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3-Ethyl-4-methyl-3-pyrrolin-2-one
[CAS# 766-36-9]

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Identification
Classification Pharmaceutical intermediate >> Heterocyclic compound intermediate
Name 3-Ethyl-4-methyl-3-pyrrolin-2-one
Synonyms 3-Ethyl-4-methyl-2-oxo-3-pyrroline
Molecular Structure CAS # 766-36-9, 3-Ethyl-4-methyl-3-pyrrolin-2-one, 3-Ethyl-4-methyl-2-oxo-3-pyrroline
Molecular Formula C7H11NO
Molecular Weight 125.17
CAS Registry Number 766-36-9
EC Number 616-364-4
SMILES CCC1=C(CNC1=O)C
Properties
Density 1.0±0.1 g/cm3, Calc.*
Melting point 100-104 ºC (Expl.)
Index of Refraction 1.467, Calc.*
Boiling Point 279.0±23.0 ºC (760 mmHg), Calc.*
Flash Point 156.6±7.6 ºC, Calc.*
* Calculated using Advanced Chemistry Development (ACD/Labs) Software.
Safety Data
Hazard Symbols symbol symbol   GHS05;GHS07 Danger    Details
Hazard Statements H302-H315-H318-H319-H335    Details
Precautionary Statements P261-P264-P264+P265-P270-P271-P280-P301+P317-P302+P352-P304+P340-P305+P351+P338-P305+P354+P338-P317-P319-P321-P330-P332+P317-P337+P317-P362+P364-P403+P233-P405-P501    Details
Hazard Classification
up    Details
HazardClassCategory CodeHazard Statement
Serious eye damageEye Dam.1H318
Acute toxicityAcute Tox.4H302
Eye irritationEye Irrit.2H319
Skin irritationSkin Irrit.2H315
Specific target organ toxicity - single exposureSTOT SE3H335
SDS Available
up Discovory and Applicatios
3-Ethyl-4-methyl-3-pyrrolin-2-one, also known by its chemical formula C7H11NO, is a heterocyclic compound belonging to the pyrrole family. It is characterized by a five-membered ring structure containing both nitrogen and oxygen, which contributes to its unique chemical and physical properties. The compound has attracted interest in both synthetic chemistry and various industrial applications due to its distinctive structure and reactive nature.

The discovery of 3-ethyl-4-methyl-3-pyrrolin-2-one can be traced back to the mid-20th century, with researchers investigating pyrrolinones for their potential as intermediates in organic synthesis and their role in the development of biologically active molecules. The compound was first synthesized as part of a broader effort to explore new nitrogen-containing heterocyclic compounds, which were found to exhibit a range of useful properties. The structure of 3-ethyl-4-methyl-3-pyrrolin-2-one allows it to act as a versatile building block in the synthesis of complex organic molecules, making it a valuable tool in the development of new pharmaceuticals and agrochemicals.

The unique properties of 3-ethyl-4-methyl-3-pyrrolin-2-one have led to its use in a variety of applications. One of the most notable areas of interest is in medicinal chemistry, where the compound has been studied for its potential as a precursor for the synthesis of bioactive molecules. Research has shown that pyrrolinone derivatives, such as 3-ethyl-4-methyl-3-pyrrolin-2-one, possess antimicrobial, anticancer, and anti-inflammatory properties, making them promising candidates for drug development. In particular, the compound has been explored for its role in the synthesis of potential antimicrobial agents, with studies suggesting that its derivatives may be effective against a range of bacterial and fungal infections.

In addition to its medicinal applications, 3-ethyl-4-methyl-3-pyrrolin-2-one has been used as an intermediate in the synthesis of agrochemicals, including herbicides and insecticides. The compound's ability to undergo various chemical reactions, such as nucleophilic substitution and cyclization, makes it an ideal starting material for the production of compounds with pesticidal activity. This has made 3-ethyl-4-methyl-3-pyrrolin-2-one valuable to the agricultural industry, where it is used in the development of more efficient and environmentally friendly pest control agents.

The compound's potential as a flavoring agent has also been explored. Pyrrolinone derivatives are known for their characteristic odor, which is often described as earthy, nutty, or toasted. As such, 3-ethyl-4-methyl-3-pyrrolin-2-one has been considered for use in the fragrance and food industries, where it could be used to enhance the flavor profiles of various products. The compound's aromatic properties, along with its low toxicity, make it an attractive candidate for use in food additives and perfumes.

Beyond its use in pharmaceuticals, agrochemicals, and flavoring, 3-ethyl-4-methyl-3-pyrrolin-2-one has potential applications in materials science. The compound's ability to participate in polymerization reactions has led to investigations into its role in the development of novel polymers and coatings. Researchers are exploring how derivatives of 3-ethyl-4-methyl-3-pyrrolin-2-one can be incorporated into the synthesis of functional materials, such as biodegradable plastics and coatings with specific mechanical properties.

In conclusion, 3-ethyl-4-methyl-3-pyrrolin-2-one is a versatile chemical compound with a range of applications across various industries. From its role in drug development to its potential in agrochemicals, flavoring, and materials science, the compound holds promise as a key intermediate in the synthesis of valuable products. Its discovery and subsequent exploration have opened the door to new possibilities in synthetic chemistry, and ongoing research may reveal even more applications for this unique pyrrolinone derivative.
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