APPENDIX A ANSWERS TO THE SELF-TESTS CHAPTER T s22p33 (c Formal charge: -1 00 Net charge-I HC=NH, Formal let charge: o ≡N-0: A-3.(a) N≡C Forma charge: 0 0-1 Net charge:-1 HC H The more stable lewis structures are H H 775 Back Forward Main Menu TOC Study Guide Toc Student OLC MHHE Website
APPENDIX A ANSWERS TO THE SELF-TESTS CHAPTER 1 A-1. (a) P; 1s2 2s2 2p6 3s2 3p3 (b) S2; 1s2 2s2 2p6 3s2 3p6 A-2. (a) (c) (b) A-3. (a) (b) (c) The more stable Lewis structures are A-4. (a) (b) H O C C H H H H H C N H H H (a) ( NCS b) ( ONO c) HC NH2 O HC Formal charge: NH2 0 O 0 0 Net charge: 0 O O Formal charge: 0 1 0 Net charge: 1 N NCS Formal charge: 0 0 1 Net charge: 1 ONO Formal charge: 1 1 1 Net charge: 1 HC Formal charge: NH2 Net charge: 0 1 O 0 1 N S 1 0 0 Net charge: 1 Formal charge: C 775 Back Forward Main Menu TOC Study Guide TOC Student OLC MHHE Website
776 APPENDIX A A-5.(a)C12H20O (c)C14H24O (d) CoHg Br B A-6.(a) has only sp-hybridized carbon atoms has only sp-hybridized carbon atoms N Bra has only one sp-hybridized carbon atom A-7 A-8. A-9.(a) H Tetrahedral Bent Tetrahedral (b) Pyramidal yes, it is polar. A-10.(a) Linear (b) Linear (c) Bent A-ll.(a) D None (b)A, (h) C A-12.H一N一C—一H Back Forward Main Menu TOC Study Guide Toc Student OLC MHHE Website
776 APPENDIX A A-5. (a) (c) (b) C10H22 (d) A-6. (a) (b) (c) A-7. A-8. A-9. (a) (b) A-10. (a) Linear (b) Linear (c) Bent A-11. (a)D (c) None (e) None (g) A (b) A, B (d)B (f) A, D (h) C A-12. H C N H O H N H Pyramidal; yes, it is polar. N ClCl Cl H C C O C C H H H H H H H Tetrahedral Bent Tetrahedral Trigonal planar OCN Formal charge: 1 0 0 Net charge: 1 O S2 O O O O O S2 O O O S2 has only one sp2 -hybridized carbon atom O has only sp2 -hybridized carbon atoms N Br has only sp3 -hybridized carbon atoms N Br C9H6BrN O C14H24O OH C12H20O Back Forward Main Menu TOC Study Guide TOC Student OLC MHHE Website
APPENDIX A 777 A-13.(a)1la;1丌 (b)9σ;2 (c)12a;4丌 (d)13σ;4丌 A-14.(a) H3C--CH=CH-CH (c) All carbons are (b)H-C≡C-CH2-CH3 B-1.(b B-2.(b)B-3.(c B-4.(d) B-5.(a)B-6.(b)B-7.(a B-8.(d) B-9.(b)B-10.(d)B-11.(b)B-12.(e) B-13.(d)B-14.(b)B-15.(d) CHAPTER 2 CH3CHCH,CH2- CH3 CH_ CHCH3 CH3 CHCHCH H Common: Isobutyl tert-Butyl Systematic: 2-Methylpropyl 1. l-Dimethylethyl A-2.(a)28(8C-C;20C-H) (b)27(9C-C;18C-H A-3.(a) Oxidized (b) Neither (c) Neither (d) Reduced H CHCH A-4.(a) CH, CHCHCHCH3 (b) Six methyl groups, three isopropyl H3 CH3 A-5.(a) 3, 4-Dimethy heptane b) (1, 2-Dimethylpropyl)cyclone Tertiary 3 A-7. (a) 1,3-Dimethylbutyl; secondary (b) 1, I-Diethylpropyl; tertiary (c) 2, 2-Diethylbutyl; primary Back Forward Main Menu TOC Study Guide Toc Student OLC MHHE Website
APPENDIX A 777 A-13. (a) 11 ; 1 (b) 9 ; 2 (c) 12 ; 4 (d) 13 ; 4 A-14. (a) (c) All carbons are sp2 . (b) (d) B-1. (b) B-2. (b) B-3. (c) B-4. (d) B-5. (a) B-6. (b) B-7. (a) B-8. (d) B-9. (b) B-10. (d) B-11. (b) B-12. (e) B-13. (d) B-14. (b) B-15. (d) CHAPTER 2 A-1. A-2. (a) 28 (8 CGC; 20 CGH) (b) 27(9 CGC; 18 CGH) A-3. (a) Oxidized (b) Neither (c) Neither (d) Reduced A-4. (a) (b) Six methyl groups, three isopropyl groups A-5. (a) 3,4-Dimethylheptane (b) (1,2-Dimethylpropyl)cyclohexane A-6. Primary Secondary Tertiary (a)4 3 2 (b)3 5 3 A-7. (a) 1,3-Dimethylbutyl; secondary (b) 1,1-Diethylpropyl; tertiary (c) 2,2-Diethylbutyl; primary CH3CHCHCHCH3 CH3CHCH3 CH3 CH3 CH3CHCH2 CH3 Isobutyl 2-Methylpropyl Common: Systematic: tert-Butyl 1,1-Dimethylethyl CH3C CH3 CH3 CH3CH2CH2CH2 n-Butyl Butyl Common: Systematic: CH3CH2CHCH3 sec-Butyl 1-Methylpropyl sp2 sp2 sp O C N sp3 H C C CH2 CH3 sp sp3 H3C CH CH CH3 sp3 sp2 sp3 Back Forward Main Menu TOC Study Guide TOC Student OLC MHHE Website
778 APPENDIX A CH A-8. CH3 CHCHCH, CH3 E C7H16 CH1+110,一7CO,+8H2O H3 A-9 △ Ⅹ 1, l-Dimethylcyclopropane A-10.(a) 4-Ethyl-3-methylheptane thyl-2,3- thylhexane (2-Methylbutyl)cyclohexane A-l1.(a) CH3 CH, CH, CH,CH,CH, CH,CH3 (c)(CH,), CHCHCH(CH:) CH (b)(CH3)CC(CH3) (d)( CH3)3CC(CH3)3 2, 2-Dimethylpentane 4-Dimethy pentane 2, 3-Dimethylpentane 3, 3-Dimethylpentane A-13. Alcohol alkene ester. ketone A-14.10.049kJ/mol B-1.(a) B-3.(d)B-4.(c) B-5.(b)B-6. B-7.(c) (c) B-9.(a)B-10.(a)B-1l.(b)B-12.(e) B-13.(d)B-14.(d) Back Forward Main Menu TOC Study Guide Toc Student OLC MHHE Website
A-8. A-9. A-10. (a) (c) (b) A-11. (a) CH3CH2CH2CH2CH2CH2CH2CH3 (c) (b) (CH3)3CC(CH3)3 (d) (CH3)3CC(CH3)3 A-12. A-13. Alcohol, alkene, ester, ketone A-14. 10,049 kJ/mol B-1. (a) B-2. (d) B-3. (d) B-4. (c) B-5. (b) B-6. (a) B-7. (c) B-8. (c) B-9. (a) B-10. (a) B-11. (b) B-12. (e) B-13. (d) B-14. (d) 3,3-Dimethylpentane 3-Ethylpentane 2,3-Dimethylpentane 2,4-Dimethylpentane 2,2-Dimethylpentane (CH3)2CHCHCH(CH3)2 CH3 (2-Methylbutyl)cyclohexane 3-Ethyl-2,3- dimethylhexane 4-Ethyl-3-methylheptane 1,1-Dimethylcyclopropane 1,2-Dimethylcyclopropane Cyclopentane Methylcyclobutane Ethylcyclopropane CH3CHCHCH2CH3 C7H16 C7H16 11O2 7CO2 8H2O CH3 CH3 778 APPENDIX A Back Forward Main Menu TOC Study Guide TOC Student OLC MHHE Website
APPENDIX A 779 CHAPTER 3 A-1 Cl Cl H Cl (Eclipsed A-3.(CH3)3CCH,C(CH3)3= 2, 2, 4, 4-tetramethylpentane (CH3)3C H H HO 7.(a)C (b) A and B (c) D CH(CH3) CH H3C CH(CH3) A-9. cis-1-Ethyl-3-methylcyclohexane has the lower heat of combustion. bicyclic; CIoH Back Forward Main Menu TOC Study Guide Toc Student OLC MHHE Website
APPENDIX A 779 CHAPTER 3 A-1. A-2. A-3. (CH3)3CCH2C(CH3)3 2,2,4,4-tetramethylpentane A-4. A-5. A-6. A-7. (a)C (b) A and B (c)D (d) A A-8. A-9. cis-1-Ethyl-3-methylcyclohexane has the lower heat of combustion. A-10. Tricyclic; C10H16 More stable CH(CH3)2 H CH3 H CH(CH3)2 H H3C H OH HO H OH H HO H O H CH3 H CH3 (CH3)3C H Equatorial Equatorial Axial H CH3 (CH3)3C H (Eclipsed) Cl Cl H Cl H Cl H3CCH3 H H H H Cl H Cl (a) (b) Cl H Cl Gauche Cl H H H CH3 H Anti Cl H H CH3 H H Back Forward Main Menu TOC Study Guide TOC Student OLC MHHE Website