9.What reagents are needed to carry out the conversion shown?
(A) i) SOCl₂(pyridine; ii) LiAIH₄; ii) H₂O.
(B) i) NaCN; it) LiAIH₄; iii) H₂O.
(C)i) NaN₃: i) LiAIH₄; ii) H₂O.
(D) i) SOCI₂; ii) excess NH₃; ili) excess LiAIH₄; iv) H₂O.
(E) i) HNO₃/H₂SO₄; ii) Ha/Pt.

5. What functional group would be expected to be present in the final product of the reaction between 1-hexyne and a mixture of mercuric sulfate and aqueous sulfuric acid?? (A) aldehyde (B) ketone (C) diol (D) alkene (E) carboxylic acid

6.Explain whether the major product(s) of the following reaction is optically active and why this is the case. (A) The product is optically acive because a chiral center is created at the right side vertex of the ring. (B) The product is optically active because it has a chiral center at a terminal carbon. (C) The product is not optically active because it has a chiral center that is part of the ring. (D) The product is not optically active because its chiral center is not part of the ring. (E) The product is not optically active because it has no chiral centers.

7.Select the best reagent to convert 4,5-dimethylhex-2-yne to trans-4,5-dimethylhex-2-ene. (A) Na, NH3 (B) HBr, ROOR (C) Lindlar reagent (D) H2, Pd (E) i) OsO4; ii) NaHSO3,H2O

8.Which of these alkyl halides cannot be used to prepare amines using Gabriel synthesis? (A) 1-bromo-3-methyibutane (B) 1-bromopentane (C) 1-bromo-2,3-dimethylbutane (D) 2-bromo-3-methyIpentane(E) 2-bromo-2,3-dimethylbutane

複選題10. Which of the given ketones will give a positive haloform test? (A) 3-heptanone (B) cyclohexanone(C) 2-pentanone orbitals. (D) 3-hexanone (E) 2-methyl-3-hexanone

11. Molecular orbitals of equal energy are referred to as________orbitals. (A) nonbonding (B) hybridized (D) degenerate (E) bonding  (C) antibonding

12. Which of the choices is the electrophile for the Friedel-Crafts acylation of benzene? (A) aluminum chloride (B) carbanion (C) carbocation (D) acylium ion (E) aluminum tetrachloride anion

13. A kinetically-controlled process describes a reaction that (A) generates the most stable product. (B) generates the product whose formation requires the smallest energy of activation. (C) generates the product requiring the fewest steps. (D) generates the product formed at the slowest rate. (E) generates the product favored at high temperatures.

14. Which of the statements given is true about the location of signals in a 1H NMR spectrum? (A) It indicates the number of neighboring protons. (B) It indicates the electronic environment of neighboring protons. (C) It indicates the electronic environment of absorbing protons. (D) It indicates the number of different protons. (E) It indicates the number of protons in the signal.

15. Predict the major product for the reaction shown.  (A)1-ethylcyclohexanol (B)2-ethoxy-1-ethylcyclohexane (C)1-ethoxy-2-ethylcyclohexane (D) 2-ethyicyclohexanol (E)1-ethoxy-1-ethylcyclohexane