JEE Main Chemistry — Organic Chemistry previous year questions with solutions.
Given below are two statements : Statement I : A mixture of C$_{12}$H$_{22}$O$_{11}$ (sugar) and NaCl can be separated by dissolving sugar in alcohol, due to differential solubility. Statement II : Rose essence from rose petals is seperated by steam distillation due to its high volatility and insolubility in H$_2$O. In the light of the above statements, choose the correct answer from the options given below :
IUPAC name of the some alkenes are given below. Find out the correct stability order. A. 2-Methylbut-2-ene B. cis-But-2-ene C. 2,3-Dimethylbut-2-ene D. Prop-1-ene Choose the correct answer from the options given below :
The number of compounds from the following which can undergo reaction with Br$_2$/KOH (alcoholic) to give respective products and these respective products can also be obtained separately by Gabriel phthalimide reaction is : 
Which statements are True? A. In Hoffmann bromamide degradation, $4$ moles of NaOH and $2$ moles of Br$_2$ are consumed per mole of an amide B. Hoffmann bromamide reaction is not given by alkyl amides. C. Primary amines can be synthesized by Hoffmann bromamide degradation. D. Secondary amide on reaction with Br$_2$ and NaOH will give secondary amine. E. The by-products of Hoffmann degradation are Na$_2$CO$_3$, NaBr and H$_2$O. Choose the correct answer from the options given below:
' A ' is a neutral organic compound ($\mathrm{M}. \mathrm{F}: \mathrm{C}_{8} \mathrm{H}_{9} \mathrm{ON}$). On treatment with aqueous $\mathrm{Br}_{2} / \mathrm{HO}^{(-)}$, ' A ' forms a compound ' B ' which is soluble in dilute acid. ' B ' on treatment with aqueous $\mathrm{NaNO}_{2} / \mathrm{HCl}\left(0-5^{\circ} \mathrm{C}\right)$ produces a compound ' C ' which on treatment with $\mathrm{CuCN} / \mathrm{NaCN}$ produces ' D '. Hydrolysis of ' D ' produces ' E ' which is also obtainable from the hydrolysis of ' A '. ' E ' on treatment with acidified $\mathrm{KMnO}_{4}$ produces ' $F$ '. ' $F$ ' contains two different types of hydrogen atoms. The structure of ' A ' is
The correct order of reactivity of the following benzyl halides towards reaction with KCN is : 
A molecule (X) with following structure under mild acidic condition is hydrolysed to produce (Y) and (Z). Identify the correct statements about (Y) and (Z).  A. Both (Y) and (Z) have same molar mass. B. (Y) and (Z) can be distinguished from each other by $NaHCO_3$. C. (Y) and (Z) react with HCN with same rates. D. (Y) and (Z) undergo addition reaction with $2,4$-DNP. Choose the correct answer from the options given below:
Given below are two statements : Statement I: Sublimation is used for the separation and purification of compounds with low melting point. Statement II: The boiling point of a liquid increases as the external pressure is reduced. In the light of the above statements, choose the correct answer from the options given below :
Given below are two statements: Statement I: Phenol on treatment with $\mathrm{CHCl}_{3}$ /aq. KOH under refluxing condition, followed by acidification produces $p$-hydroxy benzaldehyde as the major product and $o$-hydroxy benzaldehyde as the minor product. Statement II: The mixture of $p$-hydroxybenzaldehyde and $o$ hydroxybenzaldehyde can be easily separated through steam distillation. In the light of the above statements, choose the correct answer from the options given below
Given below are two statements: Statement I: The dipole moment of R-CN is greater than R-NC and R-NC can undergo hydrolysis under acidic medium to produce . Statement II: R-CN hydrolyses under acidic medium to produce a compound which on treatment with $\mathrm{SOCl}_{2}$, followed by the addition of $\mathrm{NH}_{3}$ gives another compound $(\mathrm{x})$. This compound $(\mathrm{x})$ on treatment with $\mathrm{NaOCl} / \mathrm{NaOH}$ gives a product, that on treatment with $\mathrm{CHCl}_{3} / \mathrm{KOH} / \Delta$ produces R-NC. In the light of the above statements, choose the correct answer from the options given below
The incorrect statements regarding geometrical isomerism are : (A) Propene shows geometrical isomerism. (B) Trans isomer has identical atoms/groups on the opposite sides of the double bond. (C) Cis-but-2-ene has higher dipole moment than trans-but-2-ene. (D) 2-methylbut-2-ene shows two geometrical isomers. (E) Trans-isomer has lower melting point than cis isomer. Choose the correct answer from the options given below :
The major product (A) formed in the following reaction sequence is 
Benzene is treated with oleum to produce compound (X) which when further heated with molten sodium hydroxide followed by acidification produces compound (Y).The compound Y is treated with zinc metal to produce compound $(\mathrm{Z})$. Identify the structure of compound $(\mathrm{Z})$ from the following option.
Which among the following react with Hinsberg's reagent?  Choose the correct answer from the options given below:
In Dumas' method for estimation of nitrogen 0.4 g of an organic compound gave 60 mL of nitrogen collected at 300 K temperature and 715 mm Hg pressure. The percentage composition of nitrogen in the compound is (Given : Aqueous tension at $300 \mathrm{~K}=15 \mathrm{~mm} \mathrm{Hg}$)
Which of the following amine (s) show (s) positive carbylamines test? (A)  (B) $\left(\mathrm{CH}_3\right)_2 \mathrm{NH}$ (C) $\mathrm{CH}_3 \mathrm{NH}_2$ (D) $\left(\mathrm{CH}_3\right)_3 \mathrm{~N}$ (E)
 Choose the correct option for structures of A and $B$, respectively.
The reactions which cannot be applied to prepare an alkene by elimination, are  Choose the correct answer from the option given below :
Consider the following compound (X)  The most stable and least stable carbon radicals, respectively, produced by homolytic cleavage of corresponding \(\mathrm{C}-\mathrm{H}\) bond are :
Identify the number of structure/s from the following which can be correlated to D-glyceraldehyde. 
Given below are two statements : Statement I : Ozonolysis followed by treatment with $\mathrm{Zn}, \mathrm{H}_2 \mathrm{O}$ of cis-2-butene gives ethanal.Statement II : The production obtained by ozonolysis followed by treatment with $\mathrm{Zn}, \mathrm{H}_2 \mathrm{O}$ of 3, 6-dimethyloct-4-ene has no chiral carbon atom. In the light of the above statements, choose the correct answer from the options given below
Match the Compounds (List - I) with the appropriate Catalyst/Reagents (List - II) for their reduction into corresponding amines.  Choose the correct answer from the options given below :
A molecule (" P ") on treatment with acid undergoes rearrangement and gives ("Q"). ("Q") on ozonolysis followed by reflux under alkaline condition gives (" R "). The structure of (" R ") is given below.  The structure of (" $\mathbf{P}^{\prime \prime}$ ) is