Introduction to organic chemistry
- Created by: 12rmccarthy
- Created on: 17-02-18 14:20
carbon compounds
-carbon can form rings and very long chains which may be branched because:
- carbon can form 4 covalent bonds as 4 outer shell electrons
- C-C bonds are very strong and non- polar
- C-H bond also strong and relatively non-polar- hydrocarbons form the skeleton of most organic compounds
Bonding in carbon compounds:
- always forms 4 covalent bonds and has 8 electrons in outer shell. does this by:
- four single bonds (C-C) like methane
- 2 single bonds and one double bond- ethene
- one single bond and one triple bond like ethyne
formulae
Empirical: simplest whole number ratio of atoms of each element present in a compound
Molecular: shows the actual number of atoms of each element in the molecule- found by:
- empirical formula
- molecular mass of empirical formula
- molecular mass of molecule
Displayed: shows every atom and every bond in the molecule
Structural: doesnt show all bonds and each C is written seperately with the atoms or groups attached to it
Skeletal: straight lines represent C-C bonds. each C is assumed to form 4 bonds
curly arrows and free radicals
Curly Arrows: movement of a pair of electrons
- as electrons are -vely charged, they move from high electron density areas to more positively charged areas, eg a lone pair could be attracted to the +ve end of a polar bond.
- arrow starts at lone pair or covalent bond and moves towards the +vely charged area of a molecule to form a new bond
Free Radicals:
- sometimes a covalent bond (shared pair of electrons) may break in a way that one electron goes to each atom that originally formed the bond. These fragments of the original molecule have an unpaired electron and are usually extremely reactive.
Nomenclature
Roots: the longest unbranched hydrocarbon chain- meth, eth, prop, but, pent, hex
prefixes and suffixes: describe the changes that have been made to the molecule
prefix: methyl, ethyl...... or cyclo for a ringed compound
suffix: eg ol for alcohols
Functional groups: a reactive group (group that governs the chemical properties of the molecule). the functional group reacts in the same way, whatever the length of the chain
alcohols: O-H
aldehyde: H-C=O
carboxylic acid: OH-C=O
Isomers
Structural isomers: same molecular formula but different structural formula
Structural isomers can have:
same functional groups attached to main chain at different points eg 1-chloropropane and 2-chloropropane. Called Positional Isomerism
functional groups can be different- eg C2H6O can represent ethanol or methoxymethane. Called Functional Group Isomerism
a different arrangement of the hydrocarbon chain eg branching. Called Chain Isomerism.
stereoisomerism
- where two (or more) compounds have the same structural formula. they differ in the arrangement of the bonds in space
-E-Z isomerism tells us about the positions of substituents at either side of a C=C bond. 2 substituents may either be on the same (Z) or opposite side of the bond (E)
- you look at the atomic numbers of the atoms attached to the C=C bond and you it is the relationship between the 2 highest values you're looking at.
- -Highest values on same side- Z
- -Highest values on opposite sides- E
Both C atoms must have 2 different groups attached to it
-You can rotate about the groups on a single bond, so there are no isomers (as structural formula is the same even when rotated) but there is no rotation about a double bond, so Z- isomers and E- isomers are seperate compounds and are not easily converted from one to the other.
Homologous series
a family of organic compounds with the same functional group but different carbon chain length
- members of a H. series have a general formula. each member differs by CH2
-the length of the chain has little effect on chemical reactivity
-the length of the chain affects physical properties eg melting and boiling point which increase with increased chain length as IM forces increase
-branched chains reduces MP as molecules cant pack as closely together
Aliphatic- chain molecule
Aromatic- ring molecule with single, double and triple bonds
Cyclic- ring molecule with only single bonds
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