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(a)
Interpretation:
The curved arrow mechanism for the racemization process given in Eq 22.19 is to be shown.
Concept introduction:
Racemic mixture is the mixture of a compound which is optically inactive because half the molecules are the mirror image of other half. Racemization of a
(b)
Interpretation:
The curved arrow mechanism for the deuterium exchange given in Eq.22.18 is to be shown.
Concept Introduction:
The deuterium exchange reaction given involves keto-enol tautomerism. First the ketone gets converted into the enol form then again the enol takes deuterium from the solvent molecule and form the deuterated product.
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Chapter 22 Solutions
EBK ORGANIC CHEMISTRY
- Outline syntheses of each of the following from aniline and any necessary organic or inorganic reagents. (a) p-Nitroaniline (b) 2,4-Dinitroaniline (c) p-Aminoacetanilidearrow_forwardAccount for the following:(i) Aniline does not give Friedel-Crafts reaction.(ii) Ethylamine is soluble in water whereas aniline is not.(iii) pKb of methylamine is less than that of aniline.arrow_forward(A) Provide the major organic product for the reaction below (B) Would the product be optically active of optically in active?arrow_forward
- Answer BOTH parts of this question. (a) Briefly explain the origin of amine basicity. Using resonance structures explain why aniline is a weaker base than methylamine. (b) Draw the structure of compound X and provide a curly arrow mechanism for the reduction in Scheme 1. X 1. NaBH4 2. H₂O Scheme 1 OHarrow_forwardGive an example for each describe the following reactions (i) Hoffmann’s bromide reaction (ii) Gattermann reaction (in) A coupling reactionarrow_forward(a) Explain the mechanism of a nucleophilic attack on the carbonyl group of an aldehyde or a ketone.(b) An organic compound (A) (molecular formula CgH16Q2) was hydrolysed with dilute sulphuric acid to give a carboxylic acid (B) and an alcohol (C). Oxidation of (C) with chromic acid also produced (B). On dehydration (C) gives but-1-ene. Write the equations for the reactions involved.arrow_forward
- 3) Draw equations of the following reactions and and explain to which direction is the respective quillibrium shifted. a) cyclohexylamine + water b) aniline + sulphuric acid c) triethylamine + acetic acidarrow_forward(a) Which is the correct structure of the alkyl halide substrate? (b) Which is the correct structure of the nucleophile?arrow_forwardConsider the tetracyclic compound with rings labeled A–D. (a) Which ring is the most reactive in electrophilic aromatic substitution? (b) Which ring is the least reactive in electrophilic aromatic substitution?arrow_forward
- Answer ALL parts of this question. (a) Compound Z is a tertiary aromatic amine with the formula, C8H11N. Provide a chemical structure for compound Z. (b) Provide a reaction scheme for the preparation of nitrous acid. (c) Draw the structure of the product formed exclusively when nitrous acid reacts with Z. (d) Give a curly arrow mechanism for the preparation of the yellow azo-dye from the reaction of Z with benzenediazonium chloride.arrow_forward18.18 Provide a structural formula for the product from each of the following reactions. (a) (c) (e (1) LDA (2) CH,CH,I NaH CI (b) (d) O. (f Br, CH,CO,H Br, (excess), NaOHarrow_forward(a) Discuss the aromaticity of a six membered heterocyclic compound which is weak base in nature. (b) Discuss about the stability factors of the reaction intermediates, which involved in a name reaction "Wittig rearrangement".arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
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