ChemInform Abstract: Efficient and Facile Method for the Nitration of Aromatic Compounds by Nitric Acid in Micellar Media.

Sana, Sariah; Tasneem, Tasneem; Ali, M. M.; Rajanna, K. C.; Saiprakash, P. K.

doi:10.1002/chin.201002044

Cited by 1 publication

(2 citation statements)

References 1 publication

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Nitroarenes are a well-known compound with versatile applications from perfumes and pharmaceuticals to dyes and explosives [9][10][11]. They can be obtained by an electrophilic hydrogen substitution [12][13][14]. The reactivity of the aromatic compounds depends on the substituted groups.…”

Section: Introductionmentioning

confidence: 99%

“…In order to enhance the previously reported promising biological activities of himachalenes derivatives [6][7][8], herein, we report the syntheses and the structural Nitroarenes are a well-known compound with versatile applications from perfumes and pharmaceuticals to dyes and explosives [9][10][11]. They can be obtained by an electrophilic hydrogen substitution [12][13][14]. The reactivity of the aromatic compounds depends on the substituted groups.…”

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Synthesis of Novel Nitro-Halogenated Aryl-Himachalene Sesquiterpenes from Atlas Cedar Oil Components: Characterization, DFT Studies, and Molecular Docking Analysis against Various Isolated Smooth Muscles

Edder,

Louchachha,

Faris

et al. 2024

Molecules

View full text Add to dashboard Cite

We report the synthesis of two novel halogenated nitro-arylhimachalene derivatives: 2-bromo-3,5,5,9-tetramethyl-1-nitro-6,7,8,9-tetrahydro-5H-benzo[7]annulene (bromo-nitro-arylhimachalene) and 2-chloro-3,5,5,9-tetramethyl-1,4-dinitro-6,7,8,9-tetrahydro-5H-benzo[7]annulene (chloro-dinitro-arylhimachalene). These compounds were derived from arylhimachalene, an important sesquiterpene component of Atlas cedar essential oil, via a two-step halogenation and nitration process. Characterization was performed using 1H and 13C NMR spectrometry, complemented by X-ray structural analysis. Quantum chemical calculations employing density functional theory (DFT) with the Becke3-Lee-Yang-parr (B3LYP) functional and a 6-31++G(d,p) basis set were conducted. The optimized geometries of the synthesized compounds were consistent with X-ray structure data. Frontier molecular orbitals and molecular electrostatic potential (MEP) profiles were identified and discussed. DFT reactivity indices provided insights into the compounds’ behaviors. Moreover, Hirshfeld surface and 2D fingerprint analyses revealed significant intermolecular interactions within the crystal structures, predominantly H–H and H–O contacts. Molecular docking studies demonstrate strong binding affinities of the synthesized compounds to the active site of protein 7B2W, suggesting potential therapeutic applications against various isolated smooth muscles and neurotransmitters.

show abstract