Preparing Your ACS Examination Organic Chemistry1 11

Preparing Your ACS Examination Organic Chemistry1 11 -...

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Unformatted text preview: Nomenclature NM-4. What is the IUPAC name for this compound? (A) 1-methyl-4-ethyl-l-pentsnol (B) (C) 3-methyl-6—heptanol (D) Knowledge Required: (1) Procedure for naming alcohols. (2) Identification of alkyl groups. Thinking it Through: The first step in naming alcohols is to identify the longest continuous carbon atom chain containing the hydroxyl group. Here, the longest chain containing the -0H has seven carbon atoms, so the wmpmmdisaheptamduivafiveSecdedenfifmebsfimmMmpnsthmamefiyi groupis present. Third, number the chain (or ring) to givethe hydroxyl 319119 the lowest number possible. ChoiceLA)isinmatectbecauseitsnameindicatesfliecompoundisapentsneduivativc.Choice(B)isaiso incorrectbecauseitdoesnotcon'ectlyindicatethelongestchainpresent.Choice(C)isWtongbecauseeventhough thecontpoundiscon'ectlyidentifiedasaheptanedetivafivefliemolecuieisnmnheredmfingatthewmngendof thechain.Choicet’D)isfltecmreaamwabecausethesemcarbonammchainiscmflyidmfifiedanddie ’ hydroxyl group is correctly assigned the lowest possible nmnber. NM-s. What is the IUPAC name for this compound? CIigCilzCHzCI-IQiCHgCHZCi-Ig Knowledge Required: Procedure for naming carbonylic acids. Thinking it Through: When assigning names to carboxylic acids. first find the longest continuous carbon atom chain containing the carbonylic acid group. Thecarboxyl groupcounts asacarbon atomwhen computingthe lengthofthechain.Infidscasethelongestcbainhassixcarbonatoms.sodiecompoundisadedvativeof hexanoicacid.Asbefomthesecoodstepismlocateandidentifythesubstitoents. Apmpylgroupispresent. Whennumberingacatboxylic acid. the carboxylstecaibon atomis always number one. sothepropyl groupis on C—2.Thecompoundisssodiumsalton-pmpylhexanoicacid,sothecmrectansweris(fl). Choice(A)isincouectbecansehusesmn—HJPACtams.Momvu.capmicacidisani\iflnamefos hexanoicacid.Choice(C)canbeteiectedbeeausethenameindicswsthatthecarboxylicacidisasubstimentonan eight—carbon atom main chainJTEis is notpartof IUPAC naming procedure. Choice (D) is inconectbectwseit statesthatthemainchainhasfive‘carbonatomandthatthecaiboxylgmnpisasubstimentonit Rememberfliat thecsrboxylgmnpcoontswhendewrmininghowmanycsrbcnatomsareinachain. ...
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