Simulator guide

How do you name organic compounds using IUPAC rules?

Short answer

An IUPAC name gives the longest carbon chain and the positions of multiple bonds, functional groups, and substituents, so you can tell the structure from the name. This simulator shows the structures, names, and isomers of 140 compounds, names the molecule you build from a chain and groups, and gives a 10-question test.

How do you name organic compounds?

  1. Find the longest carbon chain. The number of carbon atoms gives the root of the name: methane, ethane, propane, butane, pentane, hexane, heptane, octane.
  2. Number the chain from one end. The functional group, multiple bonds, and then substituents must get the lowest numbers.
  3. Write the number and name of each substituent in front: 2-methylbutane. If the same substituent repeats, add the prefix di- or tri-: 2,2-dimethylpropane.
  4. Add the suffix of the class.
ClassGeneral formulaExample
AlkaneCₙH₂ₙ₊₂butane
AlkeneCₙH₂ₙbut-1-ene
AlkyneCₙH₂ₙ₋₂but-1-yne
AlcoholR–OHpropan-2-ol
AldehydeR–CHOethanal
KetoneR–CO–R′butan-2-one
Carboxylic acidR–COOHethanoic acid
EsterR–COO–R′ethyl ethanoate
AmineR–NH₂methylamine

This guide uses the same style as the simulator. So the alkene is written as but-1-ene and the alcohol as propan-2-ol.

What are isomers?

Compounds with the same molecular formula but different structures are called isomers. Because their structures are different, their properties are different too.

FormulaIsomerBoiling point
C4H10butane−0.5 °C
C4H102-methylpropane−12 °C
C2H6Oethanol78 °C
C2H6Omethoxymethane−24 °C
Organic nomenclature lab in the Nalukh chem app: class tabs, a list of compounds, the structure of methane, and a table of properties
Compound list and structure in Explore mode in the Nalukh chem app simulator.

Learn organic naming in the Nalukh chem app

Build a molecule yourself and see its name right away. This simulator is included with full access. The app is free to download, and 2 units and 5 simulators are open with no sign-up.

How do you use the simulator?

  1. In Explore mode, choose a class from the tabs in the top row and tap a compound in the list.
  2. Use the Expanded, Condensed, and Skeletal buttons to switch between the three ways of showing a structure.
  3. Read the name, general formula, boiling point, homologous series chart, and ISOMER list. Tap an isomer to go to that compound.
  4. In Build mode, choose Chain length, Skeleton, Principal group, and up to two substituents. The name, formula, and approximate boiling point appear right away. If a combination is not possible, a hint appears.
  5. Test mode has 10 questions: name from formula, formula from name, isomers, and general formulas.
  6. The circular arrow button in the top row restarts the current mode.

Tasks to try in the simulator

The first three are done in Build mode.

  • Set the chain length to 4 and the skeleton to alkene, then set the position of the multiple bond to 1 and then to 3. In both cases the name stays but-1-ene. Why? Numbering starts from the end closer to the multiple bond.
  • Set the chain length to 3 and put a methyl substituent at position 2: you get 2-methylpropane. Now put it at position 1: the name becomes butane, because the longest chain now has 4 carbons.
  • Set the chain length to 3, set the principal group to –OH, and switch its position between 1 and 2. You get two alcohols with the same formula, which are isomers.
  • In Explore mode, choose an alkane and see on the homologous series chart that the boiling point rises as the number of carbons increases.

Sources

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