ORGANIC CHEMISTRY-PACKAGE >CUSTOM<
10th Edition
ISBN: 9781260028355
Author: Carey
Publisher: MCG CUSTOM
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Chapter 23, Problem 21P
Interpretation Introduction
Interpretation: The compounds A and B are to be identified in the given reaction.
Concept introduction:
Phenols contain hydroxyl
Phenols undergo electrophilic aromatic substitution reaction due to the presence of the hydroxyl group that activates itself towards electrophilic substitution. The hydroxyl group causes the resonance effect due to which the ortho and para positions of phenol ring become electron rich.
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Reaction of p-nitroaniline with sodium nitrite and hydrochloric acid at 0 °C, followed by treatment with N,N-diethylaniline.
Compound EE, C5H10O gives a positive result (formation of silver mirror) when reacted with Tollen’s reagent. Reduction of EE with sodiumborohydride, NaBH4 followed by acidified water, H3O+ produces compound FF. Dehydration of compound FF uses concentrated sulphuric acid, H2SO4 at a temperature of 180°C produces compound GG. Compound FF also reacts with hot acidified potassium dichromate, K2Cr2O7 to produce 2-methylbutanoic acid, C4H9COOH. Esterification between 2-methylbutanoic acid and methanol, CH3OH produces compound HH.
Draw the structural formula of compounds EE, FF, GG, and HH.
Compound EE, C4H8O shows a positive result (formation of yellow precipitate)
when reacted with lodoform reagent. Reduction of compound EE with sodium
boron hydride, NABH4 followed by acidified water, H3O* produces an alcohol FF.
Compound FF is treated with phosporus pentachloride, PCI5 to form compound
GG. Prolong heating of compound EE with concentrated solution of acidified
potassium permanganate, KMNO4 will form compound HH and II.
Sebatian EE, C4H8O menunjukkan keputusan positif (pembentukkan mendakan
kuning) apabila bertindak balas dengan reagen lodoform. Penurunan sebatian EE
dengan natrium boron hidrida, NaBH4 diikuti dengan air berasid, H30*
menghasilkan satu alkohol FF. Sebatian FF telah dirawat dengan fosforus
pentaklorida, PCI5 untuk membentuk sebatian GG. Pemanasan yang berterusan
bagi sebatian EE dengan larutan pekat kalium permanganat, KMNO4 berasid
akan membentuk sebatian HH dan II.
Draw the structural formula of EE, FF, GG, HH and II.
Lukiskan formula struktur bagi EE,…
Chapter 23 Solutions
ORGANIC CHEMISTRY-PACKAGE >CUSTOM<
Ch. 23.1 - Prob. 1PCh. 23.3 - Problem 23.2 One of the hydroxybenzoic acids is...Ch. 23.4 - Prob. 3PCh. 23.5 - Prob. 4PCh. 23.6 - Problem 23.5 The compound shown was required for...Ch. 23.8 - Prob. 6PCh. 23.8 - Prob. 7PCh. 23.9 - Prob. 8PCh. 23.9 - Prob. 9PCh. 23.10 - Prob. 10P
Ch. 23.12 - Prob. 11PCh. 23 - The IUPAC rules permit the use of common names for...Ch. 23 - Prob. 13PCh. 23 - Prob. 14PCh. 23 - Prob. 15PCh. 23 - Prob. 16PCh. 23 - Prob. 17PCh. 23 - Prob. 18PCh. 23 - Prob. 19PCh. 23 - Prob. 20PCh. 23 - Prob. 21PCh. 23 - Prob. 22PCh. 23 - Prob. 23PCh. 23 - Prob. 24PCh. 23 - Prob. 25PCh. 23 - Prob. 26PCh. 23 - Choose the reaction in each of the following pairs...Ch. 23 - Pentafluorophenol is readily prepared by heating...Ch. 23 - Prob. 29PCh. 23 - Treatment of p-hydroxybenzoic acid with aqueous...Ch. 23 - Prob. 31PCh. 23 - Prob. 32PCh. 23 - Treatment of 2,4,6-tri-tert-butylphenol with...Ch. 23 - Prob. 34PCh. 23 - Prob. 35PCh. 23 - Prob. 36DSPCh. 23 - Prob. 37DSPCh. 23 - Prob. 38DSPCh. 23 - Prob. 39DSP
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