Chlorination, acenaphthene

Chlorination, acenaphthene, 69 acetophenone, 71 acetyl-p-toluidine, 72 anthranilic acid, 8 p-chlorotoluene in side chain, 74 8-ethylisothiuronium sulfate, 142 2-methylnaphthalene, 79 succinimide, 86 with NaClOs and HC1, 72 with sulfuryl chloride, 8 Chloromethylation, ethylbenzene, 146 p-xylene, 129 thiophene, 80... 

Organic compounds, aromatic solvents (benzene, toluene, nitrobenzenes, and xylene), chlorinated aromatics (PCBs, chlorobenzenes, chloronaphthalene, endrin, and toxaphene), phenols and chlorophenols (cresol, resorcinol, and nitrophe-nols), polynuclear aromatics (acenaphthene, benzopyrenes, naphthalene, and biphenyl), pesticides and herbicides (DDT, aldrin, chlordane, BHCs, heptachlor, carbofuran, atrazine, simazine, alachlor, and aldicarb), chlorinated... 

The naphthalimide ring system has the drawback of low effectiveness, which is mainly attributable to the low molar extinction coefficient. The industrial synthesis of alkoxynaphthalimides begins with acenaphthene. Chlorination and subsequent oxidation with dichromate give the corresponding naphthalic acids [116], which are converted to the anhydrides on drying. Mild reaction with methyla-mine, followed by reaction with sodium methoxide or sodium ethoxide, gives, e.g., 64 or 65. 

Phenalenyl radical derivatives with other substituents in the periphery, such as alkoxy [12], hydroxyl, amino [13, 14], and N-S-N groups [15], have been prepared and studied. Among them, an interesting example was a perchlorophenalenyl radical 16 with aU a-positions and -positions substituted by chlorine atom. The molecule was firstly prepared by Haddon et al. in 1987 [16] and the X-ray crystal structure was obtained in 2001 [17]. The synthetic route is depicted in Scheme 2, chlorination of acenaphthene 11 affording a mixture of perchloroacenaphthene 12 and perchloroacenaphthylene 13, and conversion of 13 from 12 can be realized... 

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