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Organic Chemistry for Hydrocarbon

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Presentation on theme: "Organic Chemistry for Hydrocarbon"— Presentation transcript:

1 Organic Chemistry for Hydrocarbon

2 Alkanes Hydrocarbon chains where all the bonds between carbons are single bonds Name uses the ending –ane Examples: Methane, Propane, Butane, Octane, 2-methylpentane

3 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

4 Physical & Chemical Properties Alkanes
Alkenes Alkynes Aromatics

5 Physical & Chemical Properties
Alkanes & Cycloalkanes

6 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

7 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.

8 Chemical Properties of Alkanes and Cycloalkanes
1. Alkanes & cycloalkanes are well flammable. no soot from combustion.

9 Chemical Properties of Alkanes and Cycloalkanes
Alkanes & cycloalkanes are saturated compounds. (having only single bonds) Chemical reactions: Substitution reactions

10 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*

11 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

12 Physical & Chemical Properties
Alkenes & Cycloalkenes

13 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.

14 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

15 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

16 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

17 Physical & Chemical Properties
Alkynes

18 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

19 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 CHCH + Cl2  Cl-CH=CH-Cl Cl-CH=CH-Cl + Cl2  Cl-CH-CH-Cl Cl Cl

20 Chemical Properties of Alkynes
2.2 Hydrogenation – hydrogen addition with Ni or Pt acted as catalyst. Ni HCCH + 2H  CH3-CH3 2.3 Hydrohalogenation – acid halide addition and alkyl halide will be obtained CHCH + HCl  H-CH=CH-Cl H-CH=CH-Cl + HCl  H-CH-CH-Cl H Cl

21 Chemical Properties of Alkynes
2.4 Hydration – water addition with H2SO4 acted as catalyst, alcohols will be obtained if reactant is ethyne. H2SO4 O CHCH +H2O  H-CH2-C-H Normally, ketones will be obtained. H2SO4 O CH3-CCH +H2O  CH3-C-CH3

22 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 3CHCH + 8KMnO4 + 4H2O  3HCOOH + 3CO2 + 8MnO2 + 8KOH Ketone will be obtained for alkyne with secondary carbon O O 3RCCR + 4KMnO4 +2H2O  3R-C-C-R + 4MnO2 + 4KOH

23 Physical & Chemical Properties
Aromatic compounds

24 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

25 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

26 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

27 Naming of Aromatic compounds
CH3 H3C CH3 CH3 C2H5 CH3

28 Naming of Aromatic compounds

29 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

30 Structural Isomers of Butane, C4H10

31 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

32 Isomers C5H12 C4H8 C3H8O Dichlorocyclomethane Trichlorocyclomethane

33 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

34 Functional compounds Identify the functional group of following compounds CH3CH2CH2COOH C3H7OH HCOH CH3COOCH2CH3


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