ALKANES ALKENES (ERE For the next five questions, name the molecules. 1 as HC Na 2, CH H,C—Ci—CHy;—C—CH os 3 HsC—CH, Cis (CH, —CH,— CH—CH—HC— CH CHy cH, CH 4 HC HyC—HC—CH,—C—CH fa Gn cH; CH, For the next three questions, draw the condensed formula for each structure, 12. 2-methylbutane 13, 3-ethyl-3-methylhexane 14, 22-dimethy-3-propyloctane 15, For each of the molecules in questions 12-14, draw a Tine structural formula. In the next three questions, the name of each structure is incorrect. Draw the structure that each name describes, Rename each structure correctly. For the nex five questions, name each alkene 23. H,C—CH—=CH—CH;— cH, 24, cu, H,C=CH—CH—CH, 25. oH, HyC—CH=CH—C—cH,—CH mC 26. HiC=C—CHy—CH:—CH, Hac CH 5. cH, CH HY Cllr Cy F cH cH chy For the next three questions, identify any errors in the structures by drawing them. Rename them correctly. 6, 2-ethylpropane 7. 22.2-trimethylethane 8. 2ethyl 24 For the next three questions, name the compounds. |-trimethylpentane 16, 4-methylbutane 17, 3-propylheptane 18, 2,3,3 triethylpentane For the next three questions, draw the complete structural formula for each molecule. 19. 2-methylbutane 20. 33,4-triethylnonane 21. 33.4,4-tetramethyldecane 22, Draw the line structure for the incorrectly named molecule 3,3 dipropyl hexane. Name it correctly For the next four questions, identify any errors in each, structure by drawing it. Rename the structure correctly. 28, but-3-ene 29. 2,3-dimethylhept--ene 30. 3-ethyl-4-methylhex-4-ene 31. S-methyl- For the next three questions, name each compound, 3 aN ae propyl-hex-3-eneALKYNES CULLIC HYD io ALB SE eras For the next four questions, draw the condensed structural formula for each alkene. 35, pent-2-ene 36. 3-propyihept-2-ene 37. 44-dimethylhex-2-ene 38. 4-ethyl-2,5-dimethyloct-3-ene 39, For each of the molecules listed in questions 35-38, draw a line structural formula, In the next three questions, each name is incorrect. Draw each structure, Rename each structure correctly. For the next four questions, name each alkyne. 45, HyC—CH,—C==C—CH,— CH 46. HC=C—CH; HyC—CH—CH, 47. HCC ch, HyC—CHh— CH, —CH—CH,—CH, 48, CH; Cll HC—C—CH,—C=cH CH; Clty For the next five questions, name each cyclic hydrocarbon. 56. CH, — CH BC Oo 58 cH, 57. H,C—CH,—CH 40. hex-4-ene 41. 3-propylhept-5-ene 42, 3,3-dimethylprop-2-ene 43, Draw the complete structural formula for the following. a. 2-methyibut-L-ene b, Aethyl-4.5-dimethythex-I-ene ‘44, Draw the line structure for the incorrectly named. molecule 3-methyi-4-ethyl-4-propyl-her-5-ene. Name it correctly 449. Draw the condensed structural formula for the following molecules. a but-2-yne bb. 4.5-dimethylhex-I-yne 4ethyl-4-methylhept-2-yne . 25,7-trimethylnon-3-yne '50. For each of the molecules listed in question 49, draw a line structural formula, Inthe next four questions, each name is incorrect. Draw the structure that each name describes, After examining ‘your drawings, rename each structure correctly. 51. 3-methylprop-I-yne 52, but-3-yne 53, 2-methylpent-3-yne 54, 2-methyl-4-propyl-4-ethylhex-5-yne 59. ‘cH—cih, 1 ‘cH. — th ‘cas ‘cH: —CH For the next five questions, draw a condensed structural formula for each compound, 60. methyleyclobutane 61. 1,2-dimethyleyclohexane 62, 3-methyleyelopentene 163, 2-ethyl-3-propylcyclohexane 64, 2-cyclobutyipentaneAROMATICS ALtoHors ALIDES ALKYL H. eae For the next four questions, name each aromatic hydrocarbon. 65. CH; 66. HC. CH ez CHy>—CHs oc : CH CH CH, cH; ci, “cit, “cht, For the nest five questions, name each alcohol. a on HyC—CH,—CH —CH od oH OH HyC—CH, HC —CH —CHs 77. Y on 7% on oH | H,C—CH,—C—CH, cH For the next five questions, name each haloalkane. 85. F HC—cH,—HC—ci, 86. Br HyC—Clh—C— CH, — cH, by 87. HC—CH,—CH Cl, —He—cH, a CH, Br For the next five questions, draw each aromatic hydrocarbon. 69. 1,3-diethyl-4-methyl-2-propylbenzene 70. 1,4-dimethylbenzene, historically known as 71. Lethyh 72. 1,2-diethyl-4,5-dimethylbenzene 73. 2-phenyl-5-propyloctane 74, The molecule 2-methyl-5-ethylbenzene is named ao on For the next five questions, draw each alcohol. 80. ethanol 81. propan-I-ol 82, butane -1,3-diol 83. 3,4-dimethylhexan-2-ol 84, 2,3-diethylcyclohexanol For 90. on. 92. 93. 94, 95. para-xylene or p-xylene -propylbenzene incorrectly. Draw the line structural formula for the molecule and name it correctly. the next five questions, draw each haloalkane. iodopropane 2-chloro-1-fuoroethane $-bromo-2,2-diméthylpentane 2,4-dibromo-3-chlorohexane 1,4-difhuoro-3-propyleyeloheptane Identify any errors in the following names by drawing a line structure. Give the correct name for each haloalkane. a. 3-chlorobutane b. 4-chloro-3-bromohexane €. 24-dichlorocyclopentane d. 3-chloro-2,2-dimethylbutaneALDEHYDES KERONES CAR BOX MIC Acids Eee For the next four questions, name each aldehyde. 97. 98. For the next three questions, name each ketone. 106. ° HyC—CH, —C—CHs 107. H,C—CH—C—CH,—CHs | a Hs 108. For the next two questions, name each carboxylic acid. 116. ° H,C—CH;—C—OH 117, HO CH; —CHy O=C—CHy—CHy;—HC— CH—CHs For the next four questions, draw each carboxylic acid, 118, butanoic acid (commonly known butyric acid) 119, 4-ethyloctanoic acid For the next three questions, name each ester. 126. ° H,C—O—C—CHs 127. 9 H,C—CH,—O—CH 128. Q Q aan d For the next five questions, draw each aldehyde. 100. 3-methylbutanal 101, methanal (commonly known as formaldehyde) 102. 2-methylpropanal 103. 2-chloroethanal 104, 4,4-diethylhexanal 105. Explain why the following aldehydes are named incorrectly or cannot exist a, 2-ethanal bb. 5-ethylhexanal « cyelobutanal d. 1-fluoropentanal For the next three questions, drav each ketone. 109, propanone (commonly known acetone) 110, 3-cthyhesan-2-one m1. 4 For the next four questions explain why each ketone is ‘named incorrectly or cannot exis. IFit can exist give the proper name. iethylhexane-2,3-dione 112. propan-I-one 113. pentan-t-one 114, 2-propylhexan-34-dione 115, benzen-I-one 120, 3-methyl-4-phenylhexanoic acid 121. pentandioic acid (commonly name: glutaric acid) For the next four questions, explain why each carboxylic acid is named incorrectly or cannot exist Ifit can exist, give the proper name. 122. hexan-6-oic acid 123, butan-2-oie acid 124, 3-butylpentanotc acid 125. cyclohexanoic acid For the next three questions, draw the condensed structural formula each ester. 129. butylethanoate 130. ethylbutanoate 131. ethyl 2-cyclobutyipropanoate For the next four questions, draw the line structure of the ester formed from each reaction. 132, propanoic acid and ethanol 1133. butanoic acid and propanol 134, 3-fluoropentanoic acid and methanol 135, butanol and 4-phenylhexanoic acidEmees Am IWes AW IDES [Practice Problems J For the next three questions, name each ether 136. HyC—CH,—O—CH,—CH,—CH Ag ° mo For the next four questions, draw the condensed structural formula for each ether. 139, methoxyethane For the next four questions, name each amine. 147. HyC—CH,—NH, 148. HCC HE —CHy—CH, NH Coa CH; NH—CH;—CH, 150. H,C—CH,— CHy—CH;—HO— CH, For the next four questions, name each amide. 159. H \A 7 wv > 160. HjC—CHy—cH,—CH—cH— HyC—CH, Ni 161. a H3C—CH,—CH,—CH;— of 162. a 7 4 H,C—CH,—CH,—¢ N—cH, HC HyC—N—CH,—CH;—CH NH—CH,—CH;~CH, 168, 140, 2-propoxybutane 141. 3-cthoxy-4-methylhexane 142, 2-phenoxyheptane For the next four questions, explain why each ether is named incorrectly or cannot exist. Ifit can exist give the correct name. 143, ethoxymethane 144, 3-propoxybutane 145, 4-methoxy-4-methylbutane 146, 2-ethoxybenzene For the next four questions, draw the condensed structural formula for each amine. 151. methanamine 152. NN-propylbutan-1-amine 153. hexan-1,4-diamine 154, NN-ethyl-N-methylheptan. For the next four questions, draw line structures of each amine 155. propan-I-amine 156. N-ethyl-pentan-2-amine 157. NNN-dimethylbutan-2-amine 158, NeethylN-propylhexan-3-amine For the next four questions, draw the condensed structural formula for each amide, 163. ethanamide 164, 2-methylpropanamide 165. N.N-diethylhexanamide 166. N-ethyi-N-propyl-2-methylbutanamide For the next three questions, name each amide. 167. ° NH 169. 9