Organic Chemistry I Week 4 Notes
Organic Chemistry I Week 4 Notes CHEM 231
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This 2 page Class Notes was uploaded by Jernelle John on Monday September 26, 2016. The Class Notes belongs to CHEM 231 at University of Maryland taught by Dr. Monique Koppel in Fall 2016. Since its upload, it has received 11 views. For similar materials see Organic Chemistry 1 in Chemistry at University of Maryland.
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Date Created: 09/26/16
Monday, September 26, y Week 4 Notes Organic Chemistry As the number of carbons increase, boiling point increases Straight carbon chain has a higher boiling point than a branched carbon chain due to surface area Newman Projection a type of diagram visualizing carbon conformation structure • Conformer rotation from one position to the next eclipsed bonds are in front of each other, not all atoms are visible • atoms are repulsing each other • higher energy; less stable • 60 degree rotation from staggered conformation staggered bonds are inbetween each other where all atoms are visible • lower energy; more stable • anticonfirmation staggered confirmation where methyl groups are farthest apart most stable Strain • torsional strainrepulsion of bonding pair electrons due to eclipse confirmation aka eclipsing strain aka barrial to notation • steric strain repulsion of electrons due to crowding of atoms that are not directly bonded to each other 1 Monday, September 26, y diaxial interaction axial substituents bumping into each other • angle strain when an angle deviates from its usual, stable position Dihedral angle angle seen in the plane of a Newman projection between atoms the most stable Newman projection is in an eclipsed position where the larger atoms are directly opposite of each other • halogens are smaller than methyl groups Cyclohexane and the chair confirmation • axial position go up and down less stable, more energy atoms that come off from the methyl group crowd each other (steric strain/ diaxial interaction) • equatorial position off in angles more stable atoms do not crowd each other gauche interaction when two large groups (such as carbon groups) are next to each other causing the dihedral angle to be less than or equal to 120 degrees • occurs anytime there is a substituent on an axial position 1,3 cis is more stable than 1,3 trans 1,2 trans is more stable than 1,2 cis Ring Flip when we flip the cyclohexane chair confirmation • all carbons in axial position move to equatorial position and all carbons in equatorial position move to axial position • direction in which the carbons are pointing remain the same if a carbon was up axial, it will be up equatorial after a ring flip 2
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