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Fundamentals of Organic Chemistry Chapter 2
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Functional Groups Functional groups are specific groups of atoms within molecules that are responsible for the characteristic chemical reactions of those molecules
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Classification of functional groups Carbon-carbon Carbon-heteroatom Bond order (single, double, triple, resonance) C-C: Alkane, Alkene, Alkyne C-O,N,S,Hal: Ether, Ester, Amine, Nitro, Halo …. Etc.
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Examples of functional groups Chemical class GroupFormula Structural Formula PrefixSuffixExample AlkaneAlkylRHalkyl--ane Ethane AlkeneAlkenylR 2 C=CR 2 alkenyl--eneEthylene Ethylene (Ethene) AlkyneAlkynylRC≡CR'alkynyl--yneAcetylene Acetylene (Ethyne) Benzene derivative Phenyl RC 6 H 5 RPh phenyl--benzene Cumene Cumene (2-phenylpr opane) Toluene derivative Benzyl RCH 2 C 6 H 5 RBn benzyl- 1-(substitue nt)toluene Benzyl bromide bromide (1-Bromotol uene)
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Alkanes and Alkynes Definition: C-C bond (sp 3 -sp 3 ) Saturated: All possible valence – occupied by proton Straight vs branched Isomers: Same number of specific bond with different connectivity Primary/Secondary/Tertiary/Quaternary
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Nomenclature of Alkanes General construction: Prefix-Parent-Suffix (position - # of carbon – family)
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General prefix to give # of C 1Meth-8Oct- 2Eth-9Non- 3Prop-10Dec- 4But-11Undec- 5Pent-12Dodec 6Hex-13Tridec- 7Hept-14Tetradec-
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General steps for nomenclature 1.Find the longest chain / higher number of branching. 2.Numbering the longest chain, beginning at the end nearer the first branch 3.Identify/number the substituents 4.Write the name as a single word (alphabetical arrangement)
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Conformations of alkane Conformation: Different arrangement of atoms, from rotation around a single bond Sawhorse Newman
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Eclipsed and StaggeredEclipsed and Staggered Conformations of alkane
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General rules in structure drawing Carbon atoms usually aren’t shown Hydrogen, attached to carbon usually not shown All atoms, other than C and H shown
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Cycloalkane Definition: C-C bond to form ring cis-/trans- isomer: same/opposite side
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Chair/Boat conformation
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Axial and Equatorial
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