L4a - List possible locants IGNORING the corresponding...

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1 1 ©Dr. Kay Sandberg 2,5-diethyl-1,1-dimethylcyclopentane 1,3-diethyl-2,2-dimethylcyclopentane List possible locants IGNORING the corresponding branch names. 1 5 4 3 2 1,2,2,3 5 4 3 2 1 1,1,2,5 Lowest locant at 1 st point of difference wins. 2 ©Dr. Kay Sandberg 1-butyl-3-methylcyclooctane 7 6 54 3 2 1 8 5 6 78 1 2 3 4 1,3 1,3 3-butyl-1-methylcyclooctane When the locant series is the same (cycloalkane), THEN go according to alphabetic order. 3 Which is correct name? 1. 1 2. 2 3. 3 4. 4 1 2 3 4 5% 0% 11% 84% ©Dr. Kay Sandberg 1-butyl-3-methylcyclooctane 5 6 1 2 3 4 1) 5-butyl-9-methyldecane 2) 6-butyl-2-methyldecane 3) 2-methyl-6-butyldecane 4) 9-methyl-5-butyldecane 1 2 3 4 5 6 7 8 9 10 Number from the end closest to the nearest branch!!!! 4 ©Dr. Kay Sandberg cyclohexylcycloheptane The one with the most atoms gets to be the parent. Branch ends in yl 5 ©Dr. Kay Sandberg Last lecture This lecture Finish alkane nomenclature Physical properties of alkanes Structure and chemical properties Bicycloalkanes Conformations of alkanes 6 #C?’s 5 6 7 8 9 0% 0% 0% 0% 97% 3% 0% 0% 0% 1. 1 2. 2 3. 3 4. 4 5. 5 6. 6 7. 7 8. 8 9. 9 Draw the skeletal structure of 1- cyclobutyl pentane ©Dr. Kay Sandberg 4 C 5 C Click the # of carbons.
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2 7 1- cyclopentyl hexane ©Dr. Kay Sandberg 1 2 3 4 5 6 5 C 6 C 8 C C C C C O H H H H H H H HH H H ©Dr. Kay Sandberg C C C C C C H C C C C C H H H H H H H H H H H H H H H H H H H H H Sandberg vs Knopp 1- cyclopentyl hexane phenol 9 Structure & chemical properties Section 2.18 Alkanes are relatively unreactive, however. .. Chemical rxn: combustion C n H 2n+2 + X O 2 Y CO 2 + Z H 2 O (CH 3 ) 2 CHCH 2 CH 3 + 8O 2 5CO 2 + 6H 2 O Δ H o = -3529 kJ Δ o = o products - o reactants Heat of combustion (- Δ H o ) = 3529 o = Heat content or enthaply ©Dr. Kay Sandberg 10 Structure & chemical properties Section 2.18 (CH 3 ) 2 CHCH 2 CH 3 + 8O 2 5CO 2 + 6H 2 O Δ o = -3529 kJ Δ o = o products - o reactants The longer the chain in a homologous series the more negative the Δ o . exothermic ©Dr. Kay Sandberg The longer the chain in a homologous series the larger the heat of combustion. 11 Structure & chemical properties Section 2.18 8CO 2 + 9H 2 O C 8 H 18 + O 2 25 2 Heat of combustion kJ/mol 5471 5466 5458 5452 ©Dr. Kay Sandberg 12 Structure & chemical properties Section 2.18 8CO 2 + 9H 2 O C 8 H 18 + O 2 25 2 5471 5452 least stable most stable ©Dr. Kay Sandberg highest potential E lowest potential E
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3 13 Section 2.18 8CO 2 + 9H 2 O C 8 H 18 + O 2 25 2 Potential Energy less stable more stable ©Dr. Kay Sandberg The more branched
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This note was uploaded on 01/25/2009 for the course CH 221 taught by Professor Melander during the Spring '07 term at N.C. State.

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L4a - List possible locants IGNORING the corresponding...

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