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BBslides40-85 - CONFORMATIONAL ISOMERS ETHANE CH3CH3 H C H...

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41 CONFORMATIONAL ISOMERS ETHANE CH 3 CH 3 C C H H H H H H H C H H H C H H H H H H H H H H H H H H staggered ecclipsed
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42 H H H H H H H H H H H H staggered ecclipsed 0 o ,120 o ,240 o ,360 o 60 o ,180 o ,300 o Due to repulsion between hydrogens the eclipsed form has a higher energy than the staggered form. ROTATION ENERGY DIAGRAM
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44 BUTANE CH 3 -CH 2 - CH 2 -CH 3
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45 Trans or Anti Gauche Gauche
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46 ecclipsed Staggered-anti
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47 CYCLOALKANES (C n H 2n ) CH 2 ( ) n H H 2 C H CH 2 n ) (CH 2 H 2 C CH 2 cycloalkane alkane 1- CYCLOPROPANE H H H H H H all three carbons lie in a single plane bond angle = 60 o strained molecule
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48 2- CYCLOBUTANE H H H H H H H H H H H H H H H H Bond angles approximately 90 o Highly Strained 3- CYCLOPENTANE H H H H H H H H H H internal angles approximately 105 o Strain Free
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49 4- SUBSTITUTED CYCLOALKANES A) CYCLOALKANES WITH TWO OR MORE ALKYL GROUPS I) If there are 2 carbon atoms on the ring that have 2 different groups attached to them a new type of isomerism is encountered called CIS-TRANS ISOMERISM . II) The two groups can be on the same side of the ring (CIS) or on opposite sides (TRANS) . CH 3 CH 3 CH 3 CH 3 CIS TRANS H H H H
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50 5- CYCLOHEXANE CHAIR BOAT H H H H H H H H H H H H H H H H CHAIR - STAGGERED BOAT - ECLIPSED
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51 CH 3 CH 3 equatorial axial CH 3 CH 3 inversion
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53 equatorial axial
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54 RULE – The most stable conformer is the one with the greatest number of groups in the equatorial position . CH 3 CH 3 CH 3 CH 3 CH 3 CH 3 1 equatorial 2 equatorial
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55 CIS – TRANS ISOMERS On each carbon there are two bonds. One bond points up and the other points down relative to each other. If both groups point up or both point down then they are CIS with respect to each other. If one group points up and the other down then they are TRANS with respect to each other.
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56 CH 3 CH 3 CH 3 CH 3 u d u d TRANS CH 3 CH 3 CH 3 CH 3 d d d d CIS BOTH ARE IDENTICAL
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58 NAMING CYCLOALKANES RULES 1) Cycloalkanes are named by placing the prefix cyclo- before the alkane name that corresponds to the number of carbon atoms in the ring. 2) The groups bound to the ring are listed in
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This note was uploaded on 11/19/2010 for the course CHEM 0458 taught by Professor Krishnamachari,n. during the Spring '10 term at CUNY Hunter.

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BBslides40-85 - CONFORMATIONAL ISOMERS ETHANE CH3CH3 H C H...

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