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TipsandTricksonGeneralOrganicChemistryChemistryIITJEEsimplylearnt.com
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TipsandTricksonGeneralOrganicChemistry
Tip#1
Atomspreferfilledvalenceshells.
Thisruleexplainswhyatomsmakebonds,andthetypeofbondscreated.Acorollaryisthatcentersofelectron
density(bondsandlonepairsofelectrons)repeleachothersotheystayasfarapartaspossible.Thislatterrule,the
basisforthesocalledVSEPRmodel,explains3dimensionalmolecularstructure.
StudyMaterialonGeneralOrganic
Chemistry
Tip#2
Understandingelectronegativities:Theelectronsaregenerallyinhigheramountsaroundthemoreelectronegative
atoms(e.g.F,Cl,O,N).Theelectronegativeatomspullelectrondensityawayfromthelesselectronegativeatoms
(e.g.C,H)towhichtheyarebonded.Thus,understandingelectronegativitiesprovidesasimplemethodofdeciding
whichportionsofamoleculehavearelativelyhighelectrondensity,andwhichportionshavearelativelylow
electrondensity.
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Tip#3
Naturehateslocalizedcharges.Ifamoleculemusthaveacharge,itisbettertohavethechargedistributedoveras
manyatomsaspossiblethroughresonance,inductiveeffects,andhyperconjugation.Inaddition,whengiventhe
choice,itisbettertohavemorenegativechargeonamoreelectronegativeatom(e.g.O),andmorepositivecharge
onalesselectronegativeatom(e.g.C).
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Tip#4
Mostreactionsinvolvenucleophiles(moleculeswithalocationofparticularlyhighelectrondensity)attacking
electrophiles(moleculeswithalocationofparticularlylowelectrondensity).Whenindoubt,transferaproton!
Thus,simplyunderstandingwhereelectronsareprovidesyouwiththebestwayofanalyzingnewmoleculessothat
youwillbeabletoPREDICThowtheywillreact.
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Tip#5
Stericinteractions(atomsbumpingintoeachother)canpreventreactionsbykeepingthereactiveatomsawayfrom
eachother.
Tip#6
Pielectronsprefertobedelocalizedoverasmanyadjacentsp2hybridizedatoms(orsphybridizedatomsinsome
cases)aspossible,andaromaticityisthemoststableformofpielectrondelocalization.Pielectronscannot
delocalizeontoorthroughsp3hybridizedatomssinceansp3atomhasno2porbitalavailable.
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Tip#7
Inmechanisms,protontransfersaregenerallythefastestpossiblereaction,sothisusuallyhappensbeforeother
possibleprocessessuchasnucleophilicattack.Theexceptionisdeprotonationofnonacidiccarbonatomssuchasin
alkanes,thesecanbeslow
Tip#8
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Tip#9
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Tip#10
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Tip#11
Tip#12
Tip#13
IsomerismDo'sanddon'ts
Iftwomoleculescontaindifferentfunctionalgroupsneverwritechainorpositionalisomerism,therewillalwaysbe
functionalisomerism.
Functionalisomersshowsimilarapproachtowardsareagentasdistributionofelectroncloudremainsmoreorless
sameinthemolecule
Tip#14
RulesforDrawingResonatingStructures
1.AllthecanonicalformsmustbebonafideLewisstructures.
2.Wecannotchangetherelativepositionofatomsbutcanchangetherelativepositionofelectronpairs.
3.Allatomstakingpartinresonance,i.e.coveredbydelocalizedelectrons,mustlieinaplaneornearlyso.
4.Allcanonicalformsmusthavethesamenumberofpairedelectrons.
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