Conjugation 1. Is the following molecule conjugated or non-conjugated?

A) conjugated B) non-conjugated Conjugation 2. Which of the following molecules are conjugated? (More than one answer can be selected)

A) A B) B C) C D) none Reactions 3. What product(s) is/are formed for the following reaction? (More than one answer can be selected)

A) A B) B C) C D) D Kinetic vs. Thermodynamic Reaction Control 4. Which product is the major product at lower temperatures from the addition of HBr to a conjugated diene? A) kinetic B) thermo

Reactions - 2 points 5.

A) A B) B C) C D) D Diels-Alder

6. Would the following molecule make a good dienophile in a Diels-Alder reaction?

A) yes B) no Degrees of Unsaturation 7. What is the degree of unsaturation for the following compound? C7H10Cl2O2 A) 2 B) 4 C) 3 D) 1 8. What is the degree of unsaturation for the following compound? C6H6Br3N A) 2 B) 4 C) 3 D) 1 Splitting Pattern 9. Predict the splitting patterns you would expect for proton 2 in the molecule below.

A) singlet

B) doublet C) triplet D) quartet IR 10. Which molecule corresponds to the following IR spectra?

A)

B)

C)

D)

Mass Spec 11. In the following mass spectrum, what peak correlates to this fragment : +CH2CH3 ?

A) m/z = 29 B) m/z = 57 C) m/z = 43 D) m/z = 72 Mass Spec 12. What is the most reasonable formula for a compound with the following mass spectral data? M+ at m/z = 131 A) C6H17N3 B) C8H7N2 C) C7H19N2 D) C8H21N Mass Spec 13. Which of the following structures are explained by the data below? (More than one answer can be selected) M+ at m/z = 128, fragments at m/z = 99 and m/z = 128 from alpha cleavage and a fragment at m/z = 110 from dehydration

A) A B) B C) C D) none Stereochemistry 14.

Would constitutional isomers have the same or different IR spectra? A) same B) different IR Absorption 15. Which of the following structures fit the data below? (More than one answer can be selected) Formula of C3H6O with IR absorption at 910 and 990 cm-1

A) A B) B C) C D) none IR Absorption - 2 points 16. Where would you expect to see IR absorptions for the molecule below? (More than one answer can be selected)

A) 2210-2260 cm-1 B) 3400-3650 cm-1 C) 3030 cm-1 D) 1715 cm-1 IR - Structure

17. A compound shows a strong IR absorption at 1690 cm-1. What kind of functional group is this? A) a ketone B) an alcohol C) a carboxylic acid group D) a benzene Proton NMR - Structure 18. A compound has a formula of C5H12, and shows only one peak in the 1H NMR spectra. What is the structure?

A) A B) B C) C