1.What is the IUPAC name of the following compound? (A) 1,4-dimethylbicyclo[3.3.0]octane (B)2,5-dimethylbicyclo[3.3.0]octane (C) 2,7-dimethylbicyclo[3.3.0]octane (D)1,6-dimethylbicyclo[3.3.0]octane (E) 3,8-dimethylbicyclo[3.3.0]Joctane

2.Which of the following choices represents the wedge/dash drawing of the Fischer projection shown on the left? (A)I (B) II (C) II] (D) IV (E) V

3.Which of the following describes the difference between protic and aprotic solvents? (A) protic soivents stabilize anions only. (B) aprotic solvents stabilize anions only. (C) protic soivents stabilize cations only. (D) aprotic solvents stabilize both cations and anions. (E) protic solvents stabilize both cations and anions.

4.Describe the major product(s) of the reaction below. (A) only one stereoisomer. (B) an equal mixture of enantiomers. (C) a mixture of diastereomers and their enantiomers. (D) a mixture of constitutional isomers. (E) a mixture of constitutional isomers and their enantiomers.

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

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.

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

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