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(1.2) Hydrocarbons Alkanes
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Alkanes bonds are still relatively weak yet a single bond is harder to break than a multiple bond are non-polar and have weak intermolecular force, therefore relatively low boiling points boiling point increases with an increase in number of atoms (increasing intermolecular force)
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Alkanes # C atoms BP (0 C) 1-5 <30 5-16 40-275 16-22 >250 >18 >400 >26 >500 Because of the variety in structure and length, its hard to classify alkanes in certain boiling point range.
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Naming Alkanes Use the IUPAC method Based on number of carbon atoms
Use “-ane” as a suffix Ex: methane ethane # C atoms Root 1 Meth 2 Eth 3 Prop 4 But 5 Pent 6 Hex 7 Hept 8 Oct 9 Non 10 Dec
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Naming Alkanes Use general formula for alkanes
CnH2n+2 where n= # C atoms ex. Propane (C3H8) Heptane (7 C atoms) (C7H16)
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Alkanes As a group of compounds alkanes form a homologous series.
Each molecule differs from the next by the structural unit CH2 ex. ethane, propane, butane
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Straight Chained Alkanes
Count the number of carbons present in the chain. This determines the “root” Ex.Name the following compounds a) CH3(CH2)7CH3 b) c) Ans: nonane, methane, ethane
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Straight Chained Alkanes
Ex. Draw the following a) Propane (complete structural diagram) b) Decane (condensed structural diagram) c) Pentane (line structural diagram)
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Branched Chained Alkanes – Step 1
Find the longest continuous chain (parent chain or backbone) Ex: 5 = pent (root) since there are only single bonds use the suffix - ane
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Branched Chained Alkanes
Ex. What is the longest carbon chain in the following?
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Branched Chained Alkanes – Step 2
Identify any branches. Number the main chain from the end that gives the lowest number for 1st location at which branch occurs. 11 21 31 41 51
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Branched Chained Alkanes – Step 3
Alkyl group: hydrocarbon group from an alkane by removing a hydrogen Name branch using root name (table 2 –p12) and change the ending to –yl Ex. –CH3 methyl
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Branched Chained Alkanes – Step 4
Indicate the point of attachment of the alkyl group to the hydrocarbon backbone. For this we number the C’s in the parent chain. Numbering system must give the lowest possible combinations. Ex.2-methylpentane
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Branched Chained Alkanes
Ex. Draw the following 3-ethylhexane
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Branched Chained Alkanes
We separate…. numbers from numbers by a comma (,) and numbers from letters with a hyphen (-) Spelling Counts!
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Branched Chained Alkanes
When multiple branches of the same type are present: Use the suffix di, tri, tetra etc. before the alkyl group Ex. a) 2,3-dimethylhexane b) 2,3,3-trimethylpentane
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Branched Chained Alkanes
When multiple branches of the different type are present: Name the alkyl groups, with number indicating position on parent chain, in alphabetical order. Note: Some textbooks may be different. Ex. a) 3-ethyl-5-methylheptane b) 4-ethyl-2,3-dimethyloctane Recall: alphabetical order for alkyl groups, excluding prefix
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Branched Chained Alkanes
Ex. Name the following: CH3-CH-CH2-CH-CH2-CH-CH3 CH2CH3 CH3 CH2CH2CH3
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Isomers Isomers have the same molecular formula but different structures. They have different properties (ex. melting/boiling points, density, reactivity )
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Isomers – Example 1 Butane – C4H10 IUPAC Name: butane 2-methylpropane
Common Name: n-butane i-butane (normal butane) (isobutane)
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Isomers – Example 2 Pentane - C5H12
Draw all of the ways this compound could be structured. Then name the isomers! (Hint – there are 3 isomers) Ans: pentane, 2-methylbutane, 2,2-dimethylpropane
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Isomers of Alkyl Groups
When we consider potential attachment points, there are 2 propyl isomers (-C3H7): p13 Figure 4 Note: The coloured bond indicates where the group is attached to the larger molecule
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Isomers of Alkyl Groups
There are 4 butyl isomers (-C4H9): p13 Figure 4
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