What is the leaving group in the following reaction? CH_3CH_2OH + HCl rightarrow

Question

What is the leaving group in the following reaction? CH_3CH_2OH + HCl rightarrow CH_3CH_2Cl + H_2O OH^- H_2O CH_3CH_2^+ Cl^- Considering the S_N1, S_N2, E1, and E2 mechanisms, the energy diagram shown below corresponds to only the S_N1 mechanism. only the S_N2 mechanism both the S_N1 and E1 mechanisms. both the S_N2 and E2 mechanisms. Which of the following bases works best to maximize the E2 product in the reaction shown below? (CH_3)_2CHCH_2CH_2CH_2Br + base rightarrow (CH_3)_2CHCH_2CH=CH_2 KOCH_2CH_3 NaOCH_2CH_3 NaOC(CH_3)_3 NaOH

Explanation / Answer

OH- is a poor leaving group. In presence of an acid, it wil be a better leaving group as it forms water. H2O is a better leaving group that OH-.

This is a general phenomenon, by the way – the conjugate acid will always be a better leaving group.

It applies not only to OH, but other functional groups as well. For example, ethers (R–O–R) are some of the most unreactive species you’ll meet. However, if you add a very strong acid to an ether, you can break it open to give an alcohol and an alkyl halide

D as in SN2 and E2 reactions, the rate depends on both reaction partners

C) NaOC(CH3)3 as it is strecally hindered

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