Reactions of 3-phenyloxetane and 7-oxabicyclo[2.2.1]heptane with dinitrogen pentoxide in dichloromethane

被引：3

作者：

Dormer, JC ^{[1
]}

Hylands, KA ^{[1
]}

Moodie, RB ^{[1
]}

机构：

[1] Univ Exeter, Dept Chem, Exeter EX4 4QD, Devon, England

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 | 1998年 / 02期

关键词：

D O I：

10.1039/a707260k

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

3-Phenyloxetane reacts initially almost entirely by ortho and para aromatic nitration, This is followed by oxetane ring-opening to give the corresponding 2-arylpropane-1,3-diol dinitrates. The oxetane ring-opening reactions, and the reaction of 7-oxabicyclo[2.2.1]heptane to give exclusively trans-cyclohexane-1,4-diol dinitrate, are approximately second order in dinitrogen pentoxide and have highly negative entropies of activation.

引用

页码：243 / 246

页数：4

共 16 条

[11]

*MICR SCI SOFTW, SCI PACK

[12] NEW SYNTHESIS ROUTES FOR ENERGETIC MATERIALS USING DINITROGEN PENTOXIDE [J].

MILLAR, RW ;

COLCLOUGH, ME ;

GOLDING, P ;

HONEY, PJ ;

PAUL, NC ;

SANDERSON, AJ ;

STEWART, MJ ;

VOLK, F ;

THOMSON, BJ .

PHILOSOPHICAL TRANSACTIONS OF THE ROYAL SOCIETY OF LONDON SERIES A-MATHEMATICAL PHYSICAL AND ENGINEERING SCIENCES, 1992, 339 (1654) :305-319

[13]

Moelwyn-Hughes E.A., 1971, CHEM STATICS KINETIC

[14] POLARITY EFFECTS IN SOLVOLYSIS OF CYCLOHEXANE DERIVATIVES . IMPORTANCE OF FIELD EFFECTS IN DETERMINING RELATIVE REACTIVITIES [J].

NOYCE, DS ;

BASTIAN, BN ;

LAU, PTS ;

MONSON, RS ;

WEINSTEI.B .

JOURNAL OF ORGANIC CHEMISTRY, 1969, 34 (05) :1247-&

[15]

SIK V, 1979, THESIS U EXETER

[16]

SUSUKI H, 1943, J CHEM SOC CHEM COMM

← 1 2 →