24393-61-1

Basic information

• Product Name: ETHYL (2E)-3-(4-NITROPHENYL)ACRYLATE
• Synonyms: ETHYL (2E)-3-(4-NITROPHENYL)ACRYLATE;(E)-ethyl 3-(4-nitrophenyl)acrylate;2-Propenoic acid,3-(4-nitrophenyl)-, ethyl ester, (2E)-;Ethyl (E)-p-nitrocinnamate;Ethyl trans-p-nitrocinnamate
• CAS NO: 24393-61-1
• Molecular Formula: C₁₁H₁₁NO₄
• Molecular Weight: 221
• Mol File: 24393-61-1.mol
• Article Data: 179

Chemical Properties

• Melting Point: 139-140℃
• Boiling Point: 326.6±17.0 °C(Predicted)
• Appearance: /
• Density: 1.237±0.06 g/cm3(Predicted)
• CAS DataBase Reference: ETHYL (2E)-3-(4-NITROPHENYL)ACRYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL (2E)-3-(4-NITROPHENYL)ACRYLATE(24393-61-1)
• EPA Substance Registry System: ETHYL (2E)-3-(4-NITROPHENYL)ACRYLATE(24393-61-1)

Safety Data

• Hazardous Substances Data: 24393-61-1(Hazardous Substances Data)

Usage

General Description

Ethyl (2E)-3-(4-nitrophenyl)acrylate is a chemical compound that belongs to the family of acrylates. It is a yellow, crystalline solid that is often used as an intermediate in the production of various organic compounds. The compound is known for its strong nitrophenyl and acrylate groups, which make it useful in the synthesis of polymers, adhesives, and coatings. Ethyl (2E)-3-(4-nitrophenyl)acrylate is also known for its potential applications in the pharmaceutical and agrochemical industries, where it is utilized in the development of drugs and pesticides. However, it is important to handle this compound with care and adhere to proper safety guidelines, as it can pose potential health and environmental risks if mishandled.

Upstream product

• 103-36-6 ethyl 3-phenyl-2-propenoate 
• 64-17-5 ethanol 
• 882-06-4 4-nitro-trans-cinnamic acid 
• 555-16-8 4-nitrobenzaldehdye 
• 927-80-0 1-ethoxyacetylene 
• 623-73-4 diazoacetic acid ethyl ester 
• 867-13-0 diethoxyphosphoryl-acetic acid ethyl ester 
• 72258-75-4 2-<(ethoxycarbonyl)methyl>-2-oxo-4,5-dimethyl-1,3,2-dioxaphospholane 
• 6225-95-2 di-n-butyl-2-carbethoxymethyl-phosphine oxide 
• 84858-81-1 o-ethyl-butyl-2-carbethoxymethyl phosphinate 
• 6361-05-3 ethyl 2-(diphenylphosphoryl)acetate 
• 3699-71-6 o-ethyl-phenyl-2-carbethoxymethyl phosphinate 
• 38788-38-4 dibutyl telluride 
• 105-36-2 ethyl bromoacetate 

Downstream Products

• 100-13-0 4-nitrostyrene 
• 90644-31-8 3-hydrazino-3-(4-nitro-phenyl)-propionic acid hydrazide 
• 882-06-4 4-nitro-trans-cinnamic acid 
• 5048-82-8 (E)-ethyl 3-(4-aminophenyl)acrylate 
• 840-44-8 rac-(R,S)-ethyl 2,3-dibromo-3-(4-nitrophenyl)propanoate 
• 69310-75-4 7-(4-nitro-phenyl)-2,4-dioxo-1,3,4,5,6,7-hexahydro-2H-pyrano[2,3-d]pyrimidine-6-carboxylic acid ethyl ester 
• 76583-41-0 2-Isoquinolin-1-yl-4-(4-nitro-phenyl)-5-phenyl-1H-pyrrole-3-carboxylic acid ethyl ester 
• 53778-27-1 5-isoquinolin-1-yl-4-(4-nitro-phenyl)-2-phenyl-pyrrole-3-carboxylic acid ethyl ester 
• 937-31-5 (4-Nitrophenyl)acetylene 
• 840-44-8 2,3-dibromo-3-(4-nitro-phenyl)-propionic acid ethyl ester 
• 30009-05-3 trans-N-hydroxy-3-(4-nitro-phenyl)-acrylamide 
• 19749-50-9 (+/-)-5t-(4-nitro-phenyl)-3-phenyl-4,5-dihydro-isoxazole-4r-carboxylic acid ethyl ester 
• 21646-74-2 1-nitro-2-(4-nitrophenyl)-1-ethoxycarbonylethene 
• 555-16-8 4-nitrobenzaldehdye 

Relevant articles and documents

Versatile reagents: ferrocenyl azolium compounds as auxiliary ligands for the Heck reaction and potential antifungal agents

We report the synthesis, catalytic, and biological properties of new bridged and cyclic ferrocenyl azolium compounds.

Larvicidal activity and in silico studies of cinnamic acid derivatives against Aedes aegypti (Diptera: Culicidae)

Cinnamic acid derivatives (CAD's) represent a great alternative in the search for insecticides against Aedes aegypti mosquitoes since they have antimicrobial and insecticide properties. Ae. aegypti is responsible for transmitting Dengue, Chikungunya, and Zika viruses, among other arboviruses associated with morbimortality, especially in developing countries. In view of this, in vitro analyses of n-substituted cinnamic acids and esters were performed upon 4th instar larvae (L4) of Ae. aegypti, as well as, molecular docking studies to propose a potential biological target towards this mosquitoes species. The larvicide assays proved that n-substituted ethyl cinnamates showed a more pronounced activity than their corresponding acids, in which p-chlorocinnamate (3j) presented a LC50 value of 8.3 μg/mL. Thusly, external morphologic alterations (rigid and elongated body, curved bowel, and translucent or darkened anal papillae) of mosquitoes’ group exposed to compound 3j, were observed by microscopy. In addition, an analytical method was developed for the quantification of the most promising analog by using high-performance liquid chromatography with UV detection (HPLC-UV). Molecular docking studies suggested that the larvicide action is associated with inhibition of acetylcholinesterase (AChE) enzyme. Therefore, expanding the larvicidal study with the cinnamic acid derivatives against the vector Ae. aegypti is important for finding search for more effective larvicides and with lower toxicity, since they have already shown good larvicidal properties against Ae. aegypti.

Solvent role in the lipase-catalysed esterification of cinnamic acid and derivatives. Optimisation of the biotransformation conditions

The esterification of cinnamic acid has been deeply investigated using ethanol as nucleophile and Candida antarctica lipase type B (CAL-B) as suitable biocatalyst. Special attention has been paid to the role that the solvent plays in the production of ethyl cinnamate. Therefore, volatile organic solvents and deep eutectic mixtures were employed in order to find optimal reaction conditions. Once that hexane was selected as the solvent of choice, other parameters that affect the enzyme activity were investigated in order to produce ethyl cinnamate with excellent yield. The CAL-B loading, nucleophile equivalents, temperature and reaction time have been identified as key parameters in the enzyme efficiency, and the potential of lipase-catalysed esterification has been finally exploited to produce a series of ethyl esters with different pattern substitutions on the aromatic ring.