<div id="pf1" class="pf w0 h0" data-page-no="1"><div class="pc pc1 w0 h0"><img class="bi x0 y0 w0 h0" alt="" src="https://files.passeidireto.com/79780e4b-4f36-45b8-9727-e4adcc41d648/bg1.png"></div><div class="pi" data-data="{"ctm":[1.000000,0.000000,0.000000,1.000000,0.000000,0.000000]}"></div></div> <div id="pf2" class="pf w0 h0" data-page-no="2"><div class="pc pc2 w0 h0"><img class="bi x1 y1 w1 h1" alt="" src="https://files.passeidireto.com/79780e4b-4f36-45b8-9727-e4adcc41d648/bg2.png"></div><div class="pi" data-data="{"ctm":[1.000000,0.000000,0.000000,1.000000,0.000000,0.000000]}"></div></div> <div id="pf3" class="pf w0 h0" data-page-no="3"><div class="pc pc3 w0 h0"><img fetchpriority="low" loading="lazy" class="bi x1 y2 w1 h2" alt="" src="https://files.passeidireto.com/79780e4b-4f36-45b8-9727-e4adcc41d648/bg3.png"></div><div class="pi" data-data="{"ctm":[1.000000,0.000000,0.000000,1.000000,0.000000,0.000000]}"></div></div> <div id="pf4" class="pf w0 h0" data-page-no="4"><div class="pc pc4 w0 h0"><img fetchpriority="low" loading="lazy" class="bi x1 y2 w1 h2" alt="" src="https://files.passeidireto.com/79780e4b-4f36-45b8-9727-e4adcc41d648/bg4.png"></div><div class="pi" data-data="{"ctm":[1.000000,0.000000,0.000000,1.000000,0.000000,0.000000]}"></div></div> <div id="pf5" class="pf w0 h0" data-page-no="5"><div class="pc pc5 w0 h0"><img fetchpriority="low" loading="lazy" class="bi x1 y1 w1 h1" alt="" src="https://files.passeidireto.com/79780e4b-4f36-45b8-9727-e4adcc41d648/bg5.png"><div class="c x1 y3 w2 h3"><div class="t m0 x2 h4 y4 ff1 fs0 fc0 sc0 ls0 ws1"> </div><div class="t m0 x2 h5 y5 ff2 fs0 fc1 sc0 ls0 ws1">Para Annabel e Ella. TWGS</div><div class="t m0 x2 h5 y6 ff2 fs0 fc1 sc0 ls0 ws1">Para minha mãe e em memória de meu pai. CBF</div><div class="t m0 x2 h5 y7 ff2 fs0 fc1 sc0 ls0 ws1">Para Cathy e Sebastian. SAS</div><div class="t m0 x2 h4 y8 ff1 fs0 fc0 sc0 ls0 ws1">Os <span class="blank _0"> </span>autores <span class="blank _0"> </span>e <span class="blank _0"> </span>a <span class="blank _0"> </span>editora <span class="blank _0"> </span>empenharam-se <span class="blank _0"> </span>para <span class="blank _0"> </span>citar <span class="blank _0"> </span>adequadamente <span class="blank _0"> </span>e <span class="blank _0"> </span>dar <span class="blank _0"> </span>o <span class="blank _0"> </span>devido</div><div class="t m0 x2 h4 y9 ff1 fs0 fc0 sc0 ls0 ws1">crédito <span class="blank _1"> </span>a <span class="blank _1"> </span>todos <span class="blank _1"> </span>os <span class="blank _1"> </span>detentores <span class="blank _1"> </span>dos <span class="blank _1"> </span>direitos <span class="blank _1"> </span>autorais <span class="blank _1"> </span>de <span class="blank _1"> </span>qualquer <span class="blank _1"> </span>material <span class="blank _1"> </span>utilizado</div><div class="t m0 x2 h4 ya ff1 fs0 fc0 sc0 ls0 ws1">neste <span class="blank _2"> </span>livro, <span class="blank _2"> </span>dispondo-se <span class="blank _2"> </span>a <span class="blank _2"> </span>possíveis <span class="blank _2"> </span>acertos <span class="blank _2"> </span>caso, <span class="blank _2"> </span>inadvertidamente, <span class="blank _2"> </span>a</div><div class="t m0 x2 h4 yb ff1 fs0 fc0 sc0 ls0 ws1">identificação de algum deles tenha sido omitida.</div><div class="t m0 x2 h4 yc ff1 fs0 fc0 sc0 ls0 ws1">Não <span class="blank _3"> </span>é <span class="blank _3"> </span>responsabilidade <span class="blank _3"> </span>da <span class="blank _3"> </span>editora <span class="blank _3"> </span>nem <span class="blank _3"> </span>dos <span class="blank _3"> </span>autores <span class="blank _3"> </span>a <span class="blank _3"> </span>ocorrência <span class="blank _3"> </span>de <span class="blank _3"> </span>eventuais</div><div class="t m0 x2 h4 yd ff1 fs0 fc0 sc0 ls0 ws1">perdas ou danos a pessoas ou bens que tenham origem no uso desta publicação.</div><div class="t m0 x2 h4 ye ff1 fs0 fc0 sc0 ls0 ws1">Apesar <span class="blank _4"> </span>dos <span class="blank _4"> </span>melhores <span class="blank _4"> </span>esforços <span class="blank _4"> </span>dos <span class="blank _4"> </span>autores, <span class="blank _4"> </span>dos <span class="blank _4"> </span>tradutores, <span class="blank _4"> </span>do <span class="blank _4"> </span>editor <span class="blank _4"> </span>e <span class="blank _4"> </span>dos</div><div class="t m0 x2 h4 yf ff1 fs0 fc0 sc0 ls0 ws1">revisores, <span class="blank"> </span>é <span class="blank _4"> </span>inevitável <span class="blank"> </span>que <span class="blank"> </span>surjam <span class="blank"> </span>erros <span class="blank _4"> </span>no <span class="blank"> </span>texto. <span class="blank"> </span>Assim, <span class="blank _4"> </span>são <span class="blank"> </span>bem-vindas <span class="blank"> </span>as</div><div class="t m0 x2 h4 y10 ff1 fs0 fc0 sc0 ls0 ws1">comunicações <span class="blank _0"> </span>de <span class="blank _0"> </span>usuários <span class="blank _5"> </span>sobre <span class="blank _0"> </span>correções <span class="blank _0"> </span>ou<span class="blank _6"> </span> <span class="blank _0"> </span>sugestões <span class="blank _5"> </span>referentes <span class="blank _0"> </span>ao <span class="blank _0"> </span>conteúdo</div><div class="t m0 x2 h4 y11 ff1 fs0 fc0 sc0 ls0 ws1">ou <span class="blank _7"> </span>ao <span class="blank _7"> </span>nível <span class="blank _7"> </span>pedagógico <span class="blank _7"> </span>que <span class="blank _7"> </span>auxiliem <span class="blank _7"> </span>o <span class="blank _7"> </span>aprimoramento <span class="blank _7"> </span>de <span class="blank _7"> </span>edições <span class="blank _7"> </span>futuras. <span class="blank _7"> </span>Os</div><div class="t m0 x2 h5 y12 ff1 fs0 fc0 sc0 ls0 ws1">comentários <span class="blank _5"> </span>dos <span class="blank _1"> </span>leitores <span class="blank _5"> </span>podem <span class="blank _1"> </span>ser <span class="blank _1"> </span>encaminhados <span class="blank _5"> </span>à <span class="blank _1"> </span><span class="ff2">L<span class="blank _8"></span>TC <span class="blank _5"> </span>\u2014 <span class="blank _1"> </span>Livros <span class="blank _5"> </span>Técnicos <span class="blank _5"> </span>e</span></div><div class="t m0 x2 h5 y13 ff2 fs0 fc0 sc0 ls0 ws1">Científicos Editora<span class="ff1"> pelo e-mail <span class="fc2 ws0">faleconosco@grupogen.com.br</span>.</span></div><div class="t m0 x2 h4 y14 ff1 fs0 fc0 sc0 ls0 ws1">T<span class="blank _9"></span>raduzido de</div><div class="t m0 x2 h4 y15 ff1 fs0 fc0 sc0 ls0 ws1">ORGANIC CHEMISTRY<span class="blank _a"></span>, TWELFTH EDITION</div><div class="t m0 x2 h4 y16 ff1 fs0 fc0 sc0 ls0 ws1">Copyright © 2016, 2014, 201<span class="blank _8"></span>1, 2008 John Wiley & Sons, Inc.</div><div class="t m0 x2 h4 y17 ff1 fs0 fc0 sc0 ls0 ws1">All <span class="blank _b"> </span>Rights <span class="blank _b"> </span>Reserved. <span class="blank _b"> </span>This <span class="blank _b"> </span>translation <span class="blank _b"> </span>published <span class="blank _b"> </span>under <span class="blank _b"> </span>license <span class="blank _b"> </span>with <span class="blank _b"> </span>the <span class="blank _b"> </span>original</div><div class="t m0 x2 h4 y18 ff1 fs0 fc0 sc0 ls0 ws1">publisher John Wiley & Sons, Inc.</div><div class="t m0 x2 h4 y19 ff1 fs0 fc0 sc0 ls0 ws1">ISBN 978-8-521-63552-9</div><div class="t m0 x2 h4 y1a ff1 fs0 fc0 sc0 ls0 ws1">Direitos exclusivos para a língua portuguesa</div><div class="t m0 x2 h4 y1b ff1 fs0 fc0 sc0 ls0 ws1">Copyright © 2018 by</div><div class="t m0 x2 h5 y1c ff2 fs0 fc0 sc0 ls0 ws1">L<span class="blank _8"></span>TC \u2014 Livros Técnicos e Científicos Editora Ltda.</div><div class="t m0 x2 h5 y1d ff2 fs0 fc0 sc0 ls0 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</span>meios</div><div class="t m0 x2 h4 y20 ff1 fs0 fc0 sc0 ls0 ws1">(eletrônico, mecânico, gravação, fotocópia, distribuição na internet ou outros), sem</div><div class="t m0 x2 h4 y21 ff1 fs0 fc0 sc0 ls0 ws1">permissão expressa da editora.</div><div class="t m0 x2 h4 y22 ff1 fs0 fc0 sc0 ls0 ws1">T<span class="blank _9"></span>ravessa do Ouvidor<span class="blank _8"></span>, 1<span class="blank _8"></span>1</div></div><a class="l"><div class="d m1" style="border-style:none;position:absolute;left:255.750000px;bottom:412.500000px;width:173.250000px;height:14.250000px;background-color:rgba(255,255,255,0.000001);"></div></a></div><div class="pi" data-data="{"ctm":[1.000000,0.000000,0.000000,1.000000,0.000000,0.000000]}"></div></div> <div id="pf6" class="pf w0 h0" data-page-no="6"><div class="pc pc6 w0 h0"><img fetchpriority="low" loading="lazy" class="bi x1 y1 w1 h1" alt="" src="https://files.passeidireto.com/79780e4b-4f36-45b8-9727-e4adcc41d648/bg6.png"><div class="c x1 y3 w2 h3"><div class="t m0 x2 h4 y23 ff1 fs0 fc0 sc0 ls0 ws1">Rio de Janeiro, RJ \u2212 CEP 20040-040</div><div class="t m0 x2 h4 y24 ff1 fs0 fc0 sc0 ls0 ws1">T<span class="blank _e"></span>els.: 21-3543-0770 / 1<span class="blank _8"></span>1-5080-0770</div><div class="t m0 x2 h4 y25 ff1 fs0 fc0 sc0 ls0 ws1">Fax: 21-3543-0896</div><div class="t m0 x2 h4 y26 ff1 fs0 fc2 sc0 ls0 ws0">faleconosco@grupogen.com.br</div><div class="t m0 x2 h4 y27 ff1 fs0 fc2 sc0 ls0 ws0">www<span class="blank _8"></span>.grupogen.com.br</div><div class="t m0 x2 h4 y28 ff1 fs0 fc0 sc0 ls0 ws1">Designer de capa: Maureen Eide</div><div class="t m0 x2 h4 y29 ff1 fs0 fc0 sc0 ls0 ws1">Produção digital: <span class="fc2 ws0">Geethik</span></div><div class="t m0 x2 h4 y2a ff1 fs0 fc0 sc0 ls0 ws1">Imagens de capa: © Onfokus | <span class="fc2 ws0">iStockphoto.com</span></div><div class="t m0 x3 h4 y2b ff1 fs0 fc0 sc0 ls0 ws1">© Grafissimo | <span class="fc2 ws0">iStockphoto.com</span></div><div class="t m0 x3 h4 y2c ff1 fs0 fc0 sc0 ls0 ws1">© RidvanArda | <span class="fc2 ws0">iStockphoto.com</span></div><div class="t m0 x2 h5 y2d ff2 fs0 fc0 sc0 ls0 ws1">CIP-BRASIL. CA<span class="blank _8"></span>T<span class="blank _8"></span>ALOGAÇÃO NA PUBLICAÇÃO</div><div class="t m0 x2 h5 y2e ff2 fs0 fc0 sc0 ls0 ws1">SINDICA<span class="blank _8"></span>T<span class="blank _9"></span>O NACIONAL DOS EDITORES DE LIVROS, RJ.</div><div class="t m0 x2 h4 y2f ff1 fs0 fc0 sc0 ls0 ws0">S674q</div><div class="t m0 x2 h4 y30 ff1 fs0 fc0 sc0 ls0 ws1">12. ed.</div><div class="t m0 x2 h4 y31 ff1 fs0 fc0 sc0 ls0 ws1">v<span class="blank _8"></span>. 1</div><div class="t m0 x2 h4 y32 ff1 fs0 fc0 sc0 ls0 ws1">Solomons, T<span class="blank _e"></span>. W<span class="blank _8"></span>. Graham</div><div class="t m0 x2 h4 y33 ff1 fs0 fc0 sc0 ls0 ws1">Química <span class="blank _f"> </span>orgânica: <span class="blank _f"> </span>volume <span class="blank _f"> </span>1 <span class="blank _f"> </span>/ <span class="blank _f"> </span>T<span class="blank _e"></span>.W<span class="blank _8"></span>. <span class="blank _f"> </span>Graham <span class="blank _f"> </span>Solomons, <span class="blank _f"> </span>Craig <span class="blank _f"> </span>B. <span class="blank _f"> </span>Fryhle, <span class="blank _f"> </span>Scott <span class="blank _f"> </span>A.</div><div class="t m0 x2 h4 y34 ff1 fs0 fc0 sc0 ls0 ws1">Snyder ; tradução <span class="blank _6"> </span>Edilson Clemente da <span class="blank _6"> </span>Silva ... [et <span class="blank _6"> </span>al.]. \u2013 12. <span class="blank _6"> </span>ed. \u2013 Rio <span class="blank _6"> </span>de Janeiro :</div><div class="t m0 x2 h4 y35 ff1 fs0 fc0 sc0 ls0 ws1">L<span class="blank _8"></span>TC, 2018.</div><div class="t m0 x2 h4 y36 ff1 fs0 fc0 sc0 ls0 ws1">il. ; 28 cm.</div><div class="t m0 x2 h4 y37 ff1 fs0 fc0 sc0 ls0 ws1">T<span class="blank _9"></span>radução de: Organic chemistry</div><div class="t m0 x2 h4 y38 ff1 fs0 fc0 sc0 ls0 ws1">Inclui bibliografia e índice</div><div class="t m0 x2 h4 y39 ff1 fs0 fc0 sc0 ls0 ws1">ISBN 978-85-216-3552-9</div><div class="t m0 x2 h4 y3a ff1 fs0 fc0 sc0 ls0 ws1">1. <span class="blank _d"> </span>Química <span class="blank _d"> </span>orgânica. <span class="blank"> </span>I. <span class="blank _7"> </span>Fryhle, <span class="blank _b"> </span>Craig <span class="blank _d"> </span>B. <span class="blank _b"> </span>II. <span class="blank _d"> </span>Snyder<span class="blank _9"></span>, <span class="blank _d"> </span>Scott <span class="blank _d"> </span>A. <span class="blank _b"> </span>III. <span class="blank _d"> </span>Silva, <span class="blank _b"> </span>Edilson</div><div class="t m0 x2 h4 y3b ff1 fs0 fc0 sc0 ls0 ws1">Clemente da. IV<span class="blank _e"></span>. Título.</div><div class="t m0 x2 h6 y3c ff1 fs1 fc0 sc0 ls0 ws1">18-50040<span class="blank _10"> </span>CDD: 547</div><div class="t m0 x4 h6 y3d ff1 fs1 fc0 sc0 ls0 ws1">CDU: 547</div><div class="t m0 x2 h4 y3e ff1 fs0 fc0 sc0 ls0 ws1">Leandra Felix da Cruz \u2013 Bibliotecária \u2013 CRB-7/6135</div></div><a class="l"><div class="d m1" style="border-style:none;position:absolute;left:77.250000px;bottom:648.750000px;width:173.250000px;height:14.250000px;background-color:rgba(255,255,255,0.000001);"></div></a><a class="l"><div class="d m1" style="border-style:none;position:absolute;left:77.250000px;bottom:630.000000px;width:123.750000px;height:14.250000px;background-color:rgba(255,255,255,0.000001);"></div></a><a class="l"><div class="d m1" style="border-style:none;position:absolute;left:173.250000px;bottom:580.500000px;width:43.500000px;height:14.250000px;background-color:rgba(255,255,255,0.000001);"></div></a><a class="l"><div class="d m1" style="border-style:none;position:absolute;left:249.000000px;bottom:562.500000px;width:92.250000px;height:14.250000px;background-color:rgba(255,255,255,0.000001);"></div></a><a class="l"><div class="d m1" style="border-style:none;position:absolute;left:244.500000px;bottom:543.750000px;width:92.250000px;height:14.250000px;background-color:rgba(255,255,255,0.000001);"></div></a><a class="l"><div class="d m1" style="border-style:none;position:absolute;left:250.500000px;bottom:525.000000px;width:92.250000px;height:14.250000px;background-color:rgba(255,255,255,0.000001);"></div></a></div><div class="pi" data-data="{"ctm":[1.000000,0.000000,0.000000,1.000000,0.000000,0.000000]}"></div></div> <div id="pf7" class="pf w0 h0" data-page-no="7"><div class="pc pc7 w0 h0"><img fetchpriority="low" loading="lazy" class="bi x1 y2 w1 h7" alt="" src="https://files.passeidireto.com/79780e4b-4f36-45b8-9727-e4adcc41d648/bg7.png"><div class="c x1 y3f w3 h8"><div class="t m0 x2 h9 y40 ff2 fs2 fc1 sc0 ls0 ws1">VOLUME 1</div><div class="t m0 x2 ha y41 ff2 fs3 fc3 sc0 ls0 ws1"> 1<span class="blank _11"> </span><span class="ff1 fs4 fc4 v1">O Básico<span class="fs5 fc2"> <span class="fc5">Ligação e Estrutura Molecular</span></span></span></div><div class="t m0 x2 ha y42 ff2 fs3 fc3 sc0 ls0 ws1"> 2<span class="blank _11"> </span><span class="ff1 fs4 fc4 v1">Famílias de Compostos de Carbono<span class="fs5 fc2"> <span class="fc5">Grupos Funcionais, Forças Intermoleculares e</span></span></span></div><div class="t m0 x5 hb y43 ff1 fs5 fc5 sc0 ls0 ws1">Espectroscopia no Infravermelho (IV)</div><div class="t m0 x2 ha y44 ff2 fs3 fc3 sc0 ls0 ws1"> 3<span class="blank _11"> </span><span class="ff1 fs4 fc4 v1">Ácidos e Bases<span class="fs5 fc2"> <span class="fc5">Uma Introdução às Reações Orgânicas e Seus Mecanismos</span></span></span></div><div class="t m0 x2 ha y45 ff2 fs3 fc3 sc0 ls0 ws1"> 4<span class="blank _11"> </span><span class="ff1 fs4 fc4 v1">Nomenclatura e Conformações de Alcanos e Cicloalcanos</span></div><div class="t m0 x2 ha y46 ff2 fs3 fc3 sc0 ls0 ws1"> 5<span class="blank _11"> </span><span class="ff1 fs4 fc4 ws2 v1">Estereoquímica<span class="fs5 fc2 ws1"> <span class="fc5">Moléculas Quirais</span></span></span></div><div class="t m0 x2 ha y47 ff2 fs3 fc3 sc0 ls0 ws1"> 6<span class="blank _11"> </span><span class="ff1 fs4 fc4 v1">Reações Nucleofílicas<span class="fs5 fc2"> <span class="fc5">Propriedades e Reações de Substituição de Haletos de Alquila</span></span></span></div><div class="t m0 x2 ha y48 ff2 fs3 fc3 sc0 ls0 ws1"> 7<span class="blank _11"> </span><span class="ff1 fs4 fc4 v1">Alquenos e Alquinos I<span class="fs5 fc2"> <span class="fc5">Propriedades e Síntese. Reações de Eliminação dos Haletos de Alquila</span></span></span></div><div class="t m0 x2 ha y49 ff2 fs3 fc3 sc0 ls0 ws1"> 8<span class="blank _11"> </span><span class="ff1 fs4 fc4 v1">Alquenos e Alquinos II<span class="fs5 fc2"> <span class="fc5">Reações de Adição</span></span></span></div><div class="t m0 x2 ha y4a ff2 fs3 fc3 sc0 ls0 ws1"> 9<span class="blank _11"> </span><span class="ff1 fs4 fc4 v1">Ressonância Magnética Nuclear e Espectrometria de Massa<span class="fs5 fc2"> <span class="fc5">Ferramentas para</span></span></span></div><div class="t m0 x5 hb y4b ff1 fs5 fc5 sc0 ls0 ws1">Determinação Estrutural</div><div class="t m0 x2 ha y4c ff2 fs3 fc3 sc0 ls0 ws3">10<span class="blank"> </span><span class="ff1 fs4 fc4 ws1 v1">Reações Radicalares</span></div><div class="t m0 x2 ha y4d ff2 fs3 fc3 sc0 ls0 ws4">1<span class="blank _8"></span>1<span class="blank"> </span><span class="ff1 fs4 fc4 ws1 v1">Álcoois e Éteres<span class="fs5 fc2"> <span class="fc5">Síntese e Reações</span></span></span></div><div class="t m0 x2 ha y4e ff2 fs3 fc3 sc0 ls0 ws3">12<span class="blank"> </span><span class="ff1 fs4 fc4 ws1 v1">Álcoois a Partir de Compostos Carbonílicos<span class="fs5 fc2"> <span class="fc5 ls1">Oxidação\u2013Redução e Compostos</span></span></span></div><div class="t m0 x5 hb y4f ff1 fs5 fc5 sc0 ls0 ws5">Organometálicos</div><div class="t m0 x2 hc y50 ff1 fs5 fc0 sc0 ls2 ws1"> <span class="ff2 fc6 ls0 ws5">GLOSSÁRIO</span><span class="fc2 ls0"> <span class="fc5 ws5">GL-1</span></span></div><div class="t m0 x2 hc y51 ff1 fs5 fc0 sc0 ls2 ws1"> <span class="ff2 fc6 ls0 ws5">ÍNDICE</span><span class="fc2 ls0"> <span class="fc5 ws5">I-1</span></span></div><div class="t m0 x2 hc y52 ff1 fs5 fc0 sc0 ls2 ws1"> <span class="ff2 fc6 ls0">RESPOST<span class="blank _8"></span>AS DE PROBLEMAS SELECIONADOS<span class="ff1 fc2"> <span class="fc5">podem ser encontrados no GEN-IO, ambiente</span></span></span></div><div class="t m0 x5 hb y53 ff1 fs5 fc5 sc0 ls0 ws1">virtual de aprendizagem do GEN</div></div><div class="d m1" style="border-style:none;position:absolute;left:77.933400px;bottom:460.412000px;width:20.767100px;height:20.767000px;background-color:rgba(255,255,255,0.000001);"></div><div class="d m1" style="border-style:none;position:absolute;left:115.017000px;bottom:469.312000px;width:175.779000px;height:11.125000px;background-color:rgba(255,255,255,0.000001);"></div><div class="d m1" style="border-style:none;position:absolute;left:77.933400px;bottom:432.228000px;width:20.767100px;height:20.767000px;background-color:rgba(255,255,255,0.000001);"></div><div class="d m1" style="border-style:none;position:absolute;left:115.017000px;bottom:427.778000px;width:382.707000px;height:24.476000px;background-color:rgba(255,255,255,0.000001);"></div><div class="d m1" style="border-style:none;position:absolute;left:77.933400px;bottom:400.336000px;width:20.767100px;height:20.767000px;background-color:rgba(255,255,255,0.000001);"></div><div class="d m1" style="border-style:none;position:absolute;left:115.017000px;bottom:409.236000px;width:338.206000px;height:11.125000px;background-color:rgba(255,255,255,0.000001);"></div><div class="d m1" style="border-style:none;position:absolute;left:77.933400px;bottom:372.152000px;width:20.767100px;height:20.767000px;background-color:rgba(255,255,255,0.000001);"></div><div class="d m1" style="border-style:none;position:absolute;left:115.017000px;bottom:381.052000px;width:296.672000px;height:11.126000px;background-color:rgba(255,255,255,0.000001);"></div><div class="d m1" style="border-style:none;position:absolute;left:77.933400px;bottom:343.968000px;width:20.767100px;height:20.767000px;background-color:rgba(255,255,255,0.000001);"></div><div class="d m1" style="border-style:none;position:absolute;left:115.017000px;bottom:352.868000px;width:157.978000px;height:11.126000px;background-color:rgba(255,255,255,0.000001);"></div><div class="d m1" style="border-style:none;position:absolute;left:77.933400px;bottom:315.785000px;width:20.767100px;height:20.767000px;background-color:rgba(255,255,255,0.000001);"></div><div class="d m1" style="border-style:none;position:absolute;left:115.017000px;bottom:324.685000px;width:382.707000px;height:11.125000px;background-color:rgba(255,255,255,0.000001);"></div><div class="d m1" style="border-style:none;position:absolute;left:77.933400px;bottom:287.601000px;width:20.767100px;height:20.767000px;background-color:rgba(255,255,255,0.000001);"></div><div class="d m1" style="border-style:none;position:absolute;left:115.017000px;bottom:296.501000px;width:416.824000px;height:11.125000px;background-color:rgba(255,255,255,0.000001);"></div><div class="d m1" style="border-style:none;position:absolute;left:77.933400px;bottom:259.417000px;width:20.767100px;height:20.767000px;background-color:rgba(255,255,255,0.000001);"></div><div class="d m1" style="border-style:none;position:absolute;left:115.017000px;bottom:268.317000px;width:199.512000px;height:11.125000px;background-color:rgba(255,255,255,0.000001);"></div><div class="d m1" style="border-style:none;position:absolute;left:77.933400px;bottom:231.233000px;width:20.767100px;height:20.767000px;background-color:rgba(255,255,255,0.000001);"></div><div class="d m1" style="border-style:none;position:absolute;left:115.017000px;bottom:226.783000px;width:386.416000px;height:24.475000px;background-color:rgba(255,255,255,0.000001);"></div><div class="d m1" style="border-style:none;position:absolute;left:77.933400px;bottom:199.341000px;width:20.767100px;height:20.767000px;background-color:rgba(255,255,255,0.000001);"></div><div class="d m1" style="border-style:none;position:absolute;left:115.017000px;bottom:208.241000px;width:109.027000px;height:11.125000px;background-color:rgba(255,255,255,0.000001);"></div><div class="d m1" 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style="border-style:none;position:absolute;left:115.017000px;bottom:108.114000px;width:45.985000px;height:11.125000px;background-color:rgba(255,255,255,0.000001);"></div><div class="d m1" style="border-style:none;position:absolute;left:115.017000px;bottom:79.930400px;width:414.599000px;height:24.475600px;background-color:rgba(255,255,255,0.000001);"></div><a class="l" data-dest-detail="[58,"XYZ",76.1233,720,null]"><div class="d m1" style="border-style:none;position:absolute;left:77.933400px;bottom:460.412000px;width:20.767100px;height:20.767000px;background-color:rgba(255,255,255,0.000001);"></div></a><a class="l" data-dest-detail="[58,"XYZ",76.1233,720,null]"><div class="d m1" style="border-style:none;position:absolute;left:115.017000px;bottom:469.312000px;width:175.779000px;height:11.125000px;background-color:rgba(255,255,255,0.000001);"></div></a><a class="l" data-dest-detail="[181,"XYZ",76.1233,720,null]"><div class="d m1" 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data-dest-detail="[1072,"XYZ",76.1233,720,null]"><div class="d m1" style="border-style:none;position:absolute;left:115.017000px;bottom:180.057000px;width:166.137000px;height:11.125000px;background-color:rgba(255,255,255,0.000001);"></div></a><a class="l" data-dest-detail="[1166,"XYZ",76.1233,720,null]"><div class="d m1" style="border-style:none;position:absolute;left:77.933400px;bottom:142.973000px;width:20.767100px;height:20.767000px;background-color:rgba(255,255,255,0.000001);"></div></a><a class="l" data-dest-detail="[1166,"XYZ",76.1233,720,null]"><div class="d m1" style="border-style:none;position:absolute;left:115.017000px;bottom:138.523000px;width:367.132000px;height:24.476000px;background-color:rgba(255,255,255,0.000001);"></div></a><a class="l" data-dest-detail="[58,"XYZ",76.1233,720,null]"><div class="d m1" style="border-style:none;position:absolute;left:115.017000px;bottom:122.948000px;width:80.844000px;height:11.125000px;background-color:rgba(255,255,255,0.000001);"></div></a><a class="l" data-dest-detail="[58,"XYZ",76.1233,720,null]"><div class="d m1" style="border-style:none;position:absolute;left:115.017000px;bottom:108.114000px;width:45.985000px;height:11.125000px;background-color:rgba(255,255,255,0.000001);"></div></a><a class="l" data-dest-detail="[58,"XYZ",76.1233,720,null]"><div class="d m1" style="border-style:none;position:absolute;left:115.017000px;bottom:79.930400px;width:414.599000px;height:24.475600px;background-color:rgba(255,255,255,0.000001);"></div></a></div><div class="pi" data-data="{"ctm":[1.000000,0.000000,0.000000,1.000000,0.000000,0.000000]}"></div></div> <div id="pf8" class="pf w0 h0" data-page-no="8"><div class="pc pc8 w0 h0"><img fetchpriority="low" loading="lazy" class="bi x1 y2 w1 h2" alt="" src="https://files.passeidireto.com/79780e4b-4f36-45b8-9727-e4adcc41d648/bg8.png"><div class="c x1 y3f w3 h8"><div class="t m0 x2 h9 y54 ff2 fs2 fc1 sc0 ls0 ws1">VOLUME 2</div><div class="t m0 x2 hd y55 ff2 fs3 fc3 sc0 ls0 ws3">13<span class="blank"> </span><span class="ff1 fs4 fc4 ws1 v2">Sistemas Insaturados Conjugados</span></div><div class="t m0 x2 hd y56 ff2 fs3 fc3 sc0 ls0 ws3">14<span class="blank"> </span><span class="ff1 fs4 fc4 ws1 v2">Compostos Aromáticos</span></div><div class="t m0 x2 hd y57 ff2 fs3 fc3 sc0 ls0 ws3">15<span class="blank"> </span><span class="ff1 fs4 fc4 ws1 v2">Reações de Compostos Aromáticos</span></div><div class="t m0 x2 hd y58 ff2 fs3 fc3 sc0 ls0 ws3">16<span class="blank"> </span><span class="ff1 fs4 fc4 ws1 v2">Aldeídos e Cetonas<span class="fs5 fc0"> <span class="fc5">Adição Nucleofílica ao Grupo Carbonila</span></span></span></div><div class="t m0 x2 hd y59 ff2 fs3 fc3 sc0 ls0 ws3">17<span class="blank"> </span><span class="ff1 fs4 fc4 ws1 v2">Ácidos Carboxílicos e Seus Derivados<span class="fs5 fc0"> <span class="fc5">Adição Nucleofílica\u2013Eliminação no Carbono Acílico</span></span></span></div><div class="t m0 x2 hd y5a ff2 fs3 fc3 sc0 ls0 ws3">18<span class="blank"> </span><span class="ff1 fs4 fc4 ws1 v2">Reações no Carbono \u03b1 de Compostos Carbonilados<span class="fs5 fc0"> <span class="fc5">Enóis e Enolatos</span></span></span></div><div class="t m0 x2 hd y5b ff2 fs3 fc3 sc0 ls0 ws3">19<span class="blank"> </span><span class="ff1 fs4 fc4 ws1 v2">Reações de Condensação e de Adição Conjugada de Compostos Carbonilados</span></div><div class="t m0 x5 hb y5c ff1 fs5 fc5 sc0 ls0 ws1">Mais Química de Enolatos</div><div class="t m0 x2 hd y5d ff2 fs3 fc3 sc0 ls0 ws3">20<span class="blank"> </span><span class="ff1 fs4 fc4 ws2 v2">Aminas</span></div><div class="t m0 x2 hd y5e ff2 fs3 fc3 sc0 ls0 ws3">21<span class="blank"> </span><span class="ff1 fs4 fc4 ws1 v2">Complexos de Metais de T<span class="blank _9"></span>ransição<span class="fs5 fc0"> <span class="fc5">Responsáveis por Importantes Reações de Formação</span></span></span></div><div class="t m0 x5 hb y5f ff1 fs5 fc5 sc0 ls1 ws1">de Ligações</div><div class="t m0 x2 hd y60 ff2 fs3 fc3 sc0 ls0 ws3">22<span class="blank"> </span><span class="ff1 fs4 fc4 ws2 v2">Carboidratos</span></div><div class="t m0 x2 hd y61 ff2 fs3 fc3 sc0 ls0 ws3">23<span class="blank"> </span><span class="ff1 fs4 fc4 ws2 v2">Lipídios</span></div><div class="t m0 x2 hd y62 ff2 fs3 fc3 sc0 ls0 ws3">24<span class="blank"> </span><span class="ff1 fs4 fc4 ws1 v2">Aminoácidos e Proteínas</span></div><div class="t m0 x2 hd y63 ff2 fs3 fc3 sc0 ls0 ws3">25<span class="blank"> </span><span class="ff1 fs4 fc4 ws1 v2">Ácidos Nucleicos e Síntese de Proteínas</span></div><div class="t m0 x2 hc y64 ff1 fs5 fc0 sc0 ls2 ws1"> <span class="ff2 fc6 ls0 ws5">GLOSSÁRIO</span></div><div class="t m0 x2 hc y65 ff1 fs5 fc0 sc0 ls2 ws1"> <span class="ff2 fc6 ls0 ws5">ÍNDICE</span></div><div class="t m0 x2 hc y66 ff1 fs5 fc0 sc0 ls2 ws1"> <span class="ff2 fc6 ls0">RESPOST<span class="blank _8"></span>AS DE PROBLEMAS SELECIONADOS<span class="ff1 fc0"> <span class="fc5">podem ser encontrados no GEN-IO, ambiente</span></span></span></div><div class="t m0 x5 hb y67 ff1 fs5 fc5 sc0 ls0 ws1">virtual de aprendizagem do GEN</div></div></div><div class="pi" data-data="{"ctm":[1.000000,0.000000,0.000000,1.000000,0.000000,0.000000]}"></div></div> <div id="pf9" class="pf w0 h0" data-page-no="9"><div class="pc pc9 w0 h0"><img fetchpriority="low" loading="lazy" class="bi x1 y2 w1 h7" alt="" src="https://files.passeidireto.com/79780e4b-4f36-45b8-9727-e4adcc41d648/bg9.png"><div class="c x1 y3f w3 h8"><div class="t m0 x2 he y68 ff1 fs6 fc2 sc0 ls0 ws6">1.1</div><div class="t m0 x2 he y69 ff1 fs6 fc2 sc0 ls0 ws6">1.2</div><div class="t m0 x2 he y6a ff1 fs6 fc2 sc0 ls0 ws6">1.3</div><div class="t m0 x2 he y6b ff1 fs6 fc2 sc0 ls0 ws6">1.4</div><div class="t m0 x2 he y6c ff1 fs6 fc2 sc0 ls0 ws6">1.5</div><div class="t m0 x2 he y6d ff1 fs6 fc2 sc0 ls0 ws6">1.6</div><div class="t m0 x2 he y6e ff1 fs6 fc2 sc0 ls0 ws6">1.7</div><div class="t m0 x2 hf y6f ff1 fs7 fc3 sc0 ls0">1</div><div class="t m0 x2 h10 y70 ff2 fs8 fc4 sc0 ls0 ws1">O Básico</div><div class="t m0 x2 h11 y71 ff1 fs9 fc5 sc0 ls0 ws1">LIGAÇÃO E ESTRUTURA MOLECULAR</div><div class="t m0 x5 he y68 ff1 fs6 fc2 sc0 ls0 ws1">A Vida e a Química dos Compostos de Carbono \u2013 Somos Poeira Estelar</div><div class="t m0 x2 h12 y72 ff2 fs6 fc7 sc0 ls0 ws1">A QUÍMICA DE\u2026<span class="ff1 fc2"> Produtos Naturais</span></div><div class="t m0 x5 he y69 ff1 fs6 fc2 sc0 ls0 ws1">Estrutura Atômica</div><div class="t m0 x5 he y6a ff1 fs6 fc2 sc0 ls0 ws1">Ligações Químicas: a Regra do Octeto</div><div class="t m0 x5 h12 y6b ff2 fs6 fc8 sc0 ls0 ws6">COMO<span class="ff1 fc2 ws1"> Escrever Estruturas de Lewis</span></div><div class="t m0 x5 h12 y6c ff1 fs6 fc2 sc0 ls0 ws1">Cargas Formais e <span class="ff2 fc8 ws6">COMO</span> Calculá-las</div><div class="t m0 x5 he y6d ff1 fs6 fc2 sc0 ls0 ws1">Isômeros: Compostos Diferentes com a Mesma Fórmula Molecular</div><div class="t m0 x5 h12 y6e ff2 fs6 fc8 sc0 ls0 ws6">COMO<span class="ff1 fc2 ws1"> Escrever e Interpretar Fórmulas Estruturais</span></div></div><div class="d m1" style="border-style:none;position:absolute;left:77.191800px;bottom:352.868000px;width:16.316900px;height:32.634000px;background-color:rgba(255,255,255,0.000001);"></div><div class="d m1" style="border-style:none;position:absolute;left:77.191800px;bottom:320.976000px;width:83.068200px;height:20.767000px;background-color:rgba(255,255,255,0.000001);"></div><div class="d m1" style="border-style:none;position:absolute;left:77.191800px;bottom:297.243000px;width:270.713200px;height:16.316000px;background-color:rgba(255,255,255,0.000001);"></div><div class="d m1" style="border-style:none;position:absolute;left:77.191800px;bottom:269.059000px;width:433.882200px;height:17.058000px;background-color:rgba(255,255,255,0.000001);"></div><div class="d m1" style="border-style:none;position:absolute;left:77.191800px;bottom:244.583000px;width:200.995200px;height:14.092000px;background-color:rgba(255,255,255,0.000001);"></div><div class="d m1" style="border-style:none;position:absolute;left:77.191800px;bottom:217.883000px;width:134.985200px;height:17.058000px;background-color:rgba(255,255,255,0.000001);"></div><div class="d m1" style="border-style:none;position:absolute;left:77.191800px;bottom:191.924000px;width:249.946200px;height:17.059000px;background-color:rgba(255,255,255,0.000001);"></div><div class="d m1" style="border-style:none;position:absolute;left:77.191800px;bottom:166.707000px;width:239.562200px;height:17.059000px;background-color:rgba(255,255,255,0.000001);"></div><div class="d m1" style="border-style:none;position:absolute;left:77.191800px;bottom:140.748000px;width:241.787200px;height:17.059000px;background-color:rgba(255,255,255,0.000001);"></div><div class="d m1" style="border-style:none;position:absolute;left:77.191800px;bottom:114.789000px;width:403.474200px;height:17.059000px;background-color:rgba(255,255,255,0.000001);"></div><div class="d m1" style="border-style:none;position:absolute;left:77.191800px;bottom:89.572100px;width:315.955200px;height:17.058900px;background-color:rgba(255,255,255,0.000001);"></div><a class="l" data-dest-detail="[58,"XYZ",76.1233,720,null]"><div class="d m1" style="border-style:none;position:absolute;left:77.191800px;bottom:352.868000px;width:16.316900px;height:32.634000px;background-color:rgba(255,255,255,0.000001);"></div></a><a class="l" data-dest-detail="[58,"XYZ",76.1233,720,null]"><div class="d m1" 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data-dest-detail="[65,"XYZ",138.661,359.894,null]"><div class="d m1" style="border-style:none;position:absolute;left:77.191800px;bottom:217.883000px;width:134.985200px;height:17.058000px;background-color:rgba(255,255,255,0.000001);"></div></a><a class="l" data-dest-detail="[68,"XYZ",138.661,158.537,null]"><div class="d m1" style="border-style:none;position:absolute;left:77.191800px;bottom:191.924000px;width:249.946200px;height:17.059000px;background-color:rgba(255,255,255,0.000001);"></div></a><a class="l" data-dest-detail="[75,"XYZ",138.661,720,null]"><div class="d m1" style="border-style:none;position:absolute;left:77.191800px;bottom:166.707000px;width:239.562200px;height:17.059000px;background-color:rgba(255,255,255,0.000001);"></div></a><a class="l" data-dest-detail="[84,"XYZ",138.661,127.612,null]"><div class="d m1" style="border-style:none;position:absolute;left:77.191800px;bottom:140.748000px;width:241.787200px;height:17.059000px;background-color:rgba(255,255,255,0.000001);"></div></a><a class="l" data-dest-detail="[89,"XYZ",138.661,183.964,null]"><div class="d m1" style="border-style:none;position:absolute;left:77.191800px;bottom:114.789000px;width:403.474200px;height:17.059000px;background-color:rgba(255,255,255,0.000001);"></div></a><a class="l" data-dest-detail="[93,"XYZ",138.661,190.149,null]"><div class="d m1" style="border-style:none;position:absolute;left:77.191800px;bottom:89.572100px;width:315.955200px;height:17.058900px;background-color:rgba(255,255,255,0.000001);"></div></a></div><div class="pi" data-data="{"ctm":[1.000000,0.000000,0.000000,1.000000,0.000000,0.000000]}"></div></div> <div id="pfa" class="pf w0 h0" data-page-no="a"><div class="pc pca w0 h0"><img fetchpriority="low" loading="lazy" class="bi x1 y2 w1 h2" alt="" src="https://files.passeidireto.com/79780e4b-4f36-45b8-9727-e4adcc41d648/bga.png"><div class="c x1 y3f w3 h8"><div class="t m0 x2 he y73 ff1 fs6 fc2 sc0 ls0 ws6">1.8</div><div class="t m0 x2 he y74 ff1 fs6 fc2 sc0 ls0 ws6">1.9</div><div class="t m0 x2 he y75 ff1 fs6 fc2 sc0 ls0 ws6">1.10</div><div class="t m0 x2 he y76 ff1 fs6 fc2 sc0 ls0 ws6">1.1<span class="blank _8"></span>1</div><div class="t m0 x2 he y77 ff1 fs6 fc2 sc0 ls0 ws6">1.12</div><div class="t m0 x2 he y78 ff1 fs6 fc2 sc0 ls0 ws6">1.13</div><div class="t m0 x2 he y79 ff1 fs6 fc2 sc0 ls0 ws6">1.14</div><div class="t m0 x2 he y5c ff1 fs6 fc2 sc0 ls0 ws6">1.15</div><div class="t m0 x2 he y7a ff1 fs6 fc2 sc0 ls0 ws6">1.16</div><div class="t m0 x2 he y7b ff1 fs6 fc2 sc0 ls0 ws6">1.17</div><div class="t m0 x5 he y73 ff1 fs6 fc2 sc0 ls0 ws1">T<span class="blank _e"></span>eoria da Ressonância</div><div class="t m0 x5 he y74 ff1 fs6 fc2 sc0 ls0 ws1">Mecânica Quântica e Estrutura Atômica</div><div class="t m0 x5 he y75 ff1 fs6 fc2 sc0 ls0 ws1">Orbitais Atômicos e Configuração Eletrônica</div><div class="t m0 x5 he y76 ff1 fs6 fc2 sc0 ls0 ws1">Orbitais Moleculares</div><div class="t m0 x5 h13 y7c ff1 fs6 fc2 sc0 ls0 ws1">As Estruturas do Metano e do Etano: Hibridização <span class="ff3 ws6">sp</span><span class="fsa v3">3</span></div><div class="t m0 x2 h12 y7d ff2 fs6 fc7 sc0 ls0 ws1">A QUÍMICA DE\u2026<span class="ff1 fc2"> Modelos Moleculares Calculados: Superfícies de Densidade</span></div><div class="t m0 x2 he y7e ff1 fs6 fc2 sc0 ls0 ws6">Eletrônica</div><div class="t m0 x5 h14 y7f ff1 fs6 fc2 sc0 ls0 ws1">A Estrutura do Eteno (Etileno): Hibridização <span class="ff3 ws6">sp</span><span class="fsa v4">2</span></div><div class="t m0 x5 he y79 ff1 fs6 fc2 sc0 ls0 ws1">A Estrutura do Etino (Acetileno): Hibridização <span class="ff3 ws6">sp</span></div><div class="t m0 x5 he y5c ff1 fs6 fc2 sc0 ls0 ws1">Resumo de Conceitos Importantes que Surgiram da Mecânica Quântica</div><div class="t m0 x5 h12 y7a ff2 fs6 fc8 sc0 ls0 ws6">COMO<span class="ff1 fc2 ws1"> Predizer a Geometria Molecular: o Modelo de Repulsão dos Pares</span></div><div class="t m0 x5 he y80 ff1 fs6 fc2 sc0 ls0 ws1">de Elétrons na Camada de V<span class="blank _8"></span>alência</div><div class="t m0 x5 he y7b ff1 fs6 fc2 sc0 ls0 ws1">Aplicações dos Princípios Básicos</div><div class="t m0 x2 h12 y81 ff2 fs6 fc9 sc0 ls0 ws6">[<span class="fc2 ws1"> <span class="fca">POR QUE</span> <span class="fc9">ESSES TÓPICOS SÃO IMPORT<span class="blank _8"></span>ANTES? ]</span></span></div><div class="t m0 x2 hf y82 ff1 fs7 fc3 sc0 ls0">2</div><div class="t m0 x2 h10 y83 ff2 fs8 fc4 sc0 ls0 ws1">Famílias de Compostos de Carbono</div><div class="t m0 x2 h11 y84 ff1 fs9 fc5 sc0 ls0 ws1">GRUPOS FUNCIONAIS, FORÇAS INTERMOLECULARES E</div><div class="t m0 x2 h11 y85 ff1 fs9 fc5 sc0 ls0 ws1">ESPECTROSCOPIA NO INFRA<span class="blank _8"></span>VERMELHO (IV)</div></div><div class="d m1" 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