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Organic Chemistry I Week 4 Notes

by: Jernelle John

Organic Chemistry I Week 4 Notes CHEM 231

Marketplace > University of Maryland > Chemistry > CHEM 231 > Organic Chemistry I Week 4 Notes
Jernelle John
GPA 3.5

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About this Document

These notes are a review of the material that we went over in Organic Chemistry I last week.
Organic Chemistry 1
Dr. Monique Koppel
Class Notes
orgo, organic, Chemistry, Organic Chemistry, Science, Orgo I
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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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