of alkyl formates requires the presence of a ruthenium catalyst such as Ru3(CO)12, the reaction with phenyl formate can be performed by using a Pd/phenanthroline complex alone. Phenyl formate was found to be the most effective CO source and the desired products were obtained in excellent yields, often higher than those previously reported using pressurized CO. The reaction tolerates many functional groups, including sensitive ones like a free aldehydic group or a pendant pyrrole. Detailed experiments and kinetic studies allow to conclude that the activation of phenyl formate is base-catalyzed and that the metal doesn't play a role in the decarbonylation step. The reactions can be performed in a single thick-walled glass tube with as little as 0.2 mol-% palladium catalyst and even on a 2 g scale. The same protocol can be extended to other nitro compounds, affording different heterocycles.