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D. Post-Lab Questions 1. Do have to worry about NaoH deprotonating ethanol to an

ID: 507589 • Letter: D

Question

D. Post-Lab Questions 1. Do have to worry about NaoH deprotonating ethanol to any appreciable e Explain 2. How do the think the reaction would have been affected if tane were used as the electrophile instead of 1-bromobutane? 3. The IR spectrum of 2-naphtholis shown below. Based on the IR spectrum of your product, how can you confirm that the starting material was converted to the desired product E. Acknowledgements This procedure was adapted from: A Simple SN2 Reaction for the Undergraduate Laboratory, J.J. Esteb, J.R. Magers, L McNulty, P. Morgan, A.M. Wilson, Chem. 86,

Explanation / Answer

1. NaOH is not strong enough (because it is not an acid ) to abstract of proton from ethanol, to form sodium ethoxide we have to use sodium metal.

2. The rate of nucleophilic substitution greatly increases if we use Iodobutane instead od bromo butane, because Iodo is better leaving group compare to bromo group.

3. If alkylation is completed on 2-naphthol, broad peak at >3000 cm-1((-OH) stretch) will dissappear in IR spectrum