Question #48144

1 Answer
Ernest Z.
May 28, 2017

Here's what I get.

Explanation:

It is often easier to work backwards from the product.

Ozonolysis

Ozonolysis of alkenes gives aldehydes as products.

∴ #"CH"_3"CHO" implies "CH"_3"CH=CHCH"_3#

Heating with alc. #"KOH"#

Alkyl halides are dehydrohalogenated to alkenes by alc. #"KOH"#.

∴ #"CH"_3"CH=CHCH"_3 implies "CH"_3"CH"_2"CHXCH"_3#

where #"X = Br or Cl"#

Now, we put them together and write the forward reactions.

#underbrace("CH"_3"CH"_2"CHXCH"_3)_color(red)(bb("A"),color(white)(l) "2-halobutane") stackrelcolor(blue)("Alc. KOH" color(white)(mm))(→) underbrace("CH"_3"CH=CHCH"_3)_color(red)(bb("B"),color(white)(l) "but-2-ene") stackrelcolor(blue)("O"_3 color(white)(mm))(→) underbrace("CH"_3"CHO")_color(red)("ethanal")#

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