Question

a) Consider the structure of 2-naphthol. Why the H-atom linked to OH group is considered to...

a) Consider the structure of 2-naphthol. Why the H-atom linked to OH group is considered to be acidic in nature? b) Is the conjugate base of 2-naphthol a strong base or a weak base? c) Which is a better nucleophile, I- or OH- and why? d) What is/are the product(s) that you anticipate in this experiment, substitution or elimination? And why?

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Answer #1

a. Any group is said to be acidic if its conjugate anion after losing H+ will become stable. Hence Alchols on losing H+ ion forms RO- which is quite stable because of electronegativity of O

b. conugate base of napthol is highly stable due to resonance

c. bigger size atom is a better nucleophile because of greater polarizibility and greater extent of forming covalent bond with Carbon so I- is a better nucleophile than OH-

d. since experiment is not given I am assuming reaction with I- with I- substitution will be major as it is a better nucleophile but a weak base

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