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

CHM 25500 Final Exam Study Guide

by: Gayatri

CHM 25500 Final Exam Study Guide CHM 25500 - 001

Marketplace > Purdue University > Chemistry > CHM 25500 - 001 > CHM 25500 Final Exam Study Guide
GPA 3.91
Organic Chemistry
Christopher H Uyeda

Almost Ready


These notes were just uploaded, and will be ready to view shortly.

Purchase these notes here, or revisit this page.

Either way, we'll remind you when they're ready :)

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

Organic Chemistry
Christopher H Uyeda
Study Guide
50 ?




Popular in Organic Chemistry

Popular in Chemistry

This 3 page Study Guide was uploaded by Gayatri on Saturday December 12, 2015. The Study Guide belongs to CHM 25500 - 001 at Purdue University taught by Christopher H Uyeda in Fall 2015. Since its upload, it has received 88 views. For similar materials see Organic Chemistry in Chemistry at Purdue University.

Similar to CHM 25500 - 001 at Purdue


Reviews for CHM 25500 Final Exam Study Guide


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: 12/12/15
CHM 25500 Final Exam Study Guide New material Chapter 10 Alcohols Alcohol a compound containing an OH hydroxyl group Thiol a compound containing an SH sulfhydryl group Alcohol and thiol nomenclature 0 Parent chain longest chain w the OH or SH group 0 Replace e at end of alkane 9 ol 0 Multiple alcohol groups diol triol etc o Thiols in alkane alkanethiol 0 Multiple thiol groups dithiol trithiol etc Physical properties 0 Polar I Engage in hydrogen bonding interactions I High boiling point relative to alkanes I Soluble in polar solvents like water I Acidity thiols gt alcohols Increases as ion size increases Deprotonation Metal alkoxides can be made from alcohols metalsmetal hydrides 0 Acid base reactions like CH3OH NaH 9 CHgO39 Na H2 gas 0 Oxidation reduction reactions like CH3OH Na 9 CHgO39 Na H2 gas Conversion to alkyl halides o Tertiary carbons undergo SNl 0 Secondary carbons undergo SNl or SN2 0 Primary carbons undergo SN2 0 Usually OH on the carbon molecule is a poor leaving group is made into a good leaving group with the help of a strong acid such as HCl I HCl protonates the alcohol making it a good leaving group charge on O Alternative methods of converting alcohols to leaving groups 0 PBI 3 I Only useful for primary and secondary unhindered carbons I SN2 mechanism somewhat like a double substitution reaction o SOClz I Additional base such as Et3N is also needed I Leaving group fragments into two pieces S02 and Cl39 0 Conversion to sulfonates I Good for SN2 reactions act like halides 1 Br I Sulfonate is a very stable molecule fragmentation does not occur with Cl39 Stabilized by resonance Alkyl sulfonates can react with nucleophiles 0 Useful for primary and secondary electrophiles o SN2 mechanism inversion of stereochemistry occurs Acidcatalyzed dehydration of alcohols to alkenes 0 Forms more substituted alkene o Tertiary and secondary alcohols undergo E1 mechanism 0 Primary alcohols undergo slow E2 mechanism because the base is weak 0 Done with H2SO4 heat creates alkene and water Oxidation reactions 0 Primary alcohols I Alcohol C3HgO9 Aldehyde C3H6O 9 Carboxylic Acid C3H6Oz 0 Secondary alcohols 39 Alcohol C3H80 9 Ketone C3H60 o Tertiary alcohols I No viable oxidation reaction because no protons left to remove Reagents of Oxidation Reactions 0 H2CrO4 chromic acid CI39O3 H2SO4 HzO I Primary alcohol 9 carboxylic acid I Secondary alcohol 9 ketone o PCC pyridinium chlorochromate CrO3 HCl pyridine I Primary alcohol 9 aldehyde I Secondary alcohol 9 ketone Chapter 11 Ethers and Epoxides Ether functional group containing an O bound to two C s Nomenclature 0 Select longest parent chain name OR group attached to it alkoxy Physical Properties 0 Ethers can accept H bonds from alcohols or water 0 Ethers are more soluble in water than alkanes but less than alcohols 0 BP and solubility in water ethanol gt dimethyl ether gt propane Preparation of ethers o Williamson ether synthesis SN2 substitution I Competing mechanism E2 elimination I Use less hindered electrophile alkyl halide to favor SN2 ether formation 0 Acid catalyzed addition of alcohols to alkenes I Markovnikov selectivity ether on more substituted carbon I Occurs with H and CH3OH similar to hydration reaction Epoxides 3 membered ring ethers 0 Very reactive due to ring strain Preparation of epoxides 0 From alkenes I Cycloalkene RCO3H 9 Cycloalkane with 3 membered ring RCOzH I Z alkene gives cis structure I E alkene gives trans structure 0 From intramolecular substitution I SN2 mechanism I NaOH deprotonates the H from OH and then 039 closes in on the other carbon forming an epoxide and kicking off Cl I Stereoselective OH and C must be anti and coplanar Trans reactants 9 trans products same for cis Ring Opening of Epoxides o SN2 substitution with anionic nucleophiles water I Less hindered carbon is favored I Stereochemistry is preserved o Acidcatalyzed opening with neutral nucleophiles H I In the case of achiral reactants ll racemix mix of enantiomers is produced depending on which side the O attacks on I Stereochemistry is preserved for the carbon that O doesn t attack the one with the original OH


Buy Material

Are you sure you want to buy this material for

50 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."

Kyle Maynard Purdue

"When you're taking detailed notes and trying to help everyone else out in the class, it really helps you learn and understand the I made $280 on my first study guide!"

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.