From each of the following pairs, predict which compound will have higher boiling point:
(i) isopropyl bromide and n-propyl bromide (ii) bromoethane and iodoethane
(iii) tert-butyl chloride and tert-butyl iodide (iv) iso-propyl bromide and n-butyl bromide

Explanation

To determine which compound has a higher boiling point in each of the given pairs, we need to consider two main factors: the size and mass of the molecules and the degree of branching in the alkyl halides. Generally, larger molecules with greater mass and less branching tend to have higher boiling points due to stronger van der Waals forces.

### Step-by-Step Solution:

**(i) Isopropyl bromide vs. n-Propyl bromide:**
- Isopropyl bromide has a branched structure, while n-propyl bromide has a straight-chain structure.
- The presence of branching in isopropyl bromide reduces the surface area available for van der Waals interactions, leading to weaker intermolecular forces.
- Therefore, **n-propyl bromide** will have a higher boiling point than isopropyl bromide.
...