(a)
Interpretation:
The distribution of oxygen-18 in the products obtained from hydrolysis of ethyl benzoate labeled in the ethoxy oxygen in aqueous sodium hydroxide has to be given.
Concept introduction:
Ester Hydrolysis: Ester hydrolysis can be caused by acid and base.
Saponification: Ester hydrolysis taking place in presence of base such as
Acid-catalyzed hydrolysis: In presence of strong acid such as
(b)
Interpretation:
The distribution of oxygen-18 in the products obtained from hydrolysis of ethyl benzoate labeled in the ethoxy oxygen in aqueous sodium hydroxide has to be given.
Concept introduction:
Ester Hydrolysis: Ester hydrolysis can be caused by acid and base.
Saponification: Ester hydrolysis taking place in presence of base such as
Acid-catalysed hydrolysis: In presence of strong acid such as
(c)
Interpretation:
The distribution of oxygen-18 in the products obtained from hydrolysis of ethyl benzoate labeled in the ethoxy oxygen in the reaction of tert-butyl ester in
Concept introduction:
Ester Hydrolysis: Ester hydrolysis can be caused by acid and base.
Saponification: Ester hydrolysis taking place in presence of base such as
Acid-catalysed hydrolysis: In presence of strong acid such as
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Chapter 18 Solutions
Organic Chemistry
- When phenyl 3,4-dimethylbenzoate undergoes electrophilic aromatic substitution, one ring reacts much more readily than the other. (a) Which one is it? Encircle the ring (b) Explain your answer. (c) Draw the resulting product/s when it undergoes bromination reaction. Product (c) (a) Explanation (b)arrow_forward(b) State the reagents needed to convert benzoic acid into the following compounds. (i) C6H§COCI (ii) C,H$CH2OH (iii) C6H$CONHCH3arrow_forwardConsider the following structural formulas. OH H;C CH3 CH3 F G H (a) Which of the compounds F-l can easily be subjected to an elimination reaction? (b) Provide the reaction mechanism for all eliminations under (a).arrow_forward
- Predict the major products formed when benzoyl chloride (PhCOCl) reacts with the following reagents.(a) ethanol (b) sodium acetate (c) anilinearrow_forward(a) Account for the following :(i) Propanal is more reactive than propanone towards nucleophilic reagents.(ii) Electrophilic substitution in benzoic acid takes place at meta position.(iii) Carboxylic acids do not give characteristic reactions of carbonyl group.(b) Give simple chemical test to distinguish between the following pairs of compounds:(i) Acetophenone and benzaldehyde(ii) Benzoic acid and ethylbenzoate.arrow_forwardRank the compounds in each of the following groups in order of their reactivity to electrophilic substitution: (a) Nitrobenzene, phenol, toluene, benzene (b) Phenol, benzene, chlorobenzene, benzoic acid (c) Benzene, bromobenzene, benzaldehyde, anilinearrow_forward
- (a) How will you convert:(i) Benzene to acetophenone (ii) Propanone to 2-Methylpropan-2-ol(b) Give reasons :(i) Electrophilic substitution in benzoic acid takes place at meta position.(ii) Carboxylic acids are higher boiling liquids than aldehydes, ketones and alcohols of comparable molecular masses.(iii) Propanal is more reactive than propanone in nucleophilic addition reactions.arrow_forwardWrite chemical equations expressing each of the following: (a) Preparation of o-nitrophenyl acetate by sulfuric acid catalysis of the reaction between a phenol and an acid anhydride. (b) Esterification of 2-naphthol with acetic anhydride in aqueous sodium hydroxide (c) Reaction of phenol with benzoyl chloridearrow_forward(b) Suggest a reasonable biosynthesis for the naturally occurring alkaloid coniine (isolated from hemlock), starting from octanoic acid. Coniinearrow_forward
- (a) Give chemical tests to distinguish between the following pairs of compounds :(i) Pentan-2-ol and Pentan-3-ol (ii) Methanol and Phenol(b) o-nitro phenol is more acidic than o-methoxy phenol. Explain why.arrow_forwardNonearrow_forwardPredict the products formed when cyclohexanone reacts with the following reagents. (k) sodium cyanide (l) acidic hydrolysis of the product from (k)arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning