Can the hydroxyl group of propan-2-ol be favorably deprotonated by the base potassium ethanolate?

Determine which alcohol in the given pair is more acidic. Give an explanation for your choice.

2-bromoethanol or 2-chloroethanol

Write IUPAC (systematic) names for the following alcohols:

Include stereochemistry if applicable.

For each pair of compounds, determine which of the two compounds has a higher water solubility. Give a brief explanation for your choice.
(i) pentan-1-ol or cyclopentanol
(ii) hexan-1-ol or phenol
(iii) 3-ethylpentan-3-ol or heptan-2-ol
(iv) pentan-2-ol or cyclopentane-1,3-diol
(v)

Draw the correct structure of (R, E)-5-methylhex-3-en-2-ol.

What is the structure of the molecule with an IUPAC name (1R,4S)-4-chlorocyclopent-2-en-1-ol?

What are the IUPAC names of the diols given below?

(i) CH₃CH₂CH(OH)(CH₂)₃CH(OH)C(CH₃)₃

(ii) HO-(CH₂)₆-OH

(iii)