On treatment of the following compound with a strong acid, the most susceptible site for bond cleavage is :- 
To determine the most susceptible site for bond cleavage in the given compound when treated with a strong acid, let's analyze the structure. The structure provided in the image is a bicyclic compound with several bonds labeled for identification:
- In acidic conditions, oxygen atoms are usually protonated, making the carbon-oxygen bond a potential weak point. This is due to the formation of a more stable carbocation upon cleavage.
- Looking at the given options:
- C4 - O5: This bond connects the ether oxygen to an alkyl group. It is less likely to break compared to others because breaking it does not result in significant stabilization.
- O2 - C3: Cleavage of this bond can lead to the formation of a stable carbocation at C3, as it is adjacent to the alkene group, providing resonance stabilization.
- O5 - C6: This bond, similar to C4 - O5, connects an alkyl group to the ether, with relatively less stabilization potential for carbocation formation.
- C1 - O2: Breaking this bond would not favor stable carbocation formation and would disrupt the entire cyclic structure, making it less favorable.
- Based on the reasoning above, the O2 - C3 bond is the most susceptible to cleavage. This is because breaking this bond will lead to the formation of a more stable allylic carbocation due to resonance with the adjacent double bond.
Therefore, the answer is O2 – C3.
Similar Questions
- 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 ___________.
Consider the following reactions sequence
When the product (P) is subjected to Carius analysis using $\text{AgNO}_3$, $1.0\text{ g}$ of the product (P) will produce __________ g of the precipitate of AgBr. (Nearest Integer)
(Given : molar mass in $\text{g mol}^{-1}$ C : 12, H : 1, O : 16, N : 14, Br : 80, Ag : 108)Consider the following sequence of reactions to give the major product (X)
$\text{P}~\text{g}$ of the major product (X) formed is reacted with $\text{NaHCO}_3$ solution to liberate a gas which occupied $11.2~\text{dm}^3$ at STP.
$\text{P} = \_\_\_\_\_\_\_\_~\text{g}$.
(Given molar mass in $\text{g~mol}^{-1}$ $\text{H}: 1, \text{C}: 12, \text{O}: 16, \text{Cl}: 35.5$)- 2.0 g of a bromo hydrocarbon (X) was subjected to Carius analysis, gave 3.36 g of AgBr. The percentage of carbon in the compound (X) is 26.7%. Total number of carbon atoms in the empirical formula for compound (X) is _______.
(Given molar mass in $\text{g~mol}^{-1}$ $\text{H}: 1, \text{C}: 12, \text{Br} : 80, \text{Ag} : 108$) - The number of isomeric compounds (structural isomers only) possible with the molecular formula $C_5H_{10}O_2$, which do not react with metallic sodium is ________
Among the following, how many hydrocarbon (s) with formula $C_{10}H_{16}$ which on reaction with acidic potassium permagenate yield(s) same product? ____________
The total number of optically active compounds formed in the following reaction is :-
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
