The Benzene Puzzle [Part 1]

Can you figure out the structure of benzene from the data we had in the 1800s? It certainly eluded early chemists for a long time!

Watch the whole playlist. Can you solve the puzzle before Kekule? https://www.youtube.com/playlist?list=PLvUW25kBaMMvs5nsG1VUQA0wsP9LGEQha

Playlists to ACE Chemistry:
https://www.youtube.com/playlist?list=PLvUW25kBaMMuKRkW9gDV7vlAk4Y9WRU7c
https://www.youtube.com/playlist?list=PLvUW25kBaMMssGHFrR4Ee7_-8cFBvBkgN
https://www.youtube.com/playlist?list=PLvUW25kBaMMs9m0GL4dz8jSs0K4PWfqCp
https://www.youtube.com/playlist?list=PLvUW25kBaMMuHwUffHLOozSFQ0Cz_iTnC
https://www.youtube.com/playlist?list=PLvUW25kBaMMv7_3jTEAe3vVZqPhsjf5Oy
https://www.youtube.com/playlist?list=PLvUW25kBaMMtc45U4K2b0Dm88L9D7d0EE

Tactical Gear for 3D Vision:
My specific wooden model set is now classified as "vintage," but the following modern kits are the current standard for mastering 3D reality:
• The Student Essential: (High-quality, 54 atoms, optimized for the basics) - https://amzn.to/4ctdpLc
• The Student Expansion Pack: (72 atoms for complex stereochemistry and advanced mechanisms) - https://amzn.to/429eenH
🔬As an Amazon Affiliate, I earn from qualifying purchases at no extra cost to you. Start any shopping journey here: https://amzn.to/3IXuAcS

🧪Support free education & more through Patreon! https://www.patreon.com/c/ChemistryinaNutshell

Time Stamps:
0:00 Introduction

Pre-1865
0:31 Molecular Formula of C6H6 and 4 Degrees of Unsaturation
5:25 Unusual Stability
5:34 No Electrophilic Addition Reactions / No C=C
6:56 Substitution Products / Equivalent Hydrogens
8:02 Ethane & Propane Substitutions & Equivalent Hydrogens

The 1865 Challenge
9:54 Propose a Structure of Benzene Give Information Available in 1865
10:29 Answers from 1865

1865 - 1890
13:15 Kekulé's 1865 proposition that 2 different 1,2-disubstituted products are indistinguishable
*** Mistake: Kekulé never used his first given name (Friedrich); he was known throughout his life as August Kekulé.
13:31 Dewar and Ladenburg Structures

Citations:
Organic Chemistry, 8th ed. Bruice, Paula Yurkanis. 2016. Pearson. Chapter 8

#benzene #puzzle #chemistry

Видео The Benzene Puzzle [Part 1] канала Chemistry in a Nutshell