Question #1cc66

1 Answer
Ernest Z.
Feb 25, 2017

How about this two-step sequence?

Explanation:

a. Acid-catalyzed hydrolysis

#underbrace("H-C≡C-H")_color(red)("acetylene") + "H"_2"O" stackrelcolor(blue)("H"_2"SO"4"/HgSO"4color(white)(mm))(→) "[H"_2"C=CH-OH]" → underbrace("CH"_3"-CHO")_color(red)("acetaldehyde") #

b. Oxidation of the acetaldehyde

#underbrace("CH"_3"CHO")_color(red)("acetaldehyde") stackrelcolor(blue)("K"_2"Cr"_2"O"_7"/H"_2"SO"_4color(white)(mm))(→) underbrace("CH"_3"COOH")_color(red)("acetic acid") #

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