Substitution and Elimination SN1 SN2 E1 E2 Practice Questions: Part 2

[@VictortheOrganicChemistryTutor]

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[@a-bison]

You're a hero for saving the life of my chemistry teacher 😆 subscribed!

[@VictortheOrganicChemistryTutor]

🤣🤣🤣

[@rstovern5673]

I appreciate your help sir

[@ninaelih1122]

Very helpful video! Just one question. Can two double bonds not form next to each other? In number 6, in regard to the elimination reactions part for the resonance structure on the left, why did we not consider the other beta hydrogen that was on the other side of the carbocation? Wouldn’t that have formed a more stable alkene right next to the other double bond? 24:26

[@VictortheOrganicChemistryTutor]

Cumulated alkenes with two bonds next to each other C=C=C (also commonly referred to as allenes) are in fact less stable than the conjugated alkenes where you have an alternating C=C-C=C bonds.

[@camillefonseca5847]

Victor ily.

[@VictortheOrganicChemistryTutor]

🫶

[@rockubabe]

Your handwriting is so aesthetic and pleasant to look at!

[@VictortheOrganicChemistryTutor]

Well, I guess it's time to start a handwriting channel now! But seriously, thank you for your lovely comment.

[@bonolosambo4933]

Hello sir, for question 7, why don't we use the H on the dash attached to the wedged methyl group?

[@VictortheOrganicChemistryTutor]

There's no wedged methyl group in this molecule...

[@bonolosambo4933]

@@VictortheOrganicChemistryTutor Sorry sir I am confused, what does the wedge on the carbon to the right of the Br represent

[@VictortheOrganicChemistryTutor]

It’s not a wedge, it’s a cyclopropane ring.

[@bonolosambo4933]

Thank you for the clarification 😅😊

[@alejandrosantoyo3905]

for the 2nd example would SN2 be the minor product?

[@VictortheOrganicChemistryTutor]

A *very* minor product. Allylic systems give predominantly elimination products in reactions with bases.

[@steveng724]

For number 7 why don't you use the implicit hydrogen that should already be wedged since it is next to a dashed methyl and is also above bromine. Isn't it perfect for E2?

[@VictortheOrganicChemistryTutor]

And that gives you... what precisely? A double bond between the carbon and itself? 😉 We need a hydrogen on the *adjacent* carbon, not the one with the leaving group.

[@steveng724]

@@VictortheOrganicChemistryTutor Actually I have just realized my own stupidity , I thought the cyclopentyl substituent was a dashed methyl.

[@VictortheOrganicChemistryTutor]

@@steveng724 😳 I didn't even think about that, lol, I interpreted your comment as if you were referring to the wedged proton on the same carbon with bromine.

[@VictortheOrganicChemistryTutor]

PS: it's a cycloPROPane (3 carbons) 😉