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- -Hydroxyketones and -hydroxyaldehydes are also oxidized by treatment with periodic acid. It is not the -hydroxyketone or aldehyde, however, that undergoes reaction with periodic acid, but the hydrate formed by addition of water to the carbonyl group of the -hydroxyketone or aldehyde. Write a mechanism for the oxidation of this -hydroxyaldehyde by HIO4.Treatment of 1-aminoadamantane, C10H17N, with methyl 2,4-dibromobutanoate in the presence of a nonnucleophilic base, R3N, involves two successive SN2 reactions and gives compound A. Propose a structural formula for compound A.The following scheme shows the retrosynthetic analysis of 1-isopentylaziridine to form series of intermediates via Functional Group Inversion (FGI). Choose the correct reagents of N-S for the respective conversion
- draw out the reactions for synthesis of 2,6 dinitroaniline. show the necessary reagents used in the reaction.?(a) Arrange the following compounds in an increasing order of their indicated property :(i) Benzoic acid, 4-Nitrobenzoic acid, 3,4-Dinitrobenzoic acid, 4-Methoxybenzoic acid (acid strength)(ii) CH3CH2CH (Br) COOH, CH3CH (Br) CH2COOH,(CH3)2CHCOOH, CH3CH2CH2COOH (acid strength)(b) How would you bring about the following conversions :(i) Propanone to Propene (ii) Benzoic acid to Benzaldehyde(iii) Bromobenzene to 1-phenylethanolA chemist was charged with the task of making amino alcohol 2. This chemist decided to attempt a Grignard reaction between two equivalents of phenylmagnesium bromide and amino ester 1. To this end, two equivalents of the Grignard reagent were added to a flask containing a stirred THF solution of ester 1 at -78 °C. Upon acidic aqueous work-up of the reaction mixture, the desired alcohol 2 was not isolated, even though one equivalent of methanol was produced and all the starting materials were consumed. Instead, two products with the molecular formulae of C6H6 and C7H13NO were obtained in a 2:1 ratio, respectively. Identify the structures of these two products and describe, mechanistically, how they were formed.
- D. N. Kursanov, a Russian chemist, proved that the bond that is broken in the hydroxide-ion-promoted hydrolysis of an ester is the acyl C-O bond, rather than the alkyl C - O bond, by studying the hydrolysis of the following ester under basic conditions: a.What products contained the 18O label? b. What product would have contained the 18O label if the alkyl C - O bond had broken?Rank the following compounds in order of increasing basicity: I. p-nitroaniline III. N-methylaniline II. p-aminobenzaldehyde IV. p-methylaniline4. What problem(s) might occur if we make the following changes to the work-up procedure of our Ionone synthesis? a) Omit the washing with water before washing with saturated sodium bicarbonate. b) Omit the washing with brine.
- Give reagents necessary and show isolated intermediates for the synthesis below.Esters with only one α hydrogen generally give poor yields in the Claisen condensation. Q: Propose a mechanism for the Claisen condensation of ethyl isobutyrate.Reaction of p-nitroaniline with sodium nitrite and hydrochloric acid at 0°C, followed by treatment with N,N-diethylaniline.