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Organic Chemistry for Hydrocarbon
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Alkanes Hydrocarbon chains where all the bonds between carbons are single bonds Name uses the ending –ane Examples: Methane, Propane, Butane, Octane, 2-methylpentane
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1 Meth 6 Hex 2 Eth 7 Hept 3 Prop 8 Oct 4 But 9 Non 5 Pent 10 Dec
Prefixes for 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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Physical & Chemical Properties Alkanes
Alkenes Alkynes Aromatics
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Physical & Chemical Properties
Alkanes & Cycloalkanes
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Physical Properties of Alkanes and Cycloalkanes
Boiling points of unbranched alkanes increase smoothly with number of carbons Melting points increase in an alternating pattern according to whether the number of carbon atoms in the chain is even or odd
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Physical Properties of Alkanes and Cycloalkanes
Branched chain has higher boiling point than strength chain (in case of number of carbon is equal) Alkanes are non-polar molecules, this indicates that alkanes are water-insoluble compounds. Alkanes are non-conductive compounds.
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Chemical Properties of Alkanes and Cycloalkanes
1. Alkanes & cycloalkanes are well flammable. no soot from combustion.
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Chemical Properties of Alkanes and Cycloalkanes
Alkanes & cycloalkanes are saturated compounds. (having only single bonds) Chemical reactions: Substitution reactions
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Chemical Properties of Alkanes and Cycloalkanes
2. Halogenation is a chemical reaction that incorporates a halogen atom into a molecule. More specific descriptions exist that specify the type of halogen: fluorination, chlorination, bromination, and iodination light CH4 + Cl2 CH3Cl + HCl chlorination light C7H10 + Br2 C7H9Br + HBr bromination *light is a necessary factor to make a reaction*
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Note! Chemical Properties of Alkanes and Cycloalkanes
Alkanes & Cycloalkanes cannot be reacted and reduced color of KMnO4. Note! light + Br2 Br-CH2-CH2-CH2-Br Addition reaction light + Cl2 Cl-CH2-CH2-CH2-CH2-Cl Unstables alicyclic alkanes: more reacitivity
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Physical & Chemical Properties
Alkenes & Cycloalkenes
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Physical Properties of Alkenes and Cycloalkenes
Boiling points and melting point of alkenes increase with number of carbons. If no. of carbon is same, alkenes have less boiling point and melting point than alkanes, i.e., b.p. of C4H10 >C4H8 Alkenes are non-water soluble compounds, but can soluble in non-polar solvent i.e. ether, hexane Alkenes are non-conductive compounds.
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Chemical Properties of Alkenes and Cycloalkenes
1. Combustion reaction 2C5H10 +15O2 10CO2 + 10H2O +heat 2. Addition reaction addition at double bond of carbon atom 2.1 Halogenation – halide addition, not required light CH2=CH2 + Cl2 Cl-CH2-CH2-Cl
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Chemical Properties of Alkenes and Cycloalkenes
2.2 Hydrogenation – hydrogen addition with Ni or Pt acted as catalyst, alkanes will be obtained. Ni CH3-CH=CH2 + H CH3-CH-CH2 H H 2.3 Hydrohalogenation – acid halide addition and alkyl halide will be obtained CH2=CH2 + HCl H-CH2-CH2-Cl
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Chemical Properties of Alkenes and Cycloalkenes
2.4 Hydration – water addition with H2SO4 acted as catalyst, alcohols will be obtained. H2SO4 CH2=CH2 +H2O HO-CH2-CH2-OH 3. Oxidation reaction react with KMnO4 (Oxidizing agent) in water, glycol will be obtained. 2KMnO4 + 4H2O + CH3-CH=CH-CH3 3CH3-CH-CH-CH3 + 2MnO2 + 2KOH OH OH
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Physical & Chemical Properties
Alkynes
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Physical Properties of Alkynes
Boiling points and melting point of alkenes increase with number of carbons. If no. of carbon is same: boiling point of alkynes > alkanes > alkenes Alkynes are non-water soluble compounds, but can soluble in non-polar solvent i.e. ether, hexane
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Chemical Properties of Alkynes
1. Combustion reaction 2C2H2 +5O2 4CO2 + 2H2O +heat 2. Addition reaction addition at triple bond of carbon atom 2.1 Halogenation – halide addition, not required light CHCH + Cl2 Cl-CH=CH-Cl Cl-CH=CH-Cl + Cl2 Cl-CH-CH-Cl Cl Cl
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Chemical Properties of Alkynes
2.2 Hydrogenation – hydrogen addition with Ni or Pt acted as catalyst. Ni HCCH + 2H CH3-CH3 2.3 Hydrohalogenation – acid halide addition and alkyl halide will be obtained CHCH + HCl H-CH=CH-Cl H-CH=CH-Cl + HCl H-CH-CH-Cl H Cl
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Chemical Properties of Alkynes
2.4 Hydration – water addition with H2SO4 acted as catalyst, alcohols will be obtained if reactant is ethyne. H2SO4 O CHCH +H2O H-CH2-C-H Normally, ketones will be obtained. H2SO4 O CH3-CCH +H2O CH3-C-CH3
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Chemical Properties of Alkynes
3. Oxidation reaction react with KMnO4 (Oxidizing agent) in water Carboxylic acid and CO2 will be obtained for alkyne with primary carbon 3CHCH + 8KMnO4 + 4H2O 3HCOOH + 3CO2 + 8MnO2 + 8KOH Ketone will be obtained for alkyne with secondary carbon O O 3RCCR + 4KMnO4 +2H2O 3R-C-C-R + 4MnO2 + 4KOH
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Physical & Chemical Properties
Aromatic compounds
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Physical Properties of Aromatics
Non-water soluble compounds Soluble in non-polar organic solvent i.e. ether Low boiling point and melting point Individual odor compounds
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Chemical Properties of Aromatics
1. Combustion reaction 15 2 O2 6CO2 + 3H2O 2. Substitution reaction 2.1 Halogenation – halide substitute with FeCl3 as catalyst FeCl3 Cl + Cl2 + HCl
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Chemical Properties of Aromatics
2.2 Hydrogenation Under high pressure and temperature with Ni as catalyst + 3H2 2.3 Alkylation Alkyl group substitute by alkyl halide to hydrogen with AlCl3 as catalyst AlCl3 CH3 + CH3Br + HBr
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Naming of Aromatic compounds
CH3 H3C CH3 CH3 C2H5 CH3
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Naming of Aromatic compounds
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Compounds that have the
Isomers Compounds that have the same molecular formula, but different molecular structures, are called structural isomers Isohexane Hexane C6H14 CH3 CH2 CH2 CH2 CH2 CH3 straight chain C6H14 CH3 CH2 CH2 CH CH3 CH3 Branched chain alkanes
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Structural Isomers of Butane, C4H10
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Isomers Differences compounds Same compounds Structure formula Name
Melting point (0C) Boiling point (0C) State at 250C Density at 200C (g/cm3) CH3 CH2 OH Ethanol -114.1 78.5 liquid 0.785 CH3 O CH3 Dimethyl ether -138.5 -24 gas 0.661 Same compounds Structure formula Name Melting point (0C) Boiling point (0C) State at 250C Density at 200C (g/cm3) CH3 CH2 CH2 CH3 n-butane - 0.5 gas 0.578 CH3 CH CH3 isobutane - 11.7 0.549 CH3
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Isomers C5H12 C4H8 C3H8O Dichlorocyclomethane Trichlorocyclomethane
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Functional compounds Compound Functional group Name Ether -O- Alkoxy
Alcohol -OH Hydroxyl Carboxylic acid -COOH Carboxyl Ester -COO- Alkoxycarbonyl Aldehyde -COH Carboxadehyde Ketone -CO- Carbonyl Amine -NH2 Amino Amide -CONH2
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Functional compounds Identify the functional group of following compounds CH3CH2CH2COOH C3H7OH HCOH CH3COOCH2CH3
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