(a)
Interpretation:
The structure of the product obtained on reaction of acetyl chloride with anisole (methoxybenzene) in presence of
Concept introduction:
The reaction between acyl chloride with benzene in presence of
(b)
Interpretation:
The structure of the product obtained on reaction of
Concept introduction:
The reaction between ethylbenzene and chloromethane in presence of
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EBK ORGANIC CHEMISTRY
- (a) Give a brief account of any three of the following reaction types. Refer to the aim of each reaction type, the reagents typically used and a representative example of each chosen type. (i) (iii) (iv) Hantzsch synthesis Malonic ester synthesis Michael Reaction Paal-Knorr synthesisarrow_forward(a) Which is the correct structure of the alkyl halide substrate? (b) Which is the correct structure of the nucleophile?arrow_forward(a) What reagents would be used for the conversion of alkene A into the target? (b) What reaction is involved in the conversion of alcohol B into alkene A? Suggest a reagent that might affect this transformation. (c) Give a retrosynthetic analysis showing the disconnection of B, the synthons produced that lead to the synthetic equivalents given (draw their structures).arrow_forward
- (b) A student wanted to synthesize methyl tert-butyl ether. He attempted the synthesis by adding sodium methoxide to tert-butyl chloride, but he obtained none of the desired product (1) (ii) Use an equation to show the product formed in this reaction Propose a suitable William ether synthetic route for methyl tert-butyl ether tach l.arrow_forward(b) Provide a stepwise mechanism for the bromination of nitrobenzene.arrow_forward3. Obtain acetophenone and acetaldehyde by reaction of glycols with periodic acid. Justify your answer with the reaction mechanism.arrow_forward
- Write structural formulas for the cyclohexadienyl cations formed from aniline (C6H5NH2) during(a) Ortho bromination (four resonance structures)(b) Meta bromination (three resonance structures)(c) Para bromination (four resonance structures)arrow_forwardShow how you can synthesize the following compounds starting with benzene, toluene, and alcohols containing no morethan four carbon atoms as your organic starting materials. Assume that para is the major product (and separable fromortho) in ortho, para mixtures.(a) pentan-1-amine (b) N-methylbutan-1-aminearrow_forward4. (A) A medicinal chemist wished to make a series of aromatic molecules bearing a ketone and thioether group with ortho, meta, or para relationships. To achieve this, they propose using nucleophilic aromatic substitution treating the corresponding ortho, meta, and para aryl chlorides with sodium ethanethiolate (NaSEt). Predict which of these reactions will likely work and which will likely fail. Provide a mechanistic explanation why. SET O NasEt EtS glagol Glal ol heat EtS target molecules EtS (B) Would the analogous reactions using EtMgBr instead of NaSEt be more or less likely to work? Explain why or why not. لمسلم EtMgBrarrow_forward
- (a) Given and Scara were given a task of synthesising (2-methylprop-1- enyl)cyclohexane 2 (A potential TB drug). After a brief discussion with each other, Given proposed Method A to synthesise 2 from cyclohexanecarbaldehyde 1 while Scara proposed Method B that started from hydroxymethylcyclohexane 3. When designing a synthetic route for drug molecule, you have to make sure the synthetic process is as efficient as possible (e.g. few synthetic steps, mostly making one product and more). THF A Ph Ph Ph B 3 1. PCC 2. isopropyl magnesium vromide 3. H₂SO4 100 °C OH Method B is not preferred synthetic route due to the number of steps involve (3 steps vs 1 step for Method A). What else is making method A unfavorable synthetic method? Use curly arrows to explain this effect. (Ctrl) -arrow_forward(a) How will you obtain the following :(i) Benzaldehyde from Phenol (ii) Benzoic acid from Aniline(b) Give reasons :(i) Aldehydes are more reactive than ketones towards nucleophilic reagents.(ii) Electrophilic substitution in benzoic acid takes place at meta position.(iii) Carboxylic acids do not give the characteristic reactions of carbonyl group.arrow_forwardWhich of the following ethers can be formed in good yield by condensation of thecorresponding alcohols? For those that cannot be formed by condensation, suggest analternative method that will work.(a) dibutyl ether (b) ethyl n-propyl etherarrow_forward
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