What is the Difference Between Acetophenone and Benzophenone?

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Acetophenone and benzophenone are both ketones, but they have different chemical structures and properties. Here are the main differences between them:

  1. Chemical Structure: Acetophenone is a methyl ketone, while benzophenone is a phenyl ketone.
  2. Iodoform Test: Methyl ketones give a positive iodoform test, which means they form a yellow precipitate of iodoform when reacted with an alkaline solution of iodine. Acetophenone, being a methyl ketone, gives a positive iodoform test, whereas benzophenone, being a phenyl ketone, gives a negative iodoform test.
  3. Solubility in Water: Benzophenone is not soluble in water, while acetophenone is less soluble in water.
  4. Methyl Group: Acetophenone has a methyl group at the alpha position, which allows it to give a positive iodoform test. Benzophenone does not have a methyl group at the alpha position, so it does not give an iodoform test.

Comparative Table: Acetophenone vs Benzophenone

Here is a table comparing the differences between acetophenone and benzophenone:

Property Acetophenone Benzophenone
Chemical Formula C8H8O C13H10O
IUPAC Name 1-Phenylethane-1-one phenyl methyl ketone
Molar Mass 120.15 g/mol 182.22 g/mol
Melting Point 19-20 °C N/A
Boiling Point 202 °C N/A
Water Solubility Poorly soluble Insoluble
Iodoform Test Positive (due to the methyl group at the alpha position) Negative (due to the absence of a free methyl group)
Production Method Byproduct from the oxidation of ethylbenzene to form ethylbenzene Copper-catalyzed oxidation of diphenylmethane with air

Acetophenone is an organic compound with the chemical formula C8H8O and is the simplest ketone among aromatic ketones. Benzophenone, on the other hand, is an organic compound with the chemical formula C13H10O. The key difference between acetophenone and benzophenone is that acetophenone has a methyl group, whereas benzophenone has a benzene ring attached to the carbonyl carbon.