Question

IL-4. (12 pts) Two chemistry students are arguing about whether Compound A is conjugated. Their instructor suggests that the two students devise and carry out two experiments to answer this question. Available is a calorimeter for measuring AH, H2, Pd/C, HBr, and IR, H-NMR, and UV/Vis spectrometers plus Compound B. CH HC • CH₃ HCT Compound A Compound B Answer these questions in the space below. a. What is your hypothesis for this question? (4 pts) b. What are two tests the students could perform with the given resources? (4 pts) c. What results will they expect to see in these tests if the pent-1-ene-3-yne IS conjugated? (4 pts)

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Answer 1

his a) Conjugated orgmic molecules are those in which 5 csigncil and pi) bonds che present in alternative way: Citería mly mule cule/ compormd A fulfill hence it is conjugated. em Compend B all Z - CH3 Compermd A ( Conjugated) C Mon.'conjugated) b) To prove above hypothesis student can perform i HBr reaction with given compermd (ii) uy/vis spectroscopy. Br c) A lte Her, =-CH3 + 2K Pent-1-eue - 3-yne 4.2 - addition 1,4-addition Compound (A) - product product webes this will give two different products. (ö) Compound (A) will give uvvis signal because conjugated system absorbe light Cs Scared WW region.' Camlanner