Organic
Drawing and naming

Organic compounds are often written as structural formulae, with lines representing bonds.

Structural formulae may be expanded, condensed, or skeletal:

  • Expanded form has each hydrogen atom drawn individually coming off the carbons.
  • Condensed form has the hydrogens for each carbon written directly next to it.
  • Skeletal form means not writing the letters for carbon or hydrogen at all - the chains are drawn as straight lines with corners, where each corner represents a carbon and all its necessary hydrogens.

The number of bonds on each element follows specific rules:

  • Carbon atoms must have exactly 4 bonds each
  • Hydrogen atoms must have exactly 1 bond each
  • Neutral oxygen atoms must have exactly 2 bonds each, and oxygen atoms with a 1- charge must have exactly 1 bond each
  • Neutral nitrogen atoms must have exactly 3 bonds each, and nitrogen atoms with a 1+ charge must have exactly 4 bonds each

Number of carbons in main chains or side chains is determined by these prefixes:

  • meth = 1 carbon
  • eth = 2 carbons
  • prop = 3 carbons
  • but = 4 carbons
  • pent = 5 carbons
  • hex = 6 carbons
  • hept = 7 carbons
  • oct = 8 carbons

Functional group positions are indicated by numbers, with each number representing a carbon along the main chain (or a bond on the main chain, for alkene and alkyne groups.

A table of functional group formulae and names is attached.

If there are multiple of the same functional group in the compound, this will be indicated by a prefix:

  • di = 2 of the same group
  • tri = 3 of the same group
  • tetra = 4 of the same group

Organic practice programs: naming | drawing

Properties

The melting and boiling point of a compound depends on the strength of secondary forces:

  • The strength of dispersion forces (longer chains lead to higher melting/boiling points)
  • The presence of polar groups (more polar groups leads to higher melting/boiling points)

The solubility of a compound in another depends on how similar their secondary forces are. Compounds with a shorter nonpolar hydrocarbon chain and more polar groups will tend to dissolve better in water, because it is highly polar.

Reactions

Some of the common reactions between organic compounds include:

  • combustion (burning in the presence of oxygen gas) to produce carbon dioxide and water
  • addition (combining a small molecule onto a larger molecule) for example addition of bromine to an unsaturated compound
  • elimination (producing a small molecule from a larger molecule) for example condensation of water in esterification
  • oxidation, for example of a primary alcohol to an aldehyde, of a secondary alcohol to a ketone, or of an aldehyde to a carboxylic acid
  • reaction of an aldehyde with Tollen's reagent to produce a silver mirror
  • hydrolysis (reaction with water)

Some organic compounds are quite unreactive, for example:

  • Tertiary alcohols are not oxidised
  • Benzene is a reasonably unreactive group

Organic practice programs: reactions | products | polymers/monomers

Isomers and homologous series

Isomers are compounds that have the same molecular formula (number of each element) but different shape. Homologous series include compounds with the same general formula (the molecular formula follows a certain pattern).