video thumbnail 14:58
The Benzene Puzzle [Part 1]

2021-12-11

[public] 1.33K views, 60.0 likes, dislikes audio only

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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

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


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