FORMATION OF A 1,3-DIPOLAR NITRO ADDITION PRODUCT FROM THE PHOTOCHEMICAL-REACTION OF 1,2-DIMETHYLNAPHTHALENE AND TETRANITROMETHANE

被引:12
作者
BUTTS, CP
CALVERT, JL
EBERSON, L
HARTSHORN, MP
ROBINSON, WT
机构
[1] UNIV CANTERBURY,DEPT CHEM,CHRISTCHURCH 1,NEW ZEALAND
[2] LUND UNIV,CTR CHEM,S-22100 LUND,SWEDEN
关键词
D O I
10.1039/c39930001513
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The photochemical reaction between tetranitromethane and 1,2-dimethylnaphthalene gives, among other adducts, a product of internal 1,3-dipolar cycloaddition of a nitro group from the trinitromethyl group across the 1,2-double bond of the primary adduct, 1,2-dimethyl-r-3-nitro-4-trinitromethyl-3,4-dihydronaphthalene.
引用
收藏
页码:1513 / 1514
页数:2
相关论文
共 23 条
[1]   CRYSTAL-STRUCTURE OF METHYL 1,1,7,9-TETRANITRO-2,5-EPOXY-1,2,4,5-TETRAHYDRO-3,2-BENZOXAZEPINE-4-CARBOXYLATE, A PRODUCT OF NITRATION OF 2-METHOXY-1-NITRONAPHTHALENE [J].
BALCZEWSKI, P ;
BEDDOES, RL ;
JOULE, JA .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1991, (08) :559-561
[2]  
BOUCHET P, 1973, TETRAHEDRON LETT, P891
[3]   LIGHT CATALYZED ORGANIC REACTIONS .4. THE OXIDATION OF OLEFINS WITH NITROBENZENE [J].
BUCHI, G ;
AYER, DE .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1956, 78 (03) :689-690
[4]  
CHARLTON JL, 1971, J AM CHEM SOC, V93, P2463
[5]   PHOTOCHEMICAL NITRATION BY TETRANITROMETHANE .3. ON THE ANOMALOUS NITRATION AND OXIDATIVE SUBSTITUTION OF DIBENZOFURAN AND A NOVEL TEST OF THE SHAIK-PROSS MODEL OF RADICAL CATION REACTIVITY [J].
EBERSON, L ;
HARTSHORN, MP ;
RADNER, F ;
MERCHAN, M ;
ROOS, BO .
ACTA CHEMICA SCANDINAVICA, 1993, 47 (02) :176-183
[6]   PHOTOCHEMICAL NITRATION BY TETRANITROMETHANE .11. ISOLATION AND X-RAY STRUCTURAL-ANALYSIS OF AN ANOMALOUS CIS-1-NITRO 2-TRINITROMETHYL ADDUCT FROM 1,4,5,8-TETRAMETHYLNAPHTHALENE [J].
EBERSON, L ;
CALVERT, JL ;
HARTSHORN, MP ;
ROBINSON, WT .
ACTA CHEMICA SCANDINAVICA, 1993, 47 (10) :1025-1034
[7]   PHOTOCHEMICAL NITRATION BY TETRANITROMETHANE .6. PREDOMINANT NITRO TRINITROMETHYL ADDITION TO NAPHTHALENE IN DICHLOROMETHANE AND ACETONITRILE [J].
EBERSON, L ;
HARTSHORN, MP ;
RADNER, F .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1992, (10) :1793-1798
[8]   PHOTOCHEMICAL NITRATION BY TETRANITROMETHANE .7. MODE OF FORMATION OF THE NITRO SUBSTITUTION PRODUCTS FROM 1,4-DIMETHYLNAPHTHALENE IN DICHLOROMETHANE AND ACETONITRILE [J].
EBERSON, L ;
HARTSHORN, MP ;
RADNER, F .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1992, (10) :1799-1806
[9]   PHOTOCHEMICAL NITRATION BY TETRANITROMETHANE .8. ISOLATION, X-RAY STRUCTURAL-ANALYSIS AND CHEMICAL-PROPERTIES OF A VICINAL NITRO TRINITROMETHYL ADDUCT FROM FLUORANTHENE [J].
EBERSON, L ;
HARTSHORN, MP ;
RADNER, F ;
ROBINSON, WT .
ACTA CHEMICA SCANDINAVICA, 1993, 47 (04) :410-415
[10]   PHOTOCHEMICAL NITRATION BY TETRANITROMETHANE .10. A POSSIBLE ADDITION-ELIMINATION PATHWAY TO TRINITROMETHYLAROMATIC COMPOUNDS [J].
EBERSON, L ;
HARTSHORN, MP ;
SVENSSON, JO .
ACTA CHEMICA SCANDINAVICA, 1993, 47 (09) :925-934