2019
DOI: 10.1107/s2414314619015852
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1-Nitro-4-(1-propyn-1-yl)benzene

Abstract: The title compound, C9H7NO2, was prepared by alkynylation of 4-iodonitrobenzene with 1,3-dilithiopropyne in the presence of 1 equivalent of CuI and catalytic amounts of Pd(PPh3)2Cl2. The complete molecule is generated by crystallographic twofold symmetry with the C—N and C—C[triple-bond]C—C units lying on the rotation axis. No directional interactions beyond normal van der Waals contacts could be identified in the packing.

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“…We elucidated the crystal structure for 1-nitro-4-(propyn-1yl)benzene (16). 45 Particularly relevant was the synthesis of the biologically active N-[3-(propyn-1-yl)phenyl]benzenesulfonamide (18) in 97% yield from iodide 17 (Table 2, entry 4). In addition to elucidating its crystal structure, 46 we tested the antibacterial activity of sulfonamide 18 against Staphylococcus aureus and Escherichia coli, and obtained minimum inhibitory concentrations (MIC) of 12.5 g/mL and 25.0 g/mL, respectively.…”
Section: Paper Syn Thesismentioning
confidence: 99%
“…We elucidated the crystal structure for 1-nitro-4-(propyn-1yl)benzene (16). 45 Particularly relevant was the synthesis of the biologically active N-[3-(propyn-1-yl)phenyl]benzenesulfonamide (18) in 97% yield from iodide 17 (Table 2, entry 4). In addition to elucidating its crystal structure, 46 we tested the antibacterial activity of sulfonamide 18 against Staphylococcus aureus and Escherichia coli, and obtained minimum inhibitory concentrations (MIC) of 12.5 g/mL and 25.0 g/mL, respectively.…”
Section: Paper Syn Thesismentioning
confidence: 99%