Introduction to Organic Chemistry and IUPAC Nomenclature

organicchemistryorganic chemistry- chemistry concerning carbon-containing compounds

Why is Carbon Special?

  • can form strong bonds with multiple atoms of itself in a chain
  • can bond with many other elements like hydrogen, nitrogen, sulfur, oxygen, and phosphorus   * brings diversity in compounds that can be formed     * this allows it to be the basis of life
  • carbon can also form double and triple bonds
  • carbon is tetravalenttetravalent- it can remove/gain 4 electrons
  • functionalgroupsfunctional groups- increase the functionality/reactivity of a molecule

Other Elements

  • oxygen is divalentdivalent- it can gain 2 electrons
  • nitrogen is trivalenttrivalent- it can gain 3 electrons
  • hydrogen is always monovalentmonovalent- it can lose 1 electron

Types of Structures/Formulas & Other Conventions

  • lewisstructureslewis structures- show lone pairs as well as number & type of bond present in the molecule
  • condensedformulacondensed formula- writing the carbons with their hydrogens   * example- C20H42O can also be written as CH3(CH2)19OH
  • **bondlineformulabond line formula-**shown below

   Bond line formulas of ethane, ethene, butane, and 2-methylpropane

  • <em>n</em><em>n-</em>(insert molecular formula or name of hydrocarbon) means it’s “normal” & not branched   * example- *n-*butane
  • isomersisomers- molecules with the same molecular formula but different structures   * the number of isomers tends to increase as the number of carbons in the compound increases

Hydrocarbons

  • made of only carbon and hydrogen
  • not very functionally useful
  • mostly used for energy
  • 2 types   * saturatedsaturated- maximum amount of hydrogens are in the molecule, all carbons have single bonds     * also called alkanesalkanes   * unsaturatedunsaturated- some carbons have double or triple bonds

IUPAC Nomenclature

  • parent chain is the longest identifiable carbon chain present in the molecule   * if 2 chains have the same length, the parent chain is the one with the most substituents
  • carbons in the chain are numbered so the substituents get the lowest number possible   * if some substituents have the same number no matter numbering from left to right, numbering starts from the end where the next substituent has the lowest number
  • give the lowest number to the substituent whose letter is first in the alphabet
  • if more than one of the same type of substituent is present, use the prefixes di- for 2, tri- for 3, tetra- for 4, etc. to indicate the number
  • substituents are listed in alphabetical order   * ignore numerical prefixes in alphabetization (like di-, tri-, tetra-)   * don’t ignore positional prefixes like iso-
  • names and numbers are separated by dashes

multiple numbers are separated by commas

 Parent chain names based on number of carbons

 How to name substituent alkyl groups

  • halogens as substituents   * F: fluoro-   * Cl: chloro-   * Br: bromo-   * I: iodo-

Example

 Example #1

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