Chapter 10

Advanced Problems in Organic Chemistry for Competitive Examinations · 25 exercises

Problem 4

The organic compound (Cyclohex-3-enyl) 2 -ethyl cyclobutanecarboxylate does not contains (a) two \(3^{\circ}\) -carbon atoms (b) two \(1^{\circ}\) -carbon atoms (c) 9 secondary \(\mathrm{C}\) -atoms (d) one \(1^{\circ}\) -carbon atoms

8 step solution

Problem 7

The IUPAC name of (a) N-Cyclohexylbenzamide (b) N-Phenyl-N-cyclohexylmethanamide (c) N-phenylcyclohexane carboxamide (d) N-Cyclohexyl-N-phenylmethyl amide

5 step solution

Problem 10

IUPAC name of isopentyl alcohol is (a) 1-Hydroxy-2-methyl pentane (b) 3-Methyl butan-1-ol (c) 2 -Methyl propanol (d) 2-Methyl-2-butanol

5 step solution

Problem 20

The IUPAC name of (a) 3 -Methyl cyclobut-1-ene-2-ol (b) 2 -Methyl cyclobut-3-ene-1-ol (c) 4 -Methyl cyclobut-1-ene-3-ol (d) 4 -Methyl cyclobut-2-en-1-ol

5 step solution

Problem 21

Correct name for \(\left(\mathrm{C}_{2} \mathrm{H}_{3}\right)_{2} \mathrm{C}=\mathrm{C}\left(\mathrm{CH}_{3}\right) \mathrm{CH}_{2} \mathrm{CO}_{2} \mathrm{H}\) (a) 4,4 -Diethyl-3-methyl-3-butenoic acid (b) 4-Ethyl-3-methyl-3-hexenoic acid (c) 3-Ethyl-4-methyl-3-hexenoic acid (d) 3-Ethyl-4-methyl-3-hexen-6-oic acid

5 step solution

Problem 22

Which statement is incorrect in the following? (a) Methyl acetate is the first higher homologue of methyl formate. (b) Propanoic acid and propionic acid are identical. (c) Vinyl alcohol is the lower homologue of propionaldehyde. (d) \(\mathrm{CH}_{3}-\mathrm{NH}-\mathrm{CH}_{2}-\mathrm{CH}_{3}\) is the lower homologue of \(\mathrm{CH}_{3}-\mathrm{CH}-\mathrm{NH}-\mathrm{CH}_{3}\)

5 step solution

Problem 24

Number of C-atoms in first higher homologue of first member of ester family is (a) 5 (b) 4 (c) 3 (d) 2

4 step solution

Problem 26

Which statement is correct in the following? (a) Alicyclic compounds are acyclic compounds. (b) In secondary amine, nitrogen is attached to \(2^{\circ}\) carbon atom. (c) \(1^{\circ}, 2^{\circ}, 3^{\circ}\) amines are homologues of each other. (d) \(\mathrm{HCOOCH}_{3}\) and \(\mathrm{CH}_{3} \mathrm{COOH}\) are not homologues of each other

4 step solution

Problem 29

The IUPAC name of (a) 2, 3-Methyl-1-ethylcyclohex-4-ene (b) 5-Ethyl-3, 4-dimethylcyclohex-1-ene (c) 4 -Ethyl-5, 6-dimethylcyclohex-1-ene (d) 1-Ethyl-2, 3-dimethylcyclohex-4-ene

5 step solution

Problem 30

Which of the following names is correct? (a) 4, 4-Dimethyl-3-ethylpentane (b) 3 -Methyl-4-oxobutanoic acid (c) 1-Ethyl-2-methylpent-4-ene (d) Bicyclo[1.2.3]heptane

4 step solution

Problem 31

IUPAC name of the compound \(\mathrm{OHC}-\mathrm{CH}_{2}-\mathrm{CH}_{2}-\mathrm{CH}-\mathrm{CH}_{2}-\mathrm{CHO}\) is (a) 4,4 -Di (formylmethyl) butanal (b) 2 -(formylmethyl) butane- 1,4 -dicarbaldehyde (c) Hexane-3-acetal-1, 6 -dial (d) 3 -(formylmethyl) hexanedial

4 step solution

Problem 34

Write the IUPAC name of the following compound (a) \(3-(1,1\) -dimethylethenyl)-3-ethyl-2-methyl- 1,4 hexadiene (b) 3 -ethyl-2-methyl-3-(1,1-dimethylethenyl)-1,4 hexadiene (c) 3 -ethyl-2-2-dimethyl-3-(1-methylethenyl)-1,4 hexadiene (d) 3 -ethyl-3-(1-methylethenyl)-2-2-dimethyl-1,4 hexadiene

5 step solution

Problem 37

Ratio of \(\pi\) - and \(\sigma\) -bonds in \(\mathrm{Ph}\) -COOH will be (a) \(5: 3\) (b) \(3: 5\) (c) \(3: 16\) (d) \(4: 15\)

5 step solution

Problem 39

Identify incorrect matching in the following (a) Allyl alcohol-Prop-2-en-1-ol (b) Vinyl alcohol-Ethenol (c) Propargyl alcohol-But-3-yn-1-ol (d) Acrylaldehyde-2-Propenal

4 step solution

Problem 46

Which of the following compounds has isopropyl group? (a) \(2,2,3,3\) -Tetramethyl pentane (b) 2,2-Dimethyl pentane (c) \(2,2,3\) -Trimethyl pentane (d) 2-Methyl pentane

4 step solution

Problem 54

(a) 1-Ethyl-3,3-dimethylcyclohexane (b) 3,3-Dimethyl-1-ethylcyclohexane (c) 3-Ethyl-1,1-dimethylcyclohexane (d) 1,1 -Dimethyl-3-ethylcyclohexane

6 step solution

Problem 56

(a) 4-Isobutyl-3-pentyloctane (b) 5-Ethyl-4-methyl-6-(2-methylpropyl)decane (c) 6-Ethyl-7-methyl-5-(methylpropyl) decane (d) 4-Butyl-5-ethyl-2,6-dimethylnonane

4 step solution

Problem 59

(S)-(N,4)-dimethyl-3-aminopentan-2-one

5 step solution

Problem 66

Name(s) of (a) Isopropyl cyanide (b) Sec-propyl cyanide (c) Isobutyro nitrile (d) 2 -methyl propane nitrile

8 step solution

Problem 67

In Lassaigne's test, the organic compound is at first fused with sodium metal. The sodium metal is used because (a) The melting point of sodium is low; so, it is easily fused with organic substances. (b) Sodium is very much effective to bring about destructive reductions of organic compounds forming ionic inorganic salts such as \(\mathrm{NaCN}, \mathrm{Na}_{2} \mathrm{~S}\) and \(\mathrm{NaX}\). (c) All sodium salts are soluble in water. (d) None of these.

3 step solution

Problem 68

Chromatographic technique can be used for separation of (a) Volatile solids (b) Amino acids (c) Plant pigments (d) Sugars

4 step solution

Problem 69

(a) 3 -(3'-isopropoxycarbonyl cyclopentylidene) propane-1-ol (b) 3 -( \(2^{\prime}\) '-bromo-3'-hydroxypropylidene) cyclopentane carboxylate (c) Iso-propyl-3-(2'-bromo-3'-hydroxypropylidenyl) cyclopentane carboxylate (d) Iso-propyl-3-(2'-bromo-3'-hydroxypropylidene) cyclopentane carboxylate

5 step solution

Problem 72

Consider the given statements (i) Acetone and acetaldehyde are homologues.

4 step solution

Problem 78

IUPAC name of (a) 2-Cyano-4-methylpentane (b) 2-Methyl-4-cyanopentane (c) 2,4 -Dimethyl pentane nitrile (d) 2-Dimethyl-4-cyanopentane

5 step solution

Problem 80

The correct IUPAC name of the following compound is (a) \(5-\left(1^{\prime}, 1^{\prime} 2^{\prime}\right.\) -trimethyl propyl)-2-2-dimethyl nonane (b) 4 -Butyl- \(2,3,3,7,7\) -pentamethylnonane (c) \(2,3,3,7,7\) -Pentamethyl-4-butyloctane (d) 2,2-Dimethyl-5-(1', \(1^{\prime}, 2^{\prime}\) trimethylpropyl)nonane

5 step solution

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