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Posted: **Mon Jul 11, 2022 1:36 pm**

: Draw All Four Products That Are Expected When 2 Ethyl 3 Methyl 1 3 Cyclohexadiene Is Treated With One Equivalent Of Hbr 1 (6.86 KiB) Viewed 20 times

: Draw All Four Products That Are Expected When 2 Ethyl 3 Methyl 1 3 Cyclohexadiene Is Treated With One Equivalent Of Hbr 2 (14.26 KiB) Viewed 20 times

: Draw All Four Products That Are Expected When 2 Ethyl 3 Methyl 1 3 Cyclohexadiene Is Treated With One Equivalent Of Hbr 3 (31.2 KiB) Viewed 20 times

Draw all four products that are expected when 2-ethyl-3-methyl-1.3-cyclohexadiene is treated with one equivalent of HBr at room, temperature, and show mechanisms for their formation. For the mechanism, include lone pairs and charges in your answer. Do not draw out any hydrogen explicitly. Do not use abbreviations such as Me or Ph.
Deduce the structure of a compound with the molecular formula C6H₁0O4 that exhibits the following IR, ¹H NMR, and ¹3C NMR spectra. (Angew. Chem. Int. Ed. 2011, 50, 8387-8390) % Transmittance 4000 3500 1747 3000 2500 2000 Wavenumber (cm) 1500 1000
4000 3500 Proton NMR 10 Expansion 5.5 -O 200 4.5 ppm 8 Carbon NMR 160 3000 2.5 7 2500 2000 1500 Wavenumber (cm-¹) 1.5 ppm 1747 6 5 4 Chemical Shift (ppm) Solvent- 120 80 Chemical Shift (ppm) 3 N. 40 3 1000