R-ATCHE-23

Propanone + acidified dichromate

$$C_{3}H_{6}O \to ??? $$

Plot twist: as from last time, ketones is the final state of oxidation. So no redox reaction can occur, unless the ketone is being combusted!

Propan-2-ol + acidified dichromate

$$\begin{align} C_{3}H_{7}OH_{(aq)} \to C_{3}H_{6}O_{(aq)} + 2H_{(aq)}^{+} + 2\overline{e} \\ Cr_{2}O_{7(aq)}^{2-} + 14H_{(aq)}^{+} + 6\overline{e} \to 2Cr_{(aq)}^{3+} + 7H_{2}O_{(l)} \\ \therefore \text{Full redox equation:} \\ 3C_{3}H_{7}OH_{(aq)} + Cr_{2}O_{7(aq)}^{2-} + 8H_{(aq)}^{+} \to 3C_{3}H_{6}O_{(aq)} 2Cr_{(aq)}^{3+} + 7H_{2}O_{(l)}\\ \end{align} $$

More reactions with alcohols

• Alcohols can react with carboxylic acids to produce esters
  • We can do this many times, producing long molecules called polyesters!!
• React with reactive metals!
  • $2CH_{3}CH_{2}OH + 2Na^{+}\to H_{2}+2Na^{+} + 2[CH_{3}CH_{2}O]^{-}$

Small point In this case, the resultant anion is called "Ethoxide"

Why?

We do this to look atthe difference in reactivities between the three categories of alcohols.

• i.e. Primary > Secondary > Tertiary

  • Note that Tertiary alcohols still do react in this way, but they do so less vigorously.

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