A study of the hydrogen bonds between the nitro-group and the hydroxyl or amino-groups in substituted nitroparaffins

✍ Scribed by T. Urbański

• Publisher: Elsevier Science
• Year: 1959
• Tongue: French
• Weight: 64 KB
• Volume: 1
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)70292-9

✦ Synopsis

ultra-violet absorption epectra of many nitro paraffin derivatives containing hydroxyl and or amino groups, do not show a maximum (260-270 rnr) typical of the nitro group. This is attributed to the formation of six-membered chelate rings by internal hydrogen bonds between the nitro and hydroxyl or amino groups. The presence of such hydrogen bonds also produces a bathochromic effect, the maxima being shifted towards longer wavelengths (270-285 mp); but IWO hydroxyl groups or one secondary amino group are necessary to transform the normal maximum of the nitro group into a bend. This is considered as new evidence for the electrostatic nature of the hydrogen bond. Hydrogen bonds between nitro and hydroxyl or amino groups also produce a bathchromic effect; (270-285 mp). the corresponding maxima being shifted -towards longer waves