List of top Organic Chemistry Questions asked in GATE CY

On heating, the compound \(\mathrm{Z}\) undergoes a series of 1,5-H/D shifts to give a mixture of its isomers.

The total number of isomers present in the mixture (including \(\mathrm{Z}\)) is (in integer).

Consider the following reaction sequence, where \(\mathrm{A}\) and \(\mathrm{B}\) are the major products.

In proton-decoupled \(^{13}\mathrm{C}\) NMR spectra, the total number of carbon signals observed for \(\mathrm{A}\) and \(\mathrm{B}\) is (in integer).

Chymotrypsin selectively cleaves a peptide at the carboxyl side of the amino acids having an aryl sidechain. The tripeptide(s) formed on hydrolysis of the peptide, \(\mathrm{Val\text{-}Phe\text{-}Leu\text{-}Met\text{-}Tyr\text{-}Pro\text{-}Gly\text{-}Trp\text{-}Cys}\), with chymotrypsin is(are)

The reaction(s) that produce(s) 2-methylindole as the major product is(are)

The set(s) of reagents that will effect the following conversion is(are)

The reaction(s) that produce(s) the following compound is(are)

The correct statement about the intermediate formed in the following reaction is

The major product formed in the following reaction sequence is:

The correct match for the protons labeled in compound \(\mathrm{X}\) in Column M with the corresponding chemical shifts (\(\delta\), ppm) in Column N is

Column M		Column N
P	\(H_a\)	I	7.00 (ddd, \(J\) = 8.4, 7.3, 1.4 Hz, 1H)
Q	\(H_b\)	II	7.17 (dd, \(J\) = 8.4, 1.4 Hz, 1H)
R	\(H_c\)	III	7.59 (ddd, \(J\) = 8.4, 7.3, 1.4 Hz, 1H)
S	\(H_d\)	IV	8.12 (dd, \(J\) = 8.4, 1.4 Hz, 1H)

The major product formed in the following reaction is

The difference in the number of gauche interactions present in diaxial and diequatorial chair conformations of trans-1,2-dimethylcyclohexane is (in integer).

In the \(^1\mathrm{H}\) NMR spectrum of compound \(\mathbf{X}\), the coupling constant (\(J_{ab}\)) between \(H_a\) and \(H_b\) is 3 Hz. The amino alcohol(s) that give(s) \(\mathbf{X}\) on reaction with methyl iodide followed by heating is(are)

The reagent(s) that will effect the following transformation is(are)

(\(\mathrm{MEM} = \) methoxyethoxymethyl)

The reaction(s) that give(s) meso-1,2-diphenylethane-1,2-diol as the major product is(are)

The major product formed in the following reaction is:

The major product formed in the following reaction sequence is:
Step 1: \(\mathrm{C_6H_{13}{-}C{\equiv}CH}\) is treated with catecholborane, then heated.
Step 2: the product from Step 1 is treated with \(\mathrm{Br_2}\), then \(\mathrm{NaOMe}\).

The major product formed in the following reaction is:

The correct statement about the following quaternary ammonium ion is:

The correct statement(s) regarding P, Q, R, and S is (are) :

Fischer presentation of D-(-)-fructose is given below.

The correct structure of α-L-(+)-fructofuranose is

The reaction(s) that yield(s) X as the major product is (are)

Consider the following ¹H-NMR (400 MHz, DMSO-d₆) data of a compound :
δ in ppm: 3.85 (s, 6H), 6.73 (t, J = 2.2 Hz, 1H), 7.1 (d, J = 2.2 Hz, 2H), and 13.05 (brs, 1H).
The compound is

In the given reaction sequence, the amount of R produced (in g) is ______.

(Given: molar mass (in g mol^-1) of H = 1, C = 12, N = 14, O = 16, and S = 32)
(rounded off to two decimal places)

The correct statement(s) about the relationship for the H-atoms in the following compounds is (are) :

Consider the following reaction sequence. The correct option(s) is (are)