L-Nitro-2-methylnaphthalene

Dinitro-2-Methylnaphthalener mp 131°. SI sol in ale AcOH. Prepn (together with 1,8-dinitro-2-methylnaphthalene) from l-nitro-2-methylnaphthalene by heating with coned nitric acetic acids on a w bath Refs 1) Beil 5, [466] 1635 2) V. 

A number of other authors have carried out the nitration of 2-methylnaphtha-lene, mainly as a step in the preparation of a new intermediate for dyes. Lesser, Glasser and Aczel [40] nitrated 2-methylnaphthalene in the presence of acetic acid and Vessely and Kapp [41] used nitric acid alone at low temperature (5-15°C). They obtained a 58% yield of l-nitro-2-methylnaphthalene and an oil which contained 4-Nitro-, 6-nitro- and 8-nitro-2-methylnaphthalenes. Vessely and his co-workers [42, 43] identified qualitatively most of the mononitro derivatives of 2-methylnaphthalene and their reduction products. 

OB to CO2 —85.04%, needles from glac AcOH, mp 262—63° (decomp). Sol in glac AcOH, acet, dioxane py si sol in benz, toluene, xylene amyl ale. Prepn from l-nitro-2-. methylnaphthalene by nitration using mixed acids of nitric (d 1.52g/cc), sulfuric (d 1.84 g/cc) oleum (20—25% SO3 free), and heating for one hour at 80° on a water bath. Two other isomers which do not decompose are prepd simultaneously viz, mp (I) 230° ... 

As long ago as 1884, Schulze [38] examined the process of nitration of 2-methylnaphthalene with nitric and sulphuric acids and reported l-nitro-2-methylnaph-... 

Gas-phase absorption spectra for 1- and 2-nitronaphthalene are not available to us at this writing, but as a reasonable surrogate we may use that observed for 1-nitro-2-methylnaphthalene in ethanol solution (Lang, 1961-1971). These data are shown in figure IX-L-15. The cross sections at wavelengths within the troposphere are summarized in table IX-L-8. 

When 2-methylnaphthalene is nitrated, three isomeric mononitro derivatives are obtained. Upon vigorous oxidation one of these yields 3-nitro-l,2,4-benzenetricarboxylic acid, and the other two both yield 3-nitrophthalic acid. Give the names and structures of the original three isomeric nitro compounds. 

X,XiTrinitr6-1-Methylnaphthalene, mp 180—81°, straw-yellow needles from CCI4. V si sol iri ale, appreciably sol in CCI4, chlf AcOH. Prepn from 4-nitro-l-methylnaphthalene by nitration with muted nitric-sulfuric acids Refs 1) Beil 5, (266) 2) R. Lesser A. 

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