PHOTOLYSIS OF FORMAMIDES AND ACETAMIDES STUDIED BY ELECTRON SPIN RESONANCE

被引:38
作者
BOSCO, SR
CIRILLO, A
TIMMONS, RB
机构
[1] Chemistry Department, Catholic University of America, Washington, D. C
关键词
D O I
10.1021/ja01040a006
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The primary free-radical producing step in the photolysis of formamide is shown to be the formation of H atoms and CONH2 radicals. Photolysis of acetamide produces CH3 and CONH2. Substitution of a methyl group on the nitrogen atom in these compounds does not change the primary step in that C-H and C-C bond scission is observed for N-methylformamide and N-methylacetamide, respectively. The free radicals produced at –196° were identified from their esr absorption spectra. The use of deuterium-labeled samples and generation of free radicals by OH radical attack on the parent molecules were used to help identify the free radicals produced in the photochemical decompositions. © 1969, American Chemical Society. All rights reserved.
引用
收藏
页码:3140 / &
相关论文
共 11 条
[1]   EST SPECTRUM AND STRUCTURE OF FORMYL RADICAL [J].
ADRIAN, FJ ;
COCHRAN, EL ;
BOWERS, VA .
JOURNAL OF CHEMICAL PHYSICS, 1962, 36 (06) :1661-&
[2]   ELECTRON PARAMAGNETIC RESONANCE STUDY OF PHOTOLYSIS OF NITROMETHANE METHYL NITRITE + TETRANITROMETHANE AT 77DEGREES K [J].
BIELSKI, BHJ ;
TIMMONS, RB .
JOURNAL OF PHYSICAL CHEMISTRY, 1964, 68 (02) :347-&
[3]   PHOTOCHEMICAL STUDIES OF SOME ORGANIC NITROGEN DERIVATIVES [J].
BOOTH, GH ;
NORRISH, RGW .
JOURNAL OF THE CHEMICAL SOCIETY, 1952, (JAN) :188-198
[4]   PHOTOCHEMICAL FORMATION OF FREE RADICALS FROM ALIPHATIC AMINES AS STUDIES BY ELECTRON SPIN RESONANCE [J].
HADLEY, SG ;
VOLMAN, DH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1967, 89 (05) :1053-&
[5]   PARAMAGNETIC RESONANCE STUDY OF LIQUIDS DURING PHOTOLYSIS .V. ACID AMIDES AND AN IMIDE [J].
LIVINGST.R ;
ZELDES, H .
JOURNAL OF CHEMICAL PHYSICS, 1967, 47 (10) :4173-&
[6]   ELECTRON PARAMAGNETIC RESONANCE SPECTRUM OF ACETYL RADICAL [J].
MORTON, JR ;
FALCONER, WE .
NATURE, 1963, 197 (487) :1103-&
[7]   ANALYSIS OF THE PROTON NUCLEAR MAGNETIC RESONANCE SPECTRUM OF FORMAIDE BY THE DOUBLE RESONANCE TECHNIQUE [J].
PIETTE, LH ;
RAY, JD ;
OGG, RA .
JOURNAL OF MOLECULAR SPECTROSCOPY, 1958, 2 (01) :66-72
[8]   THE MECHANISM OF THE PHOTOLYSIS OF ACETAMIDE [J].
SPALL, BC ;
STEACIE, EWR .
PROCEEDINGS OF THE ROYAL SOCIETY OF LONDON SERIES A-MATHEMATICAL AND PHYSICAL SCIENCES, 1957, 239 (1216) :1-15
[9]   AN ELECTRON SPIN RESONANCE STUDY OF RELATIVE STABILITIES OF FREE RADICALS TRAPPED IN IRRADIATED METHANOL AT 77DEGREES K [J].
SULLIVAN, PJ ;
KOSKI, WS .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1963, 85 (04) :384-&
[10]   The photochemistry of acetamide in water solution [J].
Volman, DH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1941, 63 :2000-2002