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Week 6 - Organic Chemistry I: Lecture Notes

by: Audrey Hernandez

Week 6 - Organic Chemistry I: Lecture Notes CHEM 2410

Marketplace > University of Toledo > Organic Chemistry > CHEM 2410 > Week 6 Organic Chemistry I Lecture Notes
Audrey Hernandez
GPA 3.6

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About this Document

These notes cover the rest of chapter 3 as discussed in class during week 6 of lectures.
Organic Chemistry 1
Joseph Schmidt
Class Notes
Chemistry, Science, Organic Chemistry, organic
25 ?




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This 2 page Class Notes was uploaded by Audrey Hernandez on Sunday October 2, 2016. The Class Notes belongs to CHEM 2410 at University of Toledo taught by Joseph Schmidt in Fall 2016. Since its upload, it has received 4 views. For similar materials see Organic Chemistry 1 in Organic Chemistry at University of Toledo.


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Date Created: 10/02/16
Organic Chemistry I Week 5 Lecture Notes Dr. Joseph Schmidt More about energy differences and strains ❖ More about strains ➢ Dihedral angle ■ The angle created by the intersection of two planes ■ Each plane is being created by three atoms ➢ Eclipsed ■ Syn ● One of the most unstable forms due to the overlapping of the two largest groups on the molecule ● Has the highest energy value ● Has highest amount at bumping and strain with atoms set very close together ➢ Staggered ■ Gauche ● Not the best but also not bad for what it is ● Has an intermediate ground level of energy ■ Anti ● The most stable structures the two largest groups of a molecule being furthest from each other ● Has the lowest energy value ● Has the lowest amount of bumping and strain with atoms set out of the way and away from each other ➢ Small ring strains ■ Effects on bond angle ● Pushes bond angles to be much smaller than what the ideal value for them really is ◆ Cyclopropane’s ideal bond able measure to be 109.5 degrees, but due to small ring strain it measures to be 60 degrees ■ Effects on structure ● If there are enough atoms for the molecule to do so, it will begin to fold and bend into a more stable structure ◆ Cyclobutane with four carbon atoms begins to bend or fold a little bit ◆ Cyclopentane turns to an envelope structure for the most stability ● Cyclohexane and its conformation structures ◆ Chair conformation Organic Chemistry I Week 5 Lecture Notes Dr. Joseph Schmidt ➢ The most stable conformation for the molecule ➢ Bond angles measure to be about 110.9 degrees ◆ Boat conformation ➢ Has eclipsing atoms and tends to be rather unstable conformation for the molecule ❖ Stereoisomers ➢ Are essentially the same in every way, connectivity of atoms and molecular formula, except for orientation of these atoms in third-dimension ➢ Stereocenter is any atom that can swap two covalently bound groups that can lead to the formation of a new stereoisomers ➢ Cis isomer v.s Trans isomer Cis isomer Trans isomer Side by side / same side Across / opposite sides “Up-up” / “down-down” orientation “Up-down” / “down-up” orientation ➢ Axial ■ Referred to as diaxial interactions ■ In a position where it is more likely to put more steric strain on the molecule ➢ Equatorial ■ In a position where it is placed more out of the way, creating less strain than axial positions


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