Chemistry 9701 · AS & A Level · Hydroxy compounds

Hydroxy compounds — practice question

Compound X has been studied as a possible artificial sweetener. The two C-Cl bonds may be hydrolysed using hot $\text{NaOH(aq)}$. The C-O-C bonds cannot be hydrolysed by hot $\text{NaOH(aq)}$. What are the numbers of the specified types of -OH groups before hydrolysing the two C-Cl bonds and after hydrolysing them?

  • Abefore hydrolysis: secondary 0; after hydrolysis: primary 1, secondary 2, tertiary 4
  • Bbefore hydrolysis: secondary 0; after hydrolysis: primary 2, secondary 1, tertiary 4
  • Cbefore hydrolysis: secondary 4; after hydrolysis: primary 1, secondary 5, tertiary 1
  • Dbefore hydrolysis: secondary 4; after hydrolysis: primary 2, secondary 4, tertiary 1

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