Hydrofluoric Acid as a Condensing Agent. I

Abstract

Disemicarbazone of Chlorogenone.-A mixture of 500 mg. of chlorogenone, 1 g. of semicarbazide hydrochloride, 1.2 g. of sodium acetate, 5 cc. of 95% ethanol and 5 cc. of water was refluxed on the steam-bath for one hour. The solution was then cooled and the white solid collected and crystallized from ethanol to give a product which darkened at 250°but did not melt at 290°.

Properties of Alkylbenzenes.

“…About 112 alkylbenzenes now described in the literature are not included in that list. Moreover, for 58 Many of the published observations, sometimes the only one on a certain hydrocarbon, are "casual observations", that is, made on impure material, or material of uncertain structure, or, in the case of boiling points, without stem correction or barometer reading. This does not mean careless wrork, since the investigator was not determining physical properties, and the hydrocarbon may have been an incidental by-product in which he had little interest.…”

Synthesis of Perinaphthenones via BF3.Et2O Mediated One‐Pot Cascade 4,5‐Annulation Reactions of 1‐Naphthols and Ynones

“…However, FeCl 3 provided the product in 21%. Other acid reagents gave only C 4 -arylated product (3 aj) and in cases trace of the desired product was obtained ( Table 1, entries [4][5][6][7][8]. Notably, the reaction in the presence of CSA produced exclusively C 4 -arylated product of α-naphthol (3 aj).…”

“…[7] To our knowledge, C 4 -C 5 annulations on α-naphthol are very scarce. [8] Perinaphthenones (also called phenalenones) and their derivatives are secondary metabolites as well as key structural motifs in many natural products. [9] The biosynthesis of these novel perinaphthenones and related compounds formed from phenylpropanoids via diarylheptanoids has been reported in the plant families such as Haemodoraceae, Pontederiaceae, Strelitziaceae, and Musaceae.…”

The Chemistry of the Diaryl Ethers.

“…Diphenyl ether is obtained among other products from the destructive distillation of calcium phenyl salicylate (136). It is formed in good yield (40)(41)(42)(43)(44)(45)(46)(47)(48)(49)(50) per cent) when a mixture of sodium benzenesulfonate and potassium phenoxide is distilled (204).…”

“…Aliphatic 1, l-dihalides condense with diphenyl ether under similar conditions to give bis (phenoxyphenylalkyl)diphenyl ethers (51). A di(.i-hexyl) diphenyl ether has been obtained by the alkylation of diphenyl ether with 3-hexene and hydrofluoric acid (45). Methyldiphenyl ethers frequently serve for the preparation of acids into which they can be converted by oxidation.…”