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Alkene Epoxidation Reaction and Mechanism Using Peroxy acid or mCPBA

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leah4sci.com/alkene-reactions/ Presents: Epoxidation of alkenes - reaction and mechanism for converting an alkene to epoxide.
Need help with orgo? Download my free guide '10 Secrets to Acing Organic Chemistry' HERE: leah4sci.com/orgo-ebook/
This video takes you through the reaction and mechanism for alkene epoxidation. Starting with an understanding of peracids including mCPBA (meta chloroperbezoic acid) followed by a shortcut to quickly identifying products.
And finally a full color explanation of the cyclic 'concerted' mechanism for reacting the peroxy acid with an alkene.
Catch my entire Alkene Reactions video series on my website: leah4sci.com/alkene-reactions/
For more in-depth review including practice problems and explanations, check out my online membership site: studyhall.leah4sci.com/join
For private online tutoring visit my website: leah4sci.com/organic-chemistry...
Finally, for questions and comments, find me on social media here:
Facebook: / leah4sci
Twitter: / leah4sci
Google+ plus.google.com/u/0/+LeahFisch
Pinterest: / leah4sci

Опубликовано:

25 ноя 2014

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Комментарии : 113

@kushamaharshi7401 8 лет назад

Your videos are precise yet comprehensive. Well explained and not painstakingly long. It's rare to find these qualities in online chemistry videos. Very well done. :))

@Leah4sci 6 месяцев назад

Thanks so much for your kind words, happy to help

@patchworkgirl27 5 лет назад

Leah You are saving my academic life!!!! I wish I could afford ur tutoring sessions!!! Thank you for these videos! from one nerd to another

@Leah4sci 5 лет назад

You're welcome Nati. Glad the channel helped.

@alohomora394 9 лет назад

u ever wonder how ppl found all o f this out????

@gartyqam 4 года назад

they hav no life

@russp1212 4 года назад

literally all the time, like wtf

@JespMusic 3 года назад

It's very similar to music theory believe it or not

@flow4458 3 года назад

@@gartyqam Yeah, if all those smart asses had a life, a lot of others with a life would be dead; without this shit no drug and pill would be on this earth...

@momsspaghetti8093 3 года назад

@@gartyqam Nah they prolly got a better life than you lil kid

@rossclydesimonvil4875 2 года назад

you are so simple in your explanations your dumb it down for us that are not so good in O Chem thanks a lot Mrs Leah.

@Leah4sci 2 года назад

You're so welcome! It's not dumbing it down, though. It's just finding a way that makes it easier to understand. The subject and the students are still just as smart ;)

@JespMusic 3 года назад

Thanks for explaining this mechanism. It's fascinating!

@Leah4sci 3 года назад

Glad you liked it!

@divyanshurawat9083 7 лет назад

awesome explanation... learning orgo was never such easier... thanks a lot.. great work😃😃

@Leah4sci 7 лет назад

Glad it helped!

@teyang. 3 года назад

YOU'RE MAGIC ! thank you for your videos queenn

@Leah4sci 2 года назад

You're so welcome!

@ManojTaneja1958 9 лет назад

Maam I am from India. These videos are very useful to me . Thanks to u for uploading these videos.

@shahbaazali1195 7 лет назад

same here, life saver !!

@Leah4sci 6 месяцев назад

You're so welcome!

@shrimanpatil 4 года назад

so wonderfully explained Leah 💖💖💖💖💖💖💖

@Leah4sci 4 года назад

Glad you liked it!!

@rasadokht 3 года назад

you totally saved my life.thank you sooo much.

@Leah4sci 3 года назад

I'm so glad to help!

@jobsyjose625 7 лет назад

The way you teach is amazing..

@Leah4sci 7 месяцев назад

So happy to help!

@chillydoog 7 лет назад

WOW. Ive never thought of using butter as a reagent before. Ill have to try that!

@Leah4sci 7 месяцев назад

@khyzer1114 7 лет назад

Thanks! This has been very helpful.

@Leah4sci 7 месяцев назад

you're very welcome!

@BoBo-kg1me 4 года назад

You saved the day for me # Thank you Leah

@Leah4sci 4 года назад

Awesome! You're very welcome!

@shanemichael9011 6 лет назад

Very good video !! Well understood. However, I only wished I saw this video months ago before learning this mechanism by means of a much more difficult way !

@Leah4sci 5 лет назад

Glad the video helped you understand the topic better! You are very much welcome!

@nipamehta4556 6 лет назад

Excellent explanation

@Leah4sci 6 лет назад

Glad you enjoyed it!

@Patrick-gw1vp 6 лет назад

Very helpful. Thank you

@Leah4sci 5 лет назад

You're welcome! Glad to help! :)

@dr.asmaaibrahim2671 3 года назад

That is great video ♥️

@Leah4sci 3 года назад

Thank you!!

@myettedupreez6664 4 года назад

thank you Leah!

@Leah4sci 4 года назад

You're very welcome!

@sheagallagher95ify 9 лет назад

Thanks Leah Fisch! Now I have a hope in passing my 1st year of Chem BSc! hahaha

@Leah4sci 6 месяцев назад

You're very welcome!

@patriciagomani6097 2 года назад

Well summarized

@Leah4sci Год назад

Glad you liked it, thanks for watching!

@eman4159 4 месяца назад

thank you so much for this amazing video💕💕 did you explain the topic that follows alkene epoxidation (anti and syn dihydroxylation)?

@Leah4sci 4 месяца назад

You can find my entire alkene series here: leah4sci.com/alkene-reactions/

@Shreyaraman2005 10 месяцев назад

I have a doubt. Alkenes on oxidation with Baeyer's reagent give us diols as our products. Does this follow the same, or some similar mechanism of alkene epoxidation? This is because in my textbook, alkene epoxidation is omitted and many other reactions are present such as polymerisation, Addition of Sulphuric Acid, Oxidation (as given above) and etc.

@Leah4sci 10 месяцев назад

I'm sorry, but I don't offer tutoring over social media. For help with questions like this and more, I recommend joining the organic chemistry study hall. Details: leah4sci.com/join or contact me through my website leah4sci.com/contact/

@khizrabatool9989 2 года назад

Your vids help a loooot

@Leah4sci 2 года назад

Glad to hear that!

@zhalehdorostkar4462 9 лет назад

you are great thanks

@Leah4sci 6 месяцев назад

You're very welcome!

@radhhpatel 8 лет назад

thank you!

@Leah4sci 6 месяцев назад

You're very welcome!

@sydaanees2710 4 года назад

Quality teaching mam amazing

@Leah4sci 4 года назад

Aww thanks!

@anandreddy2992 6 лет назад

Will this apply to sharpless asymmetric epoxidation

@Leah4sci 6 лет назад

I'm not familiar enough with that reaction to answer your question.

@debayandas3146 4 года назад

Thank you

@Leah4sci 4 года назад

You're welcome!

@imnobody7226 3 года назад

Mam can you please upload or tell me if you have uploaded video for diels alder reaction??

@Leah4sci 11 месяцев назад

I have a short series on the Diels Alder Reaction that you can find at leah4sci.com/diels-alder-reaction-mechanism-organic-chemistry/

@littleuwu296 4 года назад

Thank youu💕💕💕

@Leah4sci 4 года назад

You're welcome!

@svnspell6709 3 месяца назад

This is a dumb question but at 5:18 why would alkene break its pi bond and use its electrons to attack oxygen?

@Leah4sci 2 месяца назад

no question is a dumb question, you ask so you can learn. The pi bond is nucleophilic and while it appears happy, it can easily be enticed to break and attack an electrophile. In the case of oxgyen, because the O-O is very weak and unstable, it's very reactive. (the oxidation number of a peroxide is only -1 making it more susceptible to be attacked compared to the happy -2 oxygen)

@svnspell6709 2 месяца назад

Thankyou!♡

@ACDBunnie 2 года назад

Did you ever make a video on how to open an epoxide? (like what you do in anti-dihydroxylation)

@Leah4sci 2 года назад

I have not made a RU-vid video on epoxide ring-opening reactions, but you can find this and more in my Organic Chemistry Study Hall. I recommend joining to dive deep into this reaction and others. Details: leah4sci.com/join or contact me through my website leah4sci.com/contact/

@tishkaras9499 7 лет назад

thanks

@Leah4sci 7 месяцев назад

You're welcome

@rittenbrake1613 6 лет назад

very good

@Leah4sci 7 месяцев назад

Thanks

@LIZ-vc1pr 3 года назад

how would one go from trans alkene to cis epoxide? or cis alkene to trans epoxide?

@Leah4sci 2 года назад

flip the alkene first (dihalide -> alkyne -> partial reduction)

@alone.3885 2 месяца назад

i want the free book how can i get the book ?

@Leah4sci 2 месяца назад

You can sign up here: leah4sci.com/orgosecrets

@msfranny16 8 лет назад

thanksssss!!!!!

@Leah4sci 6 месяцев назад

You're so welcome!

@massarsar2726 3 года назад

i can't thank u enough

@Leah4sci 3 года назад

You're so welcome!

@CliffStamp 7 лет назад

Why does this reaction start? Why does the pi bond attack the oxygen with two lone pairs already? What makes that oxygen electrophilic?

@minjungkim3144 7 лет назад

it also looks strange to me.

@aman-tl9gd 6 лет назад

unstability of peroxy acid is driving force of mechanism .

@itsdwish 6 лет назад

So I understand that peroxy acid and it's instability is the driving force of the mechanism, but I don't understand (as the original question asks) why her first step is the pi bond attacking an oxygen. Can anyone elaborate?

@aaronholder6294 6 лет назад

the oxygen isn't the electrophile, in this case, the oxygen is slightly negative because it draws the electrons from the hydrogen atom closer to itself making it slightly more reactive than the adjacent oxygen which is attached to a carbon (an electron donating group). The pi bond, on the other hand, is electrophilic in this case (since carbon prefers to have all single bonds instead of sharing electrons). as a result, the (electrophilic) pi bond attacks the unstable electron rich to try to saturate itself. when it does this the electrons from the pi-bond between the carbons move to attack the oxygen and as a result, leaves the adjacent carbon electron deficient with a positive charge. The oxygen, still being electron rich then attacks this positive charge and gives up its proton to help stabilize the charge (if it held onto the hydrogen it would have a + formal charge and would still need to get rid of the hydrogen somehow ).