Concept explainers
(a)
Interpretation:
Synthesis of 1-hexanamine has to be proposed from a bromoalkane of six carbon atoms.
Concept introduction:
Preparation of primary
It can be prepared in greater yield by treating a
Reduction: If electrons are gained to a species or hydrogen atoms are added to a species or oxygen atom gets removed from a species during a
(a)
Interpretation:
Synthesis of 1-hexanamine has to be proposed from a bromoalkane of five carbon atoms.
Concept introduction:
Formation of nitrile:
A haloalkane reacts with potassium cyanide
Reduction: If electrons are gained to a species or hydrogen atoms are added to a species or oxygen atom gets removed from a species during a chemical reaction is known as reduction. In certain reaction,
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Chapter 23 Solutions
Organic Chemistry
- Give reasons for the following: (i) p-nitrophenol is more acidic than p-methylphenol. (ii) Bond length of C—O bond in phenol is shorter than that in methanol. (iii) (CH3)3C—Br on reaction with sodium methoxide (Na+ _OCH3) gives alkene as the main product and not an ether.arrow_forward(d) How would you prepare any one of the following compounds from benzene? More than one step may be involved in each case. (a) (b) OH Br m-Bromo benzoic acid Phenyl acetic acidarrow_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_forward
- (c)Show step by step how to synthesize methoxybenzene from benzene.arrow_forward(a) The Friedel-Crafts reaction of benzene with 2-chloro-3-methylbutane in the presence of AlCl3 occurs with a carbocation rearrangement. Give mechanistic explanation and the product formed. (b) Predict the product(s) will be formed from the following reactions: (i) Bromination of p-methylbenzoic acid (ii) Sulphonation of m-bromoanisole (iii) Friedel-craft acylation of o-bromonitrobenzenearrow_forwardThe hydrocarbon fluorene was treated with potassium t-butoxide in an acid-base reaction, giving the fluorenide anion and t-butyl alcohol. (a) Which way does the equilibrium lie, and by how much? b) What is the proportion of the fluorenide anion to fluorene? (c) Why is fluorene so highly acidic, considering the pKa of an average alkane is above 50?arrow_forward
- (a) Although phenoxide ion has more number of resonating structures than carboxylate ion, carboxylic acid is a stronger acid than phenol. Give two reasons.(b) How will you bring about the following converstions?(i) Propanone to propane (ii) Benzoyl chloride to benzaldehyde(iii) Ethanal to but-2-enalarrow_forwardWrite the structure of the major organic product formed in the reaction of 1-pentene with each of the following: (a) Hydrogen chloride (b) Dilute sulfuric acid (c) Diborane in diglyme, followed by basic hydrogen peroxide (d) Bromine in carbon tetrachloride (e) Bromine in water (f) Peroxyacetic acid (g) Ozone (h) Product of part (g) treated with zinc and water (i) Product of part (g) treated with dimethyl sulfide (CH3)2Sarrow_forward(a) benzene can potentially react with Lewis acid to form new carbon-carbon bond. Propose the starting material and stepwise mechanism to produce new chemical structure which consists of a formula molecule of C11H16.arrow_forward
- (a) Propose a reasonable synthesis for the formation of nonane from CH3CH2CH2I and any other organic/inorganic reagent. (b) Suggest three (3) different Grignard reactions leading to 2-phenyl-2-butanol.arrow_forward(a) How will you bring about the following conversions :(i) Ethanol to 3-hydroxybutanal (ii) Benzaldehyde to Benzophenone(b) An organic compound A has the molecular formula C8H16O2. It gets hydrolysed with dilute sulphuric acid and gives a carboxylic acid B and an alcohol C. Oxidation of C with chromic acid also produced B. C on dehydration reaction gives but-l-ene. Write equations for the reactions involved.arrow_forward(a) Draw the structures of the following compounds :(i) 4-Chloropentan-2-one (ii) p-Nitropropiophenone(b) Give tests to distinguish between the following pairs of compounds :(i) Ethanal and Propanal (ii) Phenol and Benzoic acid(iii) Benzaldehyde and Acetophenonearrow_forward
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