Chemistry

Question 12.19: An organic compound contains 69.77% carbon, 11.63% hydrogen and rest oxygen. The molecular mass of the compound is 86. It does not reduce Tollens’ reagent but forms an addition compound with sodium hydrogensulphite and give positive iodoform test. On vigorous oxidation it gives ethanoic and propanoic acid. Write the possible structure of the compound.

Solution: The number of carbon, hydrogen, and oxygen atoms in an organic compound can thus be expressed as: Therefore, the empirical formula of the compound is C5H10O. Now, the empirical formula...

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Question 12.18: Give a plausible explanation for: (iii) During the preparation of esters from a carboxylic acid and an alcohol in the presence of an acid catalyst, the water or the ester should be removed as soon as it is formed.

Solution: In the presence of an acid, an ester along with water is generated reversibly from a carboxylic acid and an alcohol. Because the reaction is reversible, if either water or ester is not...

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Question 12.13: Give simple chemical tests to distinguish between the following pairs of compounds. (i) Propanal and Propanone (ii) Acetophenone and Benzophenone (iii) Phenol and Benzoic acid (iv) Benzoic acid and Ethyl benzoate (v) Pentan-2-one and Pentan-3-one (vi) Benzaldehyde and Acetophenone (vii) Ethanal and Propanal

Solution: (i) Propanal and propanone can be distinguished by the following tests. (a) Tollen’s test Because propanal is an aldehyde, it reduces Tollen's reagent. However, because propanone is a...

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Question 12.12: Arrange the following compounds in increasing order of their property as indicated: (i) Acetaldehyde, Acetone, Di-tert-butyl ketone, Methyl tert-butyl ketone (reactivity towards HCN) (ii) CH3CH2CH(Br)COOH, CH3CH(Br)CH2COOH, (CH3)2CHCOOH, CH3CH2CH2COOH (acid strength) (iii) Benzoic acid, 4-Nitrobenzoic acid, 3,4-Dinitrobenzoic acid, 4-Methoxybenzoic acid (acid strength)

Solution: (i) The attacking species when HCN reacts with a compound, is a nucleophile, CN–. The reactivity of HCN decreases when the negative charge on the compound increases. The +I effect and...

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Question 12.11: An organic compound (A) (molecular formula C8H16O2) was hydrolysed with dilute sulphuric acid to give a carboxylic acid (B) and an alcohol (C). Oxidation of (C) with chromic acid produced (B). (C) on dehydration gives but-1-ene. Write equations for the reactions involved.

Solution: According to the question, A is an organic compound having molecular formula C8H16O2. This gives a carboxylic acid (B) and an alcohol (C) on hydrolysis with dilute sulphuric acid. Thus,...

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Question 12.10: An organic compound with the molecular formula C9H10O forms 2,4-DNP derivative, reduces Tollens’ reagent and undergoes Cannizzaro reaction. On vigorous oxidation, it gives 1,2-benzenedicarboxylic acid. Identify the compound.

Solution: According to the question, the compound has molecular formula C9H10O and forms 2, 4-DNP derivative while also reducing Tollen’s reagent. Therefore, the given compound must be an aldehyde....

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Question 12.7: Which of the following compounds would undergo aldol condensation, which the Cannizzaro reaction and which neither? Write the structures of the expected products of aldol condensation and Cannizzaro reaction. (i) Methanal (ii) 2-Methylpentanal (iii) Benzaldehyde (iv) Benzophenone (v) Cyclohexanone (vi) 1-Phenylpropanone (vii) Phenylacetaldehyde (viii) Butan-1-ol (ix) 2, 2-Dimethylbutanal

Solution: The compounds (ii) 2−methylpentanal, (v) cyclohexanone, (vi) 1-phenylpropanone, and (vii) phenylacetaldehyde contain one or more α-hydrogen atoms. Therefore, these undergo aldol...

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Arrange the following in the order of property indicated for each set:
(i) F2, Cl2, Br2, I2 – increasing bond dissociation enthalpy.
(ii) HF, HCl, HBr, HI – increasing acid strength.
(iii) NH3, PH3, AsH3, SbH3, BiH3 – increasing base strength.

(1) Bond dissociation energy normally decreases while moving down a group because of the increase in the atomic size. However, F2 has a lower bond dissociation energy than Cl2 and Br2 because of the...

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Knowing the electron gain enthalpy values for O → O-1 and O → O-2 as −141 and 702kJmol−1 respectively, how can you account for the formation of a large number of oxides having O2− species and not O?
(Hint: Consider lattice energy factor in the formation of compounds).

More the value of lattice energy of a given compound, more will be its stability. The stability of an ionic compound depends on the value of its lattice energy. Lattice energy is directly...

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