The Mitsunobu Reaction Made Easy! CH204 - Organic Chemistry 2 Boston University

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Take a glimpse into my mind and see how I think about the Mitsunobu Reaction! This is a Organic Chem 2 reaction that is taught at Boston University and is a modern SN2 Reaction. It is seemingly incredibly intimidating but actually super easy to understand if you think about it the right way and look closely.
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● Concepts covered/related: Mitsunobu | Alcohol Conversion to Leaving Groups | Darzens | PBr3 | SOCL2 | Tosylate | Mesylate | Nucleophiles | Electrophiles | SN2 | SN1 | Inversion of Stereochemistry | PPH3 Triphenyl Phosphine
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Опубликовано:

24 сен 2024

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Комментарии : 38

@theparasolsky3625 6 лет назад

Wow. I have nothing but one thing to say. Thank you for existing. 😂

@TheJohanna94 5 лет назад

Really good video! but the music, in the beginning, is too loud, it's really hard to understand you :(

@OsmioIridio-og8cn 4 года назад

This is such an excellent channel for reviewing some organic chemistry mechanisms. Thanks

@CamJonkers 4 года назад

Love how you said try it yoursef and put up the ‘hit pause’ screen, only i couldnt see the reaction anymore 😭😭😂

@OrgoMadeEasy 4 года назад

Camélia Bellabiod hahaha good point! I guess for now you guys will just have to scroll back 🤣

@cosmopolitan623 6 лет назад

Excellent level of lesson. Love it.

@wrednykocurek 3 года назад

And also Mitsunobu reaction is used to install amino group in two steps sequence e.g. u take alcohol (S) and u take sodium azide, U will get kickout of OH group, reverse stereochemistry and azide group installed then u take diimide and u perform reduction which will release two nitrogens molecules, and amino group will be generated

@shahzinasheikh4353 5 лет назад

Thank you very much! Really good explanation

@THYZOID Год назад

thank you.

@OrgoMadeEasy Год назад

Haha you’re welcome! Surprised you needed this video, it’s such a rare rxn / you seem very knowledgeable with Organic Chem.

@THYZOID Год назад

@@OrgoMadeEasy It remains a good explanation to refresh knowledge. Very much appreciated. You did a great job!

@Michaelscottpapercompany 5 лет назад

What happens to DEAD when the base attacks the H attached to the O and forms the Ph3P=O leaving group? Is it also possible that no base is required and the the Ph3P=O group leaves DEAD with a N- which then bonds to the H+ left by the leaving group?

@wrednykocurek 3 года назад

I like it really much;) except two things - elimantion of proton from oxygen (not whatever base, that is lazy approach!) e.g. Nucleophile can take it, to become Nuc-H, then N-P bond can colapse to generate negatively charged N, and postively P N charged nitrogen can now take H from Nuc-H, to regenerate nucleophile - pKa requirement (below 12) why? also nice to know to protonate betaine complex (formed on 1st step , reaction DEAD and triphenyl phosphine) we need sth which will be more acidic pKa of betaine for nitrogen is 12, our nucleophile needs to be below 12 to react as acid donor

@Soaring-Dragon 6 лет назад

Wow this videos are really inspiring I get pumped while watching these keep up great work

@loudpacc 5 лет назад

how come you dont upload anymore

@lydiahusen6588 6 лет назад

Thanks for the video!

@OrgoMadeEasy 6 лет назад

Lydia Husen :D Glad you liked it!

@KingKong-lm5vf 2 года назад

What is the important of this rxn? It looks like Ester formation.

@hungryramps108 5 лет назад

Nice! thanks for your explanation. I studying this matter in college but I dont understand very well. UNIFESP Brazil

@akim22222 5 лет назад

Thanks. I understood 👍

@oyeretanyiebob9345 3 года назад

Can you show mechanism with germ diols

@lakers4shoPSD 6 лет назад

Synthetically, what makes this reaction better than making a tosylate?

@davidegeaarrebola1506 5 лет назад

Just one reaction and you get the nucleophile substitution, whereas in the tosylate you actually need two reactions: first prepare the good leaving group and then do the substitution.

@happychemist 6 лет назад

Sorry i am oot. Please help me. Why lauric acid can dissolve in concentrated H2so4? Thanks

@Yasmine00003 5 лет назад

thank you!!!

@abdevilliers7112 6 лет назад

Where did you from.and where did you done your MSc

@ahmetyasar6768 4 года назад

thanks for it

@EyesNotEyesing 2 года назад

When I searched up mitsunobu I meant something else💀

@piaschweizer3585 5 лет назад

Why is it SN2 and not SN1?

@OrgoMadeEasy 5 лет назад

Pia Schweizer Pia Schweizer Bc the Nuc has been activated and had a negative charge and is strong. But I’m not entirely sure why we can’t use a tertiary alcohol and have the LG leave first and then the alcohol attacks in a SN1 🤔