See image — GOC and Organic Chemistry Basics Chemistry Question

💡 Solution & Explanation

# Analysis of Cyclopropyl Bromide vs Bromocyclopropane ## Understanding the Structures **Compound (I)** is **cyclopropyl bromide**: $Br-CH_2-$ attached to cyclopropane ring (primary alkyl halide) **Bromocyclopropane**: Br directly attached to the cyclopropane ring (secondary/vinyl-like halide) --- ## Evaluating Each Option **Option (A) — Solubility in polar solvents: CORRECT ✓** - Cyclopropyl bromide has a **primary C-Br bond** with normal $sp^3$ character - Bromocyclopropane has **ring strain + ring atoms** withdrawing electron density, making C-Br more polarized - However, cyclopropyl bromide's **primary alkyl nature** makes it more hydrophilic and soluble in polar solvents like water/ethanol - **Correct** --- **Option (B) — Pale yellow ppt. with $AgNO_3$: CORRECT ✓** - Cyclopropyl bromide undergoes **$S_N1$ ionization** to form a primary carbocation stabilized by adjacent cyclopropane ring (homoallylic stabilization) - Forms **$AgBr$ (pale yellow precipitate)** readily - Bromocyclopropane: Br on ring is less reactive to $S_N1$ due to different bonding character - **Correct** --- **Option (C) — Lower dipole moment: INCORRECT ✗** - Primary C-Br is less polar than ring-attached C-Br (more strained/polarized bonds) - Statement is backwards **Option (D) — Less ionic character: INCORRECT ✗** - Primary C-Br has *less* ionic character than bromocyclopropane (which shows more polarization) - Statement contradicts bonding nature --- **Answer: (A) and (B) are correct**