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week 5 notes

by: Brooke Martin

week 5 notes Chem 2400

Brooke Martin
GPA 3.9

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About this Document

more naming and newman projections
Organic Chemistry 1
Class Notes
Chemistry, GSU
25 ?




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This 6 page Class Notes was uploaded by Brooke Martin on Sunday September 25, 2016. The Class Notes belongs to Chem 2400 at Georgia State University taught by Reber in Fall 2017. Since its upload, it has received 10 views. For similar materials see Organic Chemistry 1 in Chemistry at Georgia State University.


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Date Created: 09/25/16
Organic Chemistry MWF 12:00 PM Week 5 Notes September 22, 2016 CYCLOALKANES Cyclopropane Cyclobutane Cyclopentane Cyclohexane  If # of carbons in ring > # of substituent o Naming = Alkyl-substituent cycloalkane o Ex) methyl cyclopentane NUMBERING CARBONS  Choose point of attachment  Second substituent should have low number o Example 1 1 2 6 6 2 3 5 5 3 4 4 1,3-dimethylcyclo hexane 1,5-dimethylcyclohexane  2 or more different alkyl groups could have same number use alphabetical priority o Example 1 2 2 1 1-methyl-2-bromo cyclobutane 1-bromo-2-methyl cyclobutane CYCLOALKANES  Restricted carbon-carbon bond movement  Stereoisomers – atom connected in same order but different 3D orientation o Cis = same o Trans = across STRAINS  Angel strain – strain induced in a molecule when bond angels are forced to deviate from ideal 109⁰ tetrahedral  Torsional strain – strain due to eclipsing of bonds between neighboring atoms  Steric strain – due to repulsive interactions when atoms approach one another THESE CAN BE SEEN IN NEWMAN PROJECTIONS NEWMAN PROJECTIONS Ethane’s conformational isomers 4 KJ/mol Staggered conformation Eclipsed conformation  Lower energy  Antibonding  Favored  Torsional strain  60⁰ between each  12 KJ/mol hydrogen  0 KJ/mol PROPANE 6 KJ/mol 4 KJ/mol TOTAL ENERGY: 14KJ/mol 4 KJ/mol Propane conformational isomers with graph Energy levels of different Conformations 16 14 12 10 Energy levels of different Conformations 8 KJ/mol 6 4 2 0 0 60 120 180 240 300 360 NAMING EXAMPLES 1 (1,2 – dimethylpropyl) 3- ethyl cyclohexane Complex side chain use di- and tri- in alphabetical order 4 (3 methylcyclopentyl) 3 – phenyl octane MORE NEWMAN PROJECTIONS Cyclopropane ( ring-strain-in-cyclopropane-and-cyclobutane/) Cyclobutane ( Cyclopentane ( newman-projection/) Cyclohexane (


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