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Organic Chemistry Benzene The Condensed Version
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Alkanes Hydrocarbon chains - all the bonds between carbons are SINGLE bonds Name uses the ending –ane Prefix to denote the number of carbon atoms. Their general formula is CnH2n + 2.
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Prefixes for # of Carbons
1 Meth- 6 Hex- 2 Eth- 7 Hept- 3 Prop- 8 Oct- 4 But- 9 Non- 5 Pent- 10 Dec-
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Attached Side Chains Attached carbon groups end in –yl Methyl = CH3 -
Ethyl = CH3CH2- Propyl = CH3CH2CH2 – The location for each attached group is designated by a number. 3-ethylpentane
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Structural Formulas 2-methylpentane
In an alkane, all C atoms have sp3 hybridization; therefore, bond angles are 109.5°.
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Name these compounds
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Draw these Alkanes 2-methylpentane 3-ethylhexane 2,2-dimethylbutane
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Cycloalkanes Cycloalkanes are represented by polygons. Their general formula is CnH2n.
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Isomers Isomers: Compounds with same molecular formula but different structures.
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Properties of Isomers Isomers are completely different compounds.
Due to their different structures, they possess different physical properties i.e. melting point, boiling point, and density, as well as chemical properties.
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Learning Check Draw all possible structural isomers of C5H12 n-pentane
isopentane or methyl butane isopentane or dimethyl propane
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Alkenes and Alkynes Unsaturated (“not full”)
contain carbon-carbon double and triple bond to which more hydrogen atoms can be added. Alkenes: carbon-carbon double bonds Alkynes: carbon-carbon triple bonds.
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Naming Alkenes Alkenes uses the ending – ene
Their general formula is CnH2n The C atoms that participate in the double bond have sp2 hybridization plus one pi bond. The bond angle is about 120°. 1-butene 2-butene ethene
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Naming Alkynes Alkynes uses the ending – yne
Their general formula is CnH2n -2 The C atoms that participate in the double bond have sp hybridization plus two pi bonds. The bond angle is 180°. 2-pentyne ethyne
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Aromatic Compounds and Benzene
Aromatic compounds contain benzene. Benzene, C6H6 , is represented as a six carbon ring with 3 alternating double bonds. Two possible resonance structures can be drawn to show benzene in this form. What empirical evidence suggests resonance structures?
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Benzene Side Groups When benzene is attached to a parent chain (R), it is referred to as a phenyl group. Dichloro-diphenyl-trichloroethane (DDT)
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Addition Reactions Alkenes and Alkynes can undergo an addition reaction to become saturated. Hydrogen gas (H2) or a halogen is added. Halogenated hydrocarbons are named by adding a prefix on the name of the hydrocarbon. Fluoro (F-) Chloro (Cl-) Bromo (Br-) + Cl2 Iodo (I-) 1, 2-dicholorpropane
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Functional Groups Alcohol Ether Aldehyde Ketone Thiol
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Isomers and Functional Groups
Alcohols and Ethers (C3H8O) Aledyhdes and Ketones (C3H6O)
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Comparison of Boiling Points
Which would have the higher boiling point?
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Isomers of C4H10O Why do some isomers have a higher boiling point?
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More Functional Groups
Carboxylic Acid Amine Amino Acid lysine alanine tryptophan phenylalanine
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Hydrogen Bonding Carboxylic Acids have strong H-bonds.
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One More Functional Group
Ester – formed by dehydration synthesis
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Identify the functional groups
Carboxylic Acid Aldehyde Ether Thiol Alcohol Amine Ketone Ester
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