Which test would distinguish the following pairs of compounds? Explain which rea

Question

Which test would distinguish the following pairs of compounds? Explain which reagent you would use and what you would observe?

1. butan-1-ol / butan-2-ol
2. 2-methylpropan-1-ol / 2-methylpropan-2-ol
3. propan-1-ol / heptan-1-ol
4. cyclohexanol / cyclohexane

I think 1 is Jones reagent or Lucas. I am really not sure how to find out if it is 10, 20, 30 alcohol, and the last option is just a cyclic alkane so really not too sure on that either or is it just done by sodium or density tests? Does ester formation help matters as well or not?

Explanation / Answer

1) Lucas test (primary and secondary alcohols)

2) Lucas test (primary and tertiary alcohols)

3) by oxidation reactions (KMnO4/H+)

4) test with sodium (cyclohexanol reacts but cyclohexane can't)

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