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This lecture provides an in-depth look at chemical reactions occurring at the benzylic position of aromatic compounds. Learn how to predict major products and propose mechanisms for substitution and elimination, and explore the specifics of benzylic oxidation and reduction. The video also covers essential spectroscopic identification techniques for benzene-containing compounds using IR, H-1 NMR, and C-13 NMR. In this video, you will learn: – How to identify the benzylic position and its reactivity. – The conditions for benzylic oxidation to carboxylic acids. – Free radical bromination at the benzylic position using NBS. – Substitution and elimination pathways at the benzylic position. – Hydrogenation of benzene and the Birch Reduction mechanism. – Spectroscopic analysis: Identifying benzene rings through IR absorption bands, H-1 NMR anisotropic effects, and C-13 NMR symmetry patterns. Timestamps 00:00 Introduction and Learning Goals 01:07 Defining the Benzylic Position and Its Stability 01:32 Oxidation at the Benzylic Position 03:26 Free Radical Bromination with NBS 04:42 Substitution Reactions 05:34 Elimination Reactions 06:19 Hydrogenation and Catalytic Reduction 08:29 Birch Reduction: Reagents and Outcomes 09:16 Birch Reduction: Regioselectivity 10:35 IR Spectroscopy of Benzene Compounds 14:49 H-1 NMR Spectroscopy: Anisotropic Effects and Chemical Shifts 17:24 H-1 NMR: Analyzing Disubstituted Benzene Patterns 18:50 C-13 NMR Spectroscopy: Symmetry and Signal Prediction 21:58 Summary and Conclusion