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4-(4-Nitrophenyl)morpholine
[CAS# 10389-51-2]

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Complete supplier list of 4-(4-Nitrophenyl)morpholine
Identification
Name 4-(4-Nitrophenyl)morpholine
Synonyms p-Morpholinonitrobenzene
Molecular Structure CAS # 10389-51-2, 4-(4-Nitrophenyl)morpholine, p-Morpholinonitrobenzene
Molecular Formula C10H12N2O3
Molecular Weight 208.21
CAS Registry Number 10389-51-2
EC Number 233-851-3
SMILES C1COCCN1C2=CC=C(C=C2)[N+](=O)[O-]
Properties
Melting point 148-152 ºC
Safety Data
Hazard Symbols symbol   GHS07 Warning    Details
Hazard Statements H315-H319-H335    Details
Precautionary Statements P261-P264-P264+P265-P271-P280-P302+P352-P304+P340-P305+P351+P338-P319-P321-P332+P317-P337+P317-P362+P364-P403+P233-P405-P501    Details
Hazard Classification
up    Details
HazardClassCategory CodeHazard Statement
Eye irritationEye Irrit.2H319
Skin irritationSkin Irrit.2H315
SDS Available
up Discovory and Applicatios
4-(4-Nitrophenyl)morpholine is an organic compound that has garnered attention due to its unique structure and versatile applications in various fields of chemistry. The compound consists of a morpholine ring substituted with a 4-nitrophenyl group, which imparts distinct chemical properties. The discovery of 4-(4-nitrophenyl)morpholine can be linked to the broader exploration of morpholine derivatives in the mid-20th century when researchers were particularly interested in understanding the reactivity and potential applications of nitrogen-containing heterocycles.

The synthesis of 4-(4-nitrophenyl)morpholine typically involves the reaction of morpholine with 4-nitrochlorobenzene in the presence of a base, such as potassium carbonate. This nucleophilic aromatic substitution reaction allows the nitrogen atom in morpholine to replace the chlorine atom in 4-nitrochlorobenzene, resulting in the formation of 4-(4-nitrophenyl)morpholine. The nitro group on the benzene ring significantly influences the electronic properties of the compound, making it an interesting subject for further study.

One of the primary applications of 4-(4-nitrophenyl)morpholine is in the development of pharmaceuticals and agrochemicals. The compound's structural framework serves as a building block in the synthesis of various biologically active molecules. For instance, derivatives of 4-(4-nitrophenyl)morpholine have been explored for their potential as anti-inflammatory, antimicrobial, and anticancer agents. The presence of both the morpholine ring and the nitro group provides a platform for further functionalization, enabling the design of compounds with specific biological activities.

In the field of materials science, 4-(4-nitrophenyl)morpholine has been studied for its potential use in the development of novel polymers and dyes. The nitro group on the benzene ring can undergo reduction to form an amino group, which can then participate in various polymerization reactions. This allows for the incorporation of 4-(4-nitrophenyl)morpholine into polymeric materials, potentially imparting unique mechanical, thermal, or optical properties. Additionally, the compound has been used as an intermediate in the synthesis of azo dyes, which are important in textile and printing industries due to their vibrant colors and stability.

Another notable application of 4-(4-nitrophenyl)morpholine is in organic synthesis as a reagent or catalyst. The compound's ability to participate in nucleophilic substitution reactions makes it a valuable tool for introducing the 4-nitrophenyl group into other organic molecules. This functional group can then be further modified, making 4-(4-nitrophenyl)morpholine a versatile intermediate in the synthesis of more complex organic compounds.

Moreover, 4-(4-nitrophenyl)morpholine has been investigated for its potential environmental applications. Due to its nitro functionality, the compound can be used in the study of environmental pollutants, particularly in understanding the behavior and degradation of nitroaromatic compounds in the environment. Research in this area aims to develop methods for the detection and remediation of such pollutants, with 4-(4-nitrophenyl)morpholine serving as a model compound in these studies.

In summary, 4-(4-nitrophenyl)morpholine is a compound with diverse applications in pharmaceuticals, materials science, organic synthesis, and environmental chemistry. Its discovery has paved the way for the development of a wide range of compounds and materials, demonstrating the importance of morpholine derivatives in modern chemical research.
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