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Organic Chemistry
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Complex Substituents Ex. 1 IUPAC Name
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Draw the structure and give the molecular formula for each of the following compounds. 1. t-butyl-cyclohexane 2. 1,1-dimethyl-3-(1,1,3-tri-methyl-butyl)-cyclooctane
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Sharpes of alkanes sp 3 -Hybridization -Long-chain -Branched-chain C 4 H 10 Isomers
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Isomers Same formula Different structure Different molecule with different properties – must have a different name! Isomers are different compounds with the same molecular formula.
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Types of Isomers All Isomers Constitutional isomers (Structural isomers) Stereo isomers Cis-trans isomers (Geometric isomers) Other diastereomers (two or more chirality centers) DiastereomersEnantiomers
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Constitutional isomers (Structural isomers) are isomers that differ in the order in which atoms are boned together. Isomers are different compounds with the same molecular formula. Constitutional isomers Structural isomers Positional Isomerism Skeletal Isomerism or Chain Isomerism Functional Isomerism
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Skeletal Isomerism (Chain Isomerism) or Positional Isomerism Isomer of C 4 H 10
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Isomer of C 4 H 8
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Functional Isomerism
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Isomer C 5 H 12
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C 6 H 14
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C 7 H 16
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Molecular Formula Possible Number of constitutional Isomers Molecular Formula Possible Number of constitutional Isomers C 4 H 10 2 C 15 H 32 4,347 C 5 H 12 3 C 20 H 42 366,319 C 6 H 14 5 C 30 H 62 4,111,846,763 C 7 H 16 9 C 40 H 82 62,481,801,147,341 C 8 H 18 18 C 9 H 20 35 C 10 H 22 75 Number of alkane isomers
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Stereoisomers -Geometrical Isomers (cis-trans isomers) -Optical Isomers Stereoisomers are isomers that differ only in the orientation of atoms in space.
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Optical Isomers (s)-(+)- Cycloartenol Polarimetry
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Types of Isomers All Isomers Constitutional isomers (Structural isomers) Stereo isomers Cis-trans isomers (Geometric isomers) Other diastereomers (two or more chirality centers) DiastereomersEnantiomers
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Enantiomers are mirror-image isomers. R = RECTUS, UPRIGHT S = SINISTER, LEFT
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Geometrical Isomers (cis-trans isomers)
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Cis trans Cis Cis : Having similar group on the same side of a double bond or a ring. trans : Having similar group on opposite side of a double bond or a ring. Z : Having the higher-priority groups on the same side of a double bond or a ring. E : Having the higher-priority groups on opposite side of a double bond or a ring.
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Physical Properties of Alkanes -Solubilities -Desities
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Physical Properties of Alkanes
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Boiling Points of Alkanes
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-Surface area -Van der Waals attractions Intermolecular forces -Dipole-dipole -Van der Waals forces -Hydrogen bond
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Boiling Points of Alkanes bp Structure
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WHY ???
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-Desities d C
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Sources
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Reactions of Alkanes Combustion reaction CH 4 + O 2 C 5 H 12 + O 2
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Substitution reaction -Halogenation reaction Heat or light
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Mechanism of Halogenation reaction A radical mechanism 3 step -step 1 Chain Initiation -step 2 Chain Propagration -step 3 Chain Termination
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step 1 Chain Initiation Chlororination of Methane Mech… step 2 Chain Propagration Mech…
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step 3 Chain Termination
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EX 1. CH 3 CH 2 CH 3 Cl 2 Light, 25 o C
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Radicals (or free racdicals) are reactive intermediateds that have an unpaired electron. The relative stability of alkyl radical is as follows : High LOW
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