(N/A) The structures and bonding parameters for methanol, phenol, and methoxymethane are as follows:
$1$. Methanol $(CH_3OH)$:
- Structure: The oxygen atom is $sp^3$ hybridized. The $C-O-H$ bond angle is $108.9^{\circ}$, which is slightly less than the tetrahedral angle of $109^{\circ}28'$ due to lone pair-lone pair repulsion.
- Bond lengths: $C-O$ bond length is $142 \text{ pm}$ and $O-H$ bond length is $96 \text{ pm}$.
$2$. Phenol $(C_6H_5OH)$:
- Structure: The oxygen atom is attached to an $sp^2$ hybridized carbon of the benzene ring. The $C-O-H$ bond angle is $109^{\circ}$.
- Bond length: The $C-O$ bond length is $136 \text{ pm}$, which is shorter than in methanol due to the partial double bond character resulting from resonance with the benzene ring.
$3$. Methoxymethane $(CH_3OCH_3)$:
- Structure: The oxygen atom is $sp^3$ hybridized. The $C-O-C$ bond angle is $111.7^{\circ}$, which is larger than the tetrahedral angle due to the repulsion between the two bulky methyl groups.
- Bond length: The $C-O$ bond length is $141 \text{ pm}$.