New User Special Price Expires in

Let's log you in.

Sign in with Facebook


Don't have a StudySoup account? Create one here!


Create a StudySoup account

Be part of our community, it's free to join!

Sign up with Facebook


Create your account
By creating an account you agree to StudySoup's terms and conditions and privacy policy

Already have a StudySoup account? Login here

Week 6 Organic Chemistry notes

by: Hannah Malcomson

Week 6 Organic Chemistry notes CHEM141

Marketplace > University of Vermont > Chemistry > CHEM141 > Week 6 Organic Chemistry notes
Hannah Malcomson

Preview These Notes for FREE

Get a free preview of these Notes, just enter your email below.

Unlock Preview
Unlock Preview

Preview these materials now for free

Why put in your email? Get access to more of this material and other relevant free materials for your school

View Preview

About this Document

These notes cover ring flips, stereoisomers, and axial and equatorial orientation patterns of substituents.
Class Notes
Organic Chemistry
25 ?




Popular in Course

Popular in Chemistry

This 2 page Class Notes was uploaded by Hannah Malcomson on Tuesday October 11, 2016. The Class Notes belongs to CHEM141 at University of Vermont taught by AlexanderWurthmann in Fall. Since its upload, it has received 5 views. For similar materials see /class/230083/chem141-university-of-vermont in Chemistry at University of Vermont.


Reviews for Week 6 Organic Chemistry notes


Report this Material


What is Karma?


Karma is the currency of StudySoup.

You can buy or earn more Karma at anytime and redeem it for class notes, study guides, flashcards, and more!

Date Created: 10/11/16
Hannah Malcomson ORGO: Week 7 Drawing “chairs” and the substituents  When drawing an “axial” substituent, the substituent will come off the chair either straight up or down. o If the carbon in question is a “hill”, the substituent will go up o If the carbon in question is a “valley”, the substituent will go down  When drawing an “equatorial” substituent, will be horizontal, and will generally go to the middle of the molecule to highlight the tetrahedral geometry.  Chair Flips o When a “chair” is flipped, each carbon, in essence, will go to the opposite position. For example:  A “hill” will turn into a “valley”  An axial substituent will become equatorial  An equatorial substituent will become axial Confirmations of Newman’s Projections:  Staggered: non- hydrogen atoms are on opposite sides of the projection o Very stable  Gauche: non- hydrogen atoms are next to each other on the projection but are not eclipsing. o An axial substituent on a cyclohexane has a negative interaction with C-H bonds to carbons around the ring’s gauche interaction. In a chair, it’s called A-1,3- strain (axial bonds on carbons 1 and 3 are negatively interacting (gauche)) o To solve the “gauche problem”, ring flip!  A ring flip will essentially reorient the carbon atoms that were negatively interacting in such a way that they will be partially or completely staggered and will no longer negatively interact. Substituents prefer to be equatorial in order to avoid A-1,3-strain. If possible, a ring flip in which axial substituents will become equatorial will reduce the A-1,3-strain. Substituent Steric Hindrance Ratio (eq. : ax.) -Cl 2.0 70:30 -OH 4.2 83:17 -CH3 7.6 95:5 -CH2CH3 8.0 96:4 -CH(CH3)2 9.2 97:3 t-butyl 22.8 99.99:0.01 Sterochemistry:  Stereoisomers: isomers in which the organization of the molecules and bonds are the same, but the orientation of substituents (wedges and dashes) may differ.


Buy Material

Are you sure you want to buy this material for

25 Karma

Buy Material

BOOM! Enjoy Your Free Notes!

We've added these Notes to your profile, click here to view them now.


You're already Subscribed!

Looks like you've already subscribed to StudySoup, you won't need to purchase another subscription to get this material. To access this material simply click 'View Full Document'

Why people love StudySoup

Jim McGreen Ohio University

"Knowing I can count on the Elite Notetaker in my class allows me to focus on what the professor is saying instead of just scribbling notes the whole time and falling behind."

Allison Fischer University of Alabama

"I signed up to be an Elite Notetaker with 2 of my sorority sisters this semester. We just posted our notes weekly and were each making over $600 per month. I LOVE StudySoup!"

Bentley McCaw University of Florida

"I was shooting for a perfect 4.0 GPA this semester. Having StudySoup as a study aid was critical to helping me achieve my goal...and I nailed it!"

Parker Thompson 500 Startups

"It's a great way for students to improve their educational experience and it seemed like a product that everybody wants, so all the people participating are winning."

Become an Elite Notetaker and start selling your notes online!

Refund Policy


All subscriptions to StudySoup are paid in full at the time of subscribing. To change your credit card information or to cancel your subscription, go to "Edit Settings". All credit card information will be available there. If you should decide to cancel your subscription, it will continue to be valid until the next payment period, as all payments for the current period were made in advance. For special circumstances, please email


StudySoup has more than 1 million course-specific study resources to help students study smarter. If you’re having trouble finding what you’re looking for, our customer support team can help you find what you need! Feel free to contact them here:

Recurring Subscriptions: If you have canceled your recurring subscription on the day of renewal and have not downloaded any documents, you may request a refund by submitting an email to

Satisfaction Guarantee: If you’re not satisfied with your subscription, you can contact us for further help. Contact must be made within 3 business days of your subscription purchase and your refund request will be subject for review.

Please Note: Refunds can never be provided more than 30 days after the initial purchase date regardless of your activity on the site.