(A) 10 (B) 10 (C) 140 (D) 140 (E) 70 7.Calculate the ionization energy, in kj/mol, of a mole of hydrogen atoms in the ground state.

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Howard Chapman
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1 80 1.The term that describes the following series Ne, F -, 2-, and N 3- is (A) Isotopic (C) isobar anionic 2.Which oxide of chlorine is unstable? (B) isoelectronic allotropic (A) Cl 2 (B) Cl 2 3 (C) Cl 2 Cl 2 5 Cl The formula for hydrosulfuric acid is (A) H 2 S 4 (B) H 2 S 3 (C) HS 4 H 2 S H 2 S Concentrated nitric acid is 70.0% (w/w) and a density=1.413 g/cm 3. How many moles of HN 3 are present in ml of solution? (A) 4.71 (B) 6.67 (C) Calculate the molarity when 18.5g of HN 3 are dissolved in enough water to prepare ml of solution. (A) (B) (C) An unusual way to prepare ethane, C 2 H 6, is by the following method: C(s) + CH 4 (g) + H 2 (g) C 2 H 6 (g) Calculate the H o in kj of reaction for this most unusual preparation. C(s) + 2H 2 (g) CH 4 (g) H o =-75 kj/mol 2CH 4 (g) C 2 H 6 (g) + H 2 (g) H o = 65 kj (A) 10 (B) 10 (C) Calculate the ionization energy, in kj/mol, of a mole of hydrogen atoms in the ground state. 1 = R 1 1 ( ) 2 2 n ; R λ H H = m -1 1 n 2 (A) 327 (B) 654 (C)

2 8.The Pauli exclusion principle states that (A) electrons must spin (B) all electrons occupy spherical orbitals (C) all even number electron systems must pair their electrons we can never know the position of an electron exactly no two electrons in any system can have the same four quantum numbers 9.In what row or period of the periodic table do we first encounter an f-electron? (A) 3 (B) 4 (C) Place the following atoms, N, I, Br, Cl, and F, in order of increasing electron affinity values. (A) I < Br < Cl < F < N (C) N < I < Br < F < Cl N < F < Cl < Br < I (B) N < I < Br < Cl < F I < Br < Cl < N < F 11.Which one of the following molecules possesses a triple bond? (A) C (B) C 2 H 4 (C) N 2 H 2 S 2 ClF 3 12.Caluclate the formal charge on carbon in CCl 2 (A) 0 (B) +1 (C) Which one of the following molecules would exhibit the greatest polarity? (A) CH 4 (B) F (C) CH 2 F 2 CHF 3 CF 4 14.Which one molecule or ion has a bond order that differs from all other molecules or ions listed below? (A) C (B) CN - (C) N 2 2 N + 15.Which of the following expressions is consistent with Dalton s Law? (A) Pt=nRT/V (C) Pt=n t RT/V Pt=V/n t RT (B) Pt=(n 1 +n 2 )RT/V Pt=n 1 RTV 16.Which pair of molecules are involved in hydrogen bonding? (A) H 2 and HI (B) H and NH 3 (C) CH 4 and C 2 H 6 S 2 and HCH H 2 and F 2 17.The density of aluminum is greatest (assume equal sized cells) when the unit cell is : (A) simple cubic (C) body-centered cubic octahedral (B) face-centered cubic tetrahedral -2-

3 18.Iodine heptafluoride forms (A) a metallic solid (B) an amorphous solid (C) a covalent solid a molecular solid a ionic solid mol of CaC3 is dissolved in ml. What is the concentration in parts per million? (A) 23.8 (B) 2.38 (C) The vapor pressure of pure ether, at 25, is 316 torr. The vapor pressure of the solution is 285 torr. Calculate the mole fraction of solute in a diethyl ether solution. (A) 0.90 (B) (C) In which process does enthalpy (H) not equal or approximately equal the internal energy? (A) V=0 (B) n=0 for gases (C) melting of a solid freezing of a liquid vaporization of a liquid 22.Which of the following systems undergoes the greatest entropy change? (A) Na(s) (25 ) Na(s) (30 ) (B) Cl 2 (g) (25 ) Cl 2 (g) (30 ) (C) H 2 (l) (25 ) H 2 (l) (30 ) H 2 (S) (0 ) H 2 (l) (0 ) Ca(s) (-20 ) Ca(s) (-5 ) 23.The first-order specific rate constant is found to be hr -1. Calculate t 1/2 in hours : (A) (B) 730 (C) Which one of the following changes the numerical value of chemical equilibrium constant, K? (A) addition of a catalyst (B) change in temperature (C) addition of more reactant removal of some of the products decrease of volume 25.Calculate the approximate [P 3-4 ] in a 0.1 M H 3 P 4 solution. (Ka 1 =10-3 ; Ka 2 =10-8 ; Ka 3 =10-13 ) (A) (B) (C) -3-

4 26.Which of the following is the claisen rearrangement product from the reaction below? CH 2 CH=CH 2 heat CH H 3 CH 2 CH=CH 2 (A) H (B) (C) CH 2 CH=CH 2 CH3 H CH 2 CH=CH CH 2 CH=CH Which of the following methods works best to synthesize the compound shown below? H H CH 2 CH (A) ( C) 2 H 3 + Mg (B) AlCl Et 2 3 CH 2 Br (C) H CH 2 Br KCN H 2, H + heat H CH 2 (B) and (C) 28.Which one of the following ethers is the most unreactive to cleavage with HBr? (A) C 6 H 5 CH 2 C 6 H 5 (B) H 2 C=CHCH 2 CH 2 CH=CH 2 H (C) C 6 H 5 C 6 H 5 ( ) 3 CC( ) 3 C( ) 3 1. C 2 2. H Which one of the following reactions gives ethyl phenyl ether, CH 2 C 6 H 5, as the major product? K 2 Cr 2 7 H 2 S 4 (A) (B) Na + CH 2 Br Br + CH 2 Na (C) MgBr + Na + then H 3 + H 3 + Na +, then LiAlH 4 30.Which one of the following is most acidic? (A) H (B) H (C) H CH 2 H N 2 2 N H -4-

5 31.Arrange the following compounds in order of increasing reactivity with sodium methoxide? N 2 N 2 F N 2 F F N 2 N (A) 1 < 2 < 3 (B) 1 < 3 < 2 (C) 2 < 1 < 3 3 < 2 < 1 32.What is the product of the reaction series shown below? Cl NaN 2, HCl H 2, o C CuCN 1. MgBr 2. H 2, H + C 2 CH 3 CHH C Cl Cl Cl CH 2 CN C H Cl Cl 33.What is the major product of the reaction sequence below? CH 2 CH 2 CH (A) CH 2 CH 2 CH=CH 2 I(excess) 1. Ag 2, H 2 2. heat (B) CH 2 CH 2 CH H (C) CH 2 CH=CH CH 2 CH=C N 34.Which one of the following is the strongest base? N 2 H N H N N 2 35.What is the product of the following reaction? 1. NaEt/EtH H 2. I CH H 3 H (A) (B) (C) H CH H CH 3 3 H H -5-

6 36.Which one of the following optically active compounds racemizes in dilute KH/ H solution? (A) (B) H (C) Ph Ph (B) and H 37.What is the product of the following reaction sequence? CH 2 CH 2 Br 1. P(C 6 H 5 ) 3 cyclopentanone 2. Li CH=CH CH 2 CH 2 CHCH 2 CH 2 CH 2 CH3 CH 2 CH 2 38.What is the product of the following reaction? (A) (S)-1, 2-propanediol (C) (R)-1, 2-propanediol acetone H NaH H 2 (B) racemic-1, 2-propanediol 1, 3-propanediol 39.What reagents and/or reaction sequence below would convert trans-3-hexane to meso-3,4-hexanediol? (A) s 4, ( ) 3 CH, ( ) 3 CH, NaH (C) B 2 H 6, diglyme then H 2 2, H - dilu, KMn 4, H -, cold? 40. H D + enantiomer H H (B) 3 then Zn/H 2 C 3 H, then H 2, NaoH (A) 1. C 2 H 2. LiAlH 4 3. H 2 (B) 1. B 2 D 6, THF 2. H 2 2, H - (C) 1. D 2 /Pt 2. Br 2, hv 3. NaH, H 2 1. mcpba 2. LiAlD 4 3.H DCl 2. H 2, H, heat 41.Compound A, C 6 H 12, is readily oxidized with K 2 Cr 2 7, in H 2 S 4 /H 2 to give compound B, C 6 H 10, compound B has four peaks in its 13 C NMR (broadband decoupling), which one of the following fits the deta for compound A? H CH 2 H H H H -6-

7 42.Which compound would be expected to show an intense peak in mass spectrum at m/z 58? (A) CCH 2 CH 2 (B) ( ) 2 CHC (C) CH 2 CCH 2 ( ) 3 CCH CH 2 CCH 2 CH 2 43.Which compound would be expected to show intense IR absorption at 1780 cm -1? (A) (B) (C) C H H 44.The conversion of benzoic acid to phenylacetic acid is best accomplished with (A) 1.LiAlH 4 2.TsCl 3.NaCN 4.H 3 +, (B) 1.LiAlH 4 2.TsCl 3.Mg, ether 4.C 2 5.H 3 + (C) 1.SCl 2 2.( ) 2 CuLi 3. H SCl 2 2.NH 3 4.Br 2, NaH none of these 45.Which of the following alkenes show geometric isomerism? 1-chloropropene 3-methylcyclohexene 2.6-dimethyl-2.5-octadiene 3-ethyl-3-methyl-1-pentene (A) 1 and 2 (B) 2 and 3 (C) 3 and 4 1 and 3 2 and 4 46.Which of the following structures would you expect to be aromatic? (A) 1, 2, and 5 (B) 1, 4, and 6 (C) 2, 3, and 4 1 and 4 2, 3, and 6 47.Which of the following benzene derivatives could be expected to react rapidly with sodium methoxide at 40? Br Br N 2 N 2 Cl N2 Cl N N 2 2 N I -7-

8 48.An unknow compound is soluble in cold concentrated H 2 S 4, but insoluble in sodium hydroxide. It does not decolorize bromine and does not reaction with sodium metal. The class of compounds to which the unknown belongs: (A) alkanes (B) alkenes (C) alcohols ethers phenols 49.Which of the following technique(s) can readly distinguish between: CCH 2 and CCH 2 (A) NMR (B) IR (C) MS (A) and (B) (A) and (C) 50.Which of the following are more stable isomers? I. cis or trans-1.4-dibromocyclohexane II. cis or trans-1.3-dibromocyclohexane (A) I cis and II trans (B) I cis and II cis (C) I trans and II cis I trans and II trane I trans and II cis = trans -8-

9 1.(B) 2.(C) 3. 4.(A) 5. 6.(B) 7.(C) (C) 11.(A) 12.(A) (C) 16.(B) 17.(B) (A) 20.(B) (B) (C) 28.(C) 29.(A) (B) 32.(C) 33.(A) 34.(C) 35.(B) (C) 38.(A) (A) 42.(A) 43.(A) 44.(A) (C) (C) -9-

Name:. Correct Questions = Wrong Questions =.. Unattempt Questions = Marks =

Name:. Correct Questions = Wrong Questions =.. Unattempt Questions = Marks = 1. Which salt is colorless? (A) KMn 4 (B) BaS 4 (C) Na 2 Cr 4 (D) CoCl 2 2. Which 0.10 M aqueous solution exhibits the lowest