NITRATION BY OXIDES OF NITROGEN .6. PREPARATION OF DINITRATES AND POLYNITRATES BY RING-OPENING NITRATION OF EPOXIDES BY DINITROGEN PENTOXIDE (N2O5)

被引：10

作者：

GOLDING, P ^{[1
]}

MILLAR, RW ^{[1
]}

PAUL, NC ^{[1
]}

RICHARDS, DH ^{[1
]}

机构：

[1] DEF RES AGCY,FT HALSTEAD,SEVENOAKS TN14 7BP,KENT,ENGLAND

来源：

TETRAHEDRON | 1993年 / 49卷 / 32期

关键词：

D O I：

10.1016/S0040-4020(01)87978-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Eighteen epoxides of various kinds were reacted with N2O5 in chlorinated hydrocarbon solvents (principally CH2Cl2) to give vicinal nitrate ester products by a novel ring-opening nitration reaction. The procedure offers easier temperature control and simpler isolation procedures compared with conventional mixed acid nitration; it also enables selective nitration reactions to be carried out on polyfunctional substrates. The scope and limitations of the reaction, as well as those of an alternative route utilising N2O4 with in situ oxidation of an intermediate nitrite-nitrate, are discussed.

引用

页码：7037 / 7050

页数：14

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