NMR DEMONSTRATION OF REARRANGEMENT OF 15N-LABELLED P-ANISOLEDIAZONIUM ION

被引:20
作者
LEWIS, ES
KOTCHER, PG
机构
[1] Department of Chemistry, Rice University, Houston
关键词
D O I
10.1016/S0040-4020(01)83027-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The conversion of p-CH3OC6H4N2+ to the hydrazine and then to the benzaldehyde hydrazone gave a stable substance in which the proton NMR could be used to locate a 15N label. In contrast to an earlier study on benzenediazonium ion by a similar method, this analysis showed that the α-15N label in the diazonium salt migrates during hydrolysis to the β position to about the extent indicated by a degradative method. © 1969.
引用
收藏
页码:4873 / &
相关论文
共 11 条
[1]   NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY .3. STRUCTURE OF PHENYLDIAZONIUM ION FROM 15N-H COUPLING STUDY [J].
BOSE, AK ;
KUGAJEVS.I .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1966, 88 (10) :2325-&
[2]  
BOVEY FA, 1969, NUCL MAGN RESON, P239
[3]   NITROGEN ISOTOPE EFFECTS IN DECOMPOSITION OF DIAZONIUM SALTS [J].
BROWN, LL ;
DRURY, JS .
JOURNAL OF CHEMICAL PHYSICS, 1965, 43 (05) :1688-&
[4]   REAKTIONEN MIT N-15 .12. MECHANISMUS DER PHENYLAZIDBILDUNG BEI DER DIAZOREAKTION [J].
CLUSIUS, K ;
HURZELER, H .
HELVETICA CHIMICA ACTA, 1954, 37 (03) :798-804
[5]   PENTAZOLE .1. DIE LOSUNG EINES KLASSISCHEN PROBLEMS DER ORGANISCHEN STICKSTOFFCHEMIE [J].
HUISGEN, R ;
UGI, I .
CHEMISCHE BERICHTE-RECUEIL, 1957, 90 (12) :2914-2927
[6]   A TRACER DEMONSTRATION OF A REVERSIBLE STEP IN DIAZONIUM SALT DECOMPOSITION [J].
INSOLE, JM ;
LEWIS, ES .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1963, 85 (01) :122-&
[7]   REACTIONS OF DIAZONIUM SALTS WITH NUCLEOPHILES .X. TRACER DEMONSTRATION OF REVERSIBLE STEP IN DIAZONIUM ION HYDROLYSIS [J].
LEWIS, ES ;
INSOLE, JM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1964, 86 (01) :32-&
[8]   REARRANGEMENT OF ISOTOPICALLY LABELED DIAZONIUM SALTS [J].
LEWIS, ES ;
HOLLIDAY, RE .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1969, 91 (02) :426-&
[9]   REARRANGEMENT OF ISOTOPICALLY LABELED DIAZONIUM SALTS [J].
LEWIS, ES ;
HOLLIDAY, RE .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1966, 88 (21) :5043-&
[10]  
MCPHERSON W, 1915, J AM SOC, V37, P908