Assume that alcohol is soluble in water (polar) solvent:
1. Primary alcohol is more soluble then secondary.
2. short chain (CH3OH) is more soluble than long chain
Explain: Increased solubility due to increase H-bond between water and hydroxy group group(hydrophilic) of an alcohol. The Carbon chain of alcohol is hydrophobic (water-dislike). Thus, increasing the carbon chain will increased the hydrophobic interaction and become less soluble.
Polar-like-polar: primary alcohol is more polar then secondary, who is more polar then tertiary 🙂