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What is the IUPAC name for dimethyl ketone?

Published in Organic Chemistry Nomenclature 2 mins read

The exact IUPAC name for dimethyl ketone is propanone.

Dimethyl ketone is a common organic compound also widely known by its trivial name, acetone. Its systematic IUPAC (International Union of Pure and Applied Chemistry) name, propanone, provides a clear and unambiguous way to identify the molecule based on its chemical structure.

Understanding Dimethyl Ketone (Acetone)

Dimethyl ketone refers to the simplest ketone, characterized by a carbonyl group (C=O) bonded to two methyl (CH₃) groups. Its chemical formula is CH₃COCH₃.

  • Common Name: Acetone
  • Molecular Formula: C₃H₆O
  • Structure: A central carbonyl carbon (C=O) is flanked by two methyl groups.

This compound is a colorless, volatile, and flammable liquid that is miscible with water, ethanol, and ether. It is widely used as a solvent in laboratories and industries, notably as a component of nail polish remover and paint thinners.

IUPAC Naming of Ketones

The IUPAC system provides a standardized way to name chemical compounds, ensuring clarity and consistency worldwide. For ketones, the naming convention typically involves:

  1. Identify the longest continuous carbon chain that includes the carbonyl group.
  2. Number the carbon chain to give the carbonyl carbon the lowest possible number.
  3. Replace the '-e' ending of the corresponding alkane with '-one'.
  4. Indicate the position of the carbonyl group with a number if necessary (for chains longer than three carbons).

Deriving "Propanone" from Dimethyl Ketone

Let's apply these rules to dimethyl ketone (CH₃COCH₃):

  • Longest Carbon Chain: The molecule has three carbon atoms in a continuous chain (C-C-C), with the middle carbon being part of the carbonyl group.
  • Corresponding Alkane: A three-carbon alkane is propane.
  • Ketone Suffix: Replacing the '-e' of propane with '-one' gives propanone.
  • Position of Carbonyl: Since it's a three-carbon chain, the carbonyl group can only be at the second carbon (if numbered from either end, 1-2-3 or 3-2-1). Therefore, a position number is not strictly necessary for propanone as there's only one possible isomer (2-propanone is redundant).
Feature Dimethyl Ketone (Acetone) IUPAC Name (Propanone)
Chemical Formula CH₃COCH₃ CH₃COCH₃
Number of Carbons 3 3
Functional Group Ketone Ketone
Common Application Nail polish remover, solvent N/A (systematic name)

For further details on IUPAC nomenclature, resources like the International Union of Pure and Applied Chemistry (IUPAC) and reputable chemical databases such as PubChem provide comprehensive information.