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(a)
Interpretation:
The mechanism of Staudinger reaction for preparation of given compound is to be stated.
Concept Introduction:
Reaction of
(b)
Interpretation:
The mechanism for conversion of intermediate to probe labeled protein product is to be shown.
Concept Introduction:
Reaction of alkyl halide with sodium azide gives alkyl azide. The alkyl azide reacts with triphenyl phosphine to form phosphazide. Phosphazide undergoes rearrangement reaction to form iminophosphorane. In presence of water iminophosphorane hydrolysed to give triphenylphosphine oxide and a primary amine. This reaction is known as the Staudinger reaction.
(c)
Interpretation:
In absence of methyl ester
Concept Introduction:
Reaction of alkyl halide with sodium azide gives alkyl azide. The alkyl azide reacts with triphenyl phosphine to form phosphazide. Phosphazide undergoes rearrangement reaction to form iminophosphorane. In presence of water iminophosphorane hydrolysed to give triphenylphosphine oxide and a primary amine. This reaction is known as the Staudinger reaction.
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Chapter 23 Solutions
EBK ORGANIC CHEMISTRY
- Outline a synthesis of each of the following compounds from isopropyl alcohol. A compound prepared in one part can be used as a reactant in another. (Hint: which of the compounds shown can serve as a starting material to all others?)arrow_forward(a) Which is more reactive towards Electrophilic aromatic substitution (EAS)? (b) Which of the following is a a meta-substituted compound? (c) Which is the least reactive towards Electrophilic aromatic substitution (EAS)? (d) Which is an ortho-substituted compound?arrow_forwardthe following reaction scheme leads to the formation of compound C. give the structure of the final product C and of the intermediate products A and B and justify, using the mechanism, the formation of the product A. Give the serereochemistry of the final product obtainedarrow_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(a) Explain why an alkylamine is more basic than ammonia?(b) How would you convert(i) Aniline to nitrobenzene (ii) Aniline to iodobenzenearrow_forwardProvide the reagents and solvents (where appropriate) needed to bring about the following transformations. (a) CI (b)arrow_forward
- (a) Isoleucine has been prepared by the following sequence of reactions. Give the structure of compounds A through D isolated as intermediates in this synthesis.(b) An analogous procedure has been used to prepare phenylalanine. What alkyl halide would you choose as the starting material for this synthesis?arrow_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 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_forwardGive an example for each describe the following reactions (i) Hoffmann’s bromide reaction (ii) Gattermann reaction (in) A coupling reactionarrow_forwardthe following reaction scheme leads to the formation of compound B. give the structure of the final products and of the intermediate product A and justify, using the mechanism, the formation of thesearrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
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