The number of possible isomeric products formed when 3-chioro-1-butene reacts with HCl through carbocation formation is __________
Correct Answer: 4
Solution and Explanation
Step 1: Protonation of the Alkene
The reaction begins with the protonation of the double bond in 3-chloro-1-butene by HCl. Following Markovnikov’s rule, the proton adds to the carbon with more hydrogen atoms, forming a secondary carbocation:
Step 2: Carbocation Rearrangement (Hydride Shift)
The initially formed secondary carbocation undergoes a 1,2-hydride shift to form a more stable tertiary carbocation:
Step 3: Nucleophilic Attack by Chloride Ion (\( \text{Cl}^- \))
- Attack on the secondary carbocation:
- Attack on the tertiary carbocation:
- One meso compound
- One pair of enantiomers
Total Possible Products:
- From attack on the secondary carbocation: 1 product (\( \text{CH}_3\text{CHClCH}_2\text{CH}_2\text{Cl} \))
- From attack on the tertiary carbocation: 3 products (\( \text{CH}_3\text{CHClCHClCH}_3 \), including a meso compound and a pair of enantiomers)
Total number of possible isomeric products: \( 1 + 3 = 4 \).
Final Answer:
The total number of possible isomeric products is 4.
Top Questions on Isomerism
\(X\) is the number of geometrical isomers exhibited by \([\mathrm{Pt(NH_3)(H_2O)BrCl}]\).
\(Y\) is the number of optically inactive isomer(s) exhibited by \([\mathrm{CrCl_2(ox)_2}]^{3-}\).
\(Z\) is the number of geometrical isomers exhibited by \([\mathrm{Co(NH_3)_3(NO_2)_3}]\). Find the value of \(X + Y + Z\). }For the thermal decomposition of reactant AB(g), the following plot is constructed.
The half life of the reaction is 'x' min.
x =_______} min. (Nearest integer)}
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.
- Given below are two statements: Statement (I):
Statement (II):
In the light of the above statements, choose the correct answer from the options given below: Given below are two statements:
Statement (I):
are isomeric compounds.
Statement (II):
are functional group isomers.
In the light of the above statements, choose the correct answer from the options given below:
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