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SN2 Reactions: Nucleophiles, Electrophiles, Leaving Groups

2025-10-06

[public] 12.0 views, 3.00 likes, dislikes audio only

Let's break down the SN2 reaction mechanism step-by-step, showing exactly how a nucleophile attacks an electrophile, how the leaving group departs, and why the whole process leads to steric inversion. Using clear diagrams and curved arrows, we'll walk through how to predict products, avoid common mistakes, and decide when SN2 CAN'T happen.

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0:00 Bimolecular Nucleophilic Substitution Reactions

0:32 Bimolecular, Unimolecular, Concerted

1:12 SN2 Generic Pattern

3:46 Achiral Easier Example of SN2

6:16 Chiral Complex Example of SN2

7:46 Transition State of Chiral Example

9:13 Steric Inversion / Chirality Flip Explanation

10:30 Backside Attack

10:45 Backside Attack (Simple Explanation)

10:59 Backside Attack (Molecular Orbital Theory Explanation)

11:44 When SN2 CAN'T happen

12:02 Steric Hindrance Around Electrophile

12:52 Steric Hindrance of Nucleophile

13:12 Weaker bases make better leaving groups

13:51 Strongest bases are the best nucleophiles

Citations:

Paula Yurkanis Bruice, "Organic Chemistry" 8th ed

https://openstax.org/books/organic-chemistry/pages/11-2-the-sn2-reaction

Music by me: https://youtu.be/lL6AsbG07xY


Bimolecular Nucleophilic Substitution Reactions
/youtube/video/t6PPPEwEDWw?t=0
Bimolecular, Unimolecular, Concerted
/youtube/video/t6PPPEwEDWw?t=32
SN2 Generic Pattern
/youtube/video/t6PPPEwEDWw?t=72
Achiral Easier Example of SN2
/youtube/video/t6PPPEwEDWw?t=226
Chiral Complex Example of SN2
/youtube/video/t6PPPEwEDWw?t=376
Transition State of Chiral Example
/youtube/video/t6PPPEwEDWw?t=466
Steric Inversion / Chirality Flip Explanation
/youtube/video/t6PPPEwEDWw?t=553
Backside Attack (Simple Explanation)
/youtube/video/t6PPPEwEDWw?t=645
Backside Attack (Molecular Orbital Theory Explanation)
/youtube/video/t6PPPEwEDWw?t=659
When SN2 CAN'T happen
/youtube/video/t6PPPEwEDWw?t=704
Steric Hindrance Around Electrophile
/youtube/video/t6PPPEwEDWw?t=722
Steric Hindrance of Nucleophile
/youtube/video/t6PPPEwEDWw?t=772
Weaker bases make better leaving groups
/youtube/video/t6PPPEwEDWw?t=792
Strongest bases are the best nucleophiles
/youtube/video/t6PPPEwEDWw?t=831
Chemistry in a Nutshell Ph.D. Chemist | Passionate Educator | Science Enthusiast Welcome! I have a passion for teaching and a knack for explaining complex concepts in a way that's easy to understand. I make the kind of chemistry videos I wish I had as a student. I have a Ph.D. in chemistry and extensive experience teaching general and organic chemistry. I’ve worked with students from high schools, community colleges, and large research universities. Along the way, I’ve gained a deep appreciation for how essential it is to make chemistry accessible and engaging for everyone. This channel is for helping undergraduate & high school students, but it’s also for anyone who has a curiosity about science and how the world works. My goal is to create videos for every topic in general & organic chemistry. With enough support via Patreon (early access) or Amazon Affiliate (small commission earned at no extra cost), I can dedicate more time to producing high quality, educational content.
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