15. Analytical Techniques:IR, NMR, Mass Spect

Which is the highest energy electromagnetic radiation?

Which is the lowest energy electromagnetic radiation?

A student obtained two products from the reaction of 1,3-cyclohexadiene with Br2 (disregarding stereoisomers). His lab partner was surprised when he obtained only one product from the reaction of 1,3-cyclohexadiene with HBr (disregarding stereoisomers). Account for these results.

a. What are the products of the following reaction?

Draw the expected results of a DEPT sequence for the molecules shown. (a)

Draw the expected results of a DEPT sequence for the molecules shown. (b)

With information from the ¹H NMR and the ¹³C DEPT spectra, structure elucidation becomes even easier. Provide the structure that corresponds to the following data. [The identity of the carbons comes from the DEPT experiment.] C₆H₁₁BrO₂ IR: 1745 cm ⁻¹ ¹H NMR: δ 1.25 (t, 3H), 2.18 (quint, 2H), 2.58 (t, 2H), 3.46 (t, 2H), 4.15 (q, 2H) ¹³C NMR: δ 14.2 (CH₃) , 27.8 (CH₂) , 32.5 (CH₂) , 32.6 (CH₂) , 60.5 (CH₂) , 172.4 (C)

(••) Predict the product of the following reactions. d.