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Basics Of Organic Reaction Mechanism — Part 1 MCQs with Explanations

Practice high-yield Chemistry & Applied Chemical Sciences MCQs on Basics Of Organic Reaction Mechanism — Part 1 with worked academic solutions for MDCAT, CSS, PMS, PPSC, FPSC.

Questions
40
Difficulty Level
Exam-Level
Target Exams
MDCAT, CSS, PMS...
Estimated Time
48 mins
Exam-Level MDCAT CSS PMS PPSC FPSC
Verified for Commission Syllabus • Oct 14, 2026
40

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Question 1 of 40
★ MDCAT ★ CSS

The decreasing order of nucleophilicity for the following anions is CH 3 C$${\text{O}}_2^ - $$, CH 3 O - , C 6 H 5 O - , N$${\text{O}}_3^ - $$

Question 2 of 40
★ MDCAT ★ CSS

The most appropriate sequence of the reactions for carrying out the following conversion is

Question 3 of 40
★ MDCAT ★ CSS

Which of the following compounds is expected to show a sharp singlet for one of its protons at δ ≥ 8 ppm in 1 H NMR spectrum, given that this signal remains unaffected on shaking the solution thoroughly with D 2 O?

Question 4 of 40
★ MDCAT ★ CSS

Conversion of Ph-NH 2 into Ph-CN can be accomplished by

Question 5 of 40
★ MDCAT ★ CSS

The absolute configuration for compounds X and Y respectively are

Question 6 of 40
★ MDCAT ★ CSS

The reactive intermediate involved in the conversion of phenol to salicylaldehyde using chloroform and sodium hydroxide is

Question 7 of 40
★ MDCAT ★ CSS

Order of reactivity of the following dienes X, Y and Z in Diels-Alder reaction is

Question 8 of 40
★ MDCAT ★ CSS

The binaphthol (Bnp) is

Question 9 of 40
★ MDCAT ★ CSS

Aniline can be distinguished from methyl amine by its reaction with

Question 10 of 40
★ MDCAT ★ CSS

For the compound, the stereochemical notations are

Question 11 of 40
★ MDCAT ★ CSS

1 H NMR spectrum of [18]-annulene shows

Question 12 of 40
★ MDCAT ★ CSS

Oxymercuration-demercuration reaction of t-methylcyclohexene gives

Question 13 of 40
★ MDCAT ★ CSS

Identify the correct stereochemical relationship amongst the hydrogen atoms H a , H b and H c in the following molecule

Question 14 of 40
★ MDCAT ★ CSS

Esterification of the acid P with the alcohol Q will give

Question 15 of 40
★ MDCAT ★ CSS

Proteins are biopolymers. The monomer units present in them are

Question 16 of 40
★ MDCAT ★ CSS

The acylanion equivalents among the following compounds (P-S) are

Question 17 of 40
★ MDCAT ★ CSS

Identify the correct set of stereochemical relationships amongst the following monosaccharides I-IV

Question 18 of 40
★ MDCAT ★ CSS

(E)-3-bromo-3-hexene when treated with CH 3 O - in CH 3 OH gives

Question 19 of 40
★ MDCAT ★ CSS

The configurations of the reactant and the product in the following reaction, are

Question 20 of 40
★ MDCAT ★ CSS

The absolute configurations of two chiral centres in the following molecule are

Question 21 of 40
★ MDCAT ★ CSS

Among formaldehyde, acetaldehyde and benzaldehyde, the aldehydes which undergo Cannizzaro's reaction are

Question 22 of 40
★ MDCAT ★ CSS

1-hexyne upon treatment with disiamylborane followed by the oxidation with H 2 O 2 gives

Question 23 of 40
★ MDCAT ★ CSS

The configurations at the three chiral centres in the bicyclodecanol given below, are

Question 24 of 40
★ MDCAT ★ CSS

For the aldotetroses I-IV, the combination of true statements, among P-T, is P = I and II are diastereomers and II and III are enantiomers Q = I and IV are mesomers and are optically inactive R = I and III can be interconverted by a base catalysed isomerisation S = only I and IV are HlO 4 cleavable T = I and III are D-sugars and II and IV are L-sugars

Question 25 of 40
★ MDCAT ★ CSS

Which one of the following molecules will have n → \[\mathop \pi \limits^ * \] transition at the longest wavelength?

Question 26 of 40
★ MDCAT ★ CSS

The correct order of-the basicity of the following compounds is

Question 27 of 40
★ MDCAT ★ CSS

Reaction of phenyl acetate with anhydrous aluminium chloride generates a mixture of

Question 28 of 40
★ MDCAT ★ CSS

The pK a values for the three ionisable groups X, Y and Z of glutamic acid are 4.3, 9.7 and 2.2 respectively The isoelectric point for the amino acid is

Question 29 of 40
★ MDCAT ★ CSS

Among the isomers of C 4 H 6 given below, the compound which exhibits an absorption band at 3300 cm -1 in the IR spectrum, is

Question 30 of 40
★ MDCAT ★ CSS

Toluene when refluxed with Br 2 in the presence of light mainly gives

Question 31 of 40
★ MDCAT ★ CSS

Match the compounds P-S with their carbonyl stretching frequencies (cm -1 ) I-VI in IR spectroscopy. P. Acetone I. 1870 Q. Ethyl acetate II. 1800 R. Acetamide III. 1740 S. Acetyl chloride IV. 1700 V. 1660 VI. 1600

Question 32 of 40
★ MDCAT ★ CSS

The decreasing order of acidity of the marked H of the following molecules is

Question 33 of 40
★ MDCAT ★ CSS

On heating with dilute sulphuric acid, naphthalene-1 sulphonic acid gives predominantly

Question 34 of 40
★ MDCAT ★ CSS

In the reaction, \[P{h_3}P\xrightarrow{{\,\,{\text{Mel}}\,\,}}\left[ X \right]\xrightarrow{{n - {\text{BuLi}}}}\left[ Y \right]\] the compounds X and Y, respectively, are

Question 35 of 40
★ MDCAT ★ CSS

The amino acid side chain high affinity for Ca 2+ and Cu 2+ in metallo-proteins is

Question 36 of 40
★ MDCAT ★ CSS

The decreasing order of the reactivity of the following compounds towards electrophiles is

Question 37 of 40
★ MDCAT ★ CSS

The two pericyclic reactions successively involved in the thermal transformation given below are

Question 38 of 40
★ MDCAT ★ CSS

Bridge-head hydrogen of the conformer of cis-decalin is positioned as [a = axial; e = equatorial]

Question 39 of 40
★ MDCAT ★ CSS

The compound is

Question 40 of 40
★ MDCAT ★ CSS

Among the following, the Newman projections of meso-2, 3-butanediol are

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In competitive commission exams (FPSC, PPSC, KPPSC, SPSC, CSS, PMS), questions are frequently phrased with distractor options designed to catch rote learners. Whenever you answer an MCQ, read the Detailed Academic Explanation and Conceptual Anchor to understand why the remaining options are incorrect.

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