Tetranitro derivatives of naphthalene

The isomer 5 was originally thought to be 1,2,5,8-tetranitronaphthalene (Will [17]). This was corrected by Dimroth and Ruck [18a]). 

Each of them forms fine sand-coloured crystals, dissolving with difficulty in organic solvents. Some of them (e.g. 1,3,5,8-) are readily soluble in acetone. Concentrated sulphuric and nitric acids are the best solvents for them. 

By the nitration of commercial dinitronaphthalene a product is obtained which consists of the 1,3,6,8-, 1,3,5,8- and 1,4,5,8-isomers. The existence of the a- isomer is not quite certain. It was reported by d Aguiar [14], who obtained it by the prolonged boiling of 1,5-dinitronaphthalene with nitric acid (sp. gr. 1.45). The exper-riments were repeated by Beilstein and Kuhlberg [15] with a mixture of nitric and sulphuric acids instead of the nitric acid alone. However, Will s investigations [17] 

Lautemann and d Aguiar [34], by boiling 1,8-dinitronaphthalene with nitric acid for 8 hr, obtained 1,3,6,8-tetranitronaphthalene. This result has been confirmed by Will. 

As Patart reports, naphthalene can be nitrated to tetranitronaphthalene with mixtures containing only a small quantity of water  

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Trinitro derivatives of naphthalene Chemical properties Structure of a- and -y-isomers a-Triniironaphihalcnc y-Trinitronaphihalcnc Tetranitro derivatives of naphthalene Structure of teiraniironaphthalcnes Thcrmochcmical properties of nitro naphihalencs Side reactions of the nitration of naphthalene Manufacture of nitro derivatives of naphthalene Nitration of naphthalene to mononitronapchalcnc German method Separation... 

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