The major product in the following reaction is
The given reaction involves a substituted benzene ring undergoing a nucleophilic aromatic substitution (SnAr). In this particular reaction, the conditions given are methanol (MeOH) with methoxide ion (MeO−) as a base and heat (Δ).
The structure of the starting compound shows a benzene ring with chlorine (Cl) atoms at the 1 and 3 positions and nitro (NO2) groups at the 2 and 4 positions.
In an SnAr reaction, a strong electron-withdrawing group like NO2 facilitates the replacement of a leaving group such as chloride (Cl) on the aromatic ring.
- The MeO− ion attacks the carbon atom bonded to the chlorine, which is ortho or para to an NO2 group. This forms a Meisenheimer complex.
- Subsequently, the loss of Cl− occurs, and the final major product is formed.
Given the positions of the electron-withdrawing nitro groups, the most likely chlorine atom to be substituted is the one that is either ortho or para to an NO2 group. The reaction proceeds most efficiently when Cl at the ortho or para position is replaced.
Based on the position and reactivity, the major product will involve the substitution of the chlorine atom that is para to one of the NO2 groups with the methoxy group (OCH3).
Thus, the major product is the one where the methoxy group replaces the chlorine para to the NO2 group, and this corresponds to the correct answer choice.
Similar Questions
The major products U and V in the following reaction are
In the following sequence of reactions, what is the end product 'Z'?
Indicate the major product of the following reaction:
- How many isomers can a compound with molecular formula $\text{C}_{3}\text{H}_{5}\text{Br}$ have?
The increasing order of basicity of the following compounds is
The products X and Y in the following reaction sequence are
Which one of the following does not lose water even in conc. $H_2SO_4$?
Rank the following anions in order of decreasing nucleophilicity in a polar protic solvent (most $\rightarrow$ least nucleophilic).
- In the following reaction sequence, the product Y is
$Br(CH_2)_{12}-C\equiv CH \xrightarrow{NaNH_2} X \xrightarrow[\text{catalyst}]{H_2, \text{ Lindler}} Y$ $RO-CH_2-C\equiv CH \xrightarrow{X} \xrightarrow{Y} RO-CH_2-C\equiv C-CH_2CH_2-Br$
To carry out the above conversion X and Y are respectively
Important Questions from Organic Chemistry
- In Dumas method for estimation of nitrogen, 0.50 g of an organic compound gave 70 mL of nitrogen collected at 300 K and 715 mm pressure. The percentage of nitrogen in the organic compound is ______ %.
(Aqueous tension at 300 K is 15 mm). - $0.25 \text{ g}$ of an organic compound "A" containing carbon, hydrogen and oxygen was analysed using the combustion method. There was an increase in mass of $\text{CaCl}_2$ tube and potash tube at the end of the experiment. The amount was found to be $0.15 \text{ g}$ and $0.1837 \text{ g}$, respectively. The percentage of oxygen in compound A is ______ %. (Nearest integer)
(Given: molar mass in $\text{g mol}^{-1}$ $\text{H} : 1, \text{C} : 12, \text{O} : 16$) - Grignard reagent $\text{RMgBr (P)}$ reacts with water and forms a gas $\text{(Q)}$. One gram of Q occupies $1.4 \text{ dm}^3$ at STP. (P) on reaction with dry ice in dry ether followed by $\text{H}_3\text{O}^+$ forms a compound $\text{(Z)}$. 0.1 mole of $\text{(Z)}$ will weigh _________ g. (Nearest integer)
- Consider all the structural isomers with molecular formula $\text{C}_5\text{H}_{11}\text{Br}$ are separately treated with $\text{KOH(aq)}$ to give respective substitution products, without any rearrangement. The number of products which can exhibit optical isomerism from these is ___________.
The major products U and V in the following reaction are
