Which among the following compounds does NOT form intermolecular hydrogen bonding?
Show Hint
For a molecule to H-bond with ITSELF, it must act as both an H-bond donor (needs an O-H, N-H, or F-H bond) AND an H-bond acceptor (needs O, N, F lone pairs). Ethers have lone pairs but lack the donor O-H bond!
Step 1: Understanding the Concept:
Intermolecular hydrogen bonding occurs when a hydrogen atom is covalently bonded to highly electronegative atoms (F, O, or N). Step 2: Formula Application:
1. Phenol and Butan-1-ol: Have $-OH$ groups (Strong H-bonding).
2. Ethoxyethane (Ether): Has Oxygen but no $H$ attached to it (Very weak dipole interactions).
3. Butane: Non-polar hydrocarbon. Step 3: Explanation:
Butane ($C_4H_{10}$) consists only of $C-C$ and $C-H$ bonds. Since Carbon and Hydrogen have similar electronegativities, there is no significant polarity to form hydrogen bonds. While Ethers (a) also don't form H-bonds with themselves, hydrocarbons like Butane are the most distinct example of lacking these forces entirely. Step 4: Final Answer:
Butane does not form intermolecular hydrogen bonding.