A problem in optical isomerism . s are not given by irriedlander or hirschV Heuslerstates that he obtained a considerably better yield of the ortho-form. His method did not involve the use of an excess of anilineand his total yield of amidodiphenyls was only about &fc as com-pared with bQF/o by Hirsch. The poor yield of o-amidodiphenyl causedthe abandonment of the method at IMS point. 3-iittig,0stermayer,A. 166,374.~R. Eichter, 2 28,305.^Kaiser, A. 257,, Guratolo, G. 25 1,,B. 251, 19756Hensler, A. 260,235. 15- Graebe and Ratenau1 mention the difficulty ox obtainingo-am
A problem in optical isomerism . s are not given by irriedlander or hirschV Heuslerstates that he obtained a considerably better yield of the ortho-form. His method did not involve the use of an excess of anilineand his total yield of amidodiphenyls was only about &fc as com-pared with bQF/o by Hirsch. The poor yield of o-amidodiphenyl causedthe abandonment of the method at IMS point. 3-iittig,0stermayer,A. 166,374.~R. Eichter, 2 28,305.^Kaiser, A. 257,, Guratolo, G. 25 1,,B. 251, 19756Hensler, A. 260,235. 15- Graebe and Ratenau1 mention the difficulty ox obtainingo-amidodiphenyl by Hirschs method because the principle productis the para-amine. They prepared o-diphenyl carboxylic acid byfusing fluorenone with KOH. Their fluorenone was prepared bythe action of MagO^O? and glacial acetic acid on fluorene^. As a considerable supply of purified phenanthraquinone was on hand, the ketone was prepared through the stage of diphenyl 2 eneglycollic acid. Forty grams of phenanthraquinone were heated. for some time with a dilute solution of 50 grams of KaOE. The so-lution was diluted with water, filtered, and the diphenyleneglycollicacid precipitated by the addition of dilute HG1. The acid wasfiltered off and washed. It was oxidised to fluorenone by boilingwith chromic acid mixture (250 water, yO concentratedsulphuric acid and 100 grams of potassium dichromate). On filtra-tion washing and drying on a plate 25 grams of greenish fluorenonewere obtained. This product was not purified, but was used di-rectly to make o-diphenyl carboxylic acid. This is the series ofsteps in the preparation of o-diphenyl carboxylic acid: 1 Graebe and 279,25V. n2Laeyer, B. 10,125; ^riedlander B. 10,534; Auschutz and Japp,E. 11,211.
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