The Purification and Identification of 1-Methylnaphthalene

Soffer, Milton D.; Stewart, Roberta A.

doi:10.1021/ja01122a518

Cited by 2 publications

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“…12 2-Propanol nitrate and cyclohexanol nitrate were prepared via acetyl nitrate as described by Soffer, Parotta and DiDomenico. 13 Tertiary nitrates were made by metathesis or direct esterification. 14 The thermal decompositions were performed using 10wt% solutions of the nitrate esters sealed in glass capillary tubes.…”

Section: Methodsmentioning

confidence: 99%

Thermal decomposition of nitrate esters

Hiskey¹,

Brower²,

Oxley³

1991

J. Phys. Chem.

106

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Rates of thermal decomposition and solvent rate effects have been measured for a series of nitrate esters. The alkoxy radicals formed by homolysis together with some of their further degradation products have been stabilized by hydrogen donation. Internal and external return of nitrogen dioxide has been demonstrated by solvent cage effects and isotope exchange. Radicalstabilizing substituents favor β-scission. Dinitrates in a 1,5 relationship behave as isolated mononitrates. Dinitrates in a 1,3 or 1,4 relationship exhibit intramolecular reactions. Tertiary nitrate esters in diethyl ether undergo elimination rather than homolysis. IntroductionThe esters of nitric acid have long been used as explosives and propellants, and their thermal decomposition products and kinetics have been studied as a means to evaluate the thermal hazards of these compounds. The thermal decomposition of ethanolnitrate was examined by a number of researchers, and it was proposed that the first, and rate-determining, step was the reversible loss of NO2: [2][3][4][5] RCH2O-NO2 <--> RCH2O . + NO2

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Section: Methodsmentioning

confidence: 99%

Thermal decomposition of nitrate esters

Hiskey¹,

Brower²,

Oxley³

1991

J. Phys. Chem.

106

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“…(22) gave no depression. The 2-methylnaphthalene:TNF complex was a 1:2 complex as described earlier (38,39). The quantities of naphthalene, 1-methyl-and 2methylnaphthalene isolated from the CSC were minimal values since these PAHs were particularly prone to sublimation (naphthalene) or distillation (the methyl derivatives).…”

Section: Chromatography Of the Tnf:pah Complex Mixturementioning

confidence: 99%

The Composition of Cigarette Smoke. An Historical Perspective of Several Polycyclic Aromatic Hydrocarbons

Rodgman¹,

Cook²

2009

Beiträge Zur Tabakforschung International/Contributions to Tobacco Research

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Because of the significant advancements in fractionation, analytical, and characterization technologies since the early 1960s, hundreds of components of complex mixtures have been accurately characterized without the necessity of actually isolating the individual component. This has been particularly true in the case of the complex mixtures tobacco and tobacco smoke. Herein, an historical account of a mid-1950 situation concerning polycyclic aromatic hydrocarbons (PAHs) in cigarette smoke is presented. While the number of PAHs identified in tobacco smoke has escalated from the initial PAH, azulene, identified in 1947 to almost 100 PAHs identified by late 1963 to more than 500 PAHs identified by the late 1970s, the number of PAHs isolated individually and characterized by several of the so-called classical chemical means (melting point, mixture melting point, derivative preparation and properties) in the mid-1950s and since is relatively few, 14 in all. They were among 44 PAHs identified in cigarette mainstream smoke and included the following PAHs ranging from bicyclic to pentacyclic: Acenaphthylene, 1,2-dihydroacenaphthylene, anthracene, benz[a]anthracene, benzo[a]pyrene, chrysene, dibenz[a, h]anthracene, fluoranthene, 9H-fluorene, naphthalene, 1-methylnaphthalene, 2-methylnaphthalene, phenanthrene, and pyrene. One of them, benzo[a]pyrene, was similarly characterized in another study in 1959 by Hoffmann.

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The Purification and Identification of 1-Methylnaphthalene

Cited by 2 publications

References 0 publications

Thermal decomposition of nitrate esters

Thermal decomposition of nitrate esters

The Composition of Cigarette Smoke. An Historical Perspective of Several Polycyclic Aromatic Hydrocarbons

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