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Functional Group
Functional Group
hesearespecificnamesgiventocertaincompoundsthatdescribetheirchemical
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reactivity.
Or
Af unctionalg
roupisa
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roupo
fa
tomso
rb
ondsinsidea
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ubstancet hatisr esponsiblef ort he
substance’su niquec hemicalr eactionsino rganicc hemistry.
Or
functionalgroupisanatomoragroupofatomsthatareresponsibleforthechemicalproperties
A
ofthemolecule.
nowingthefunctionalgroupsisamustinorganicchemistryandinthispost,wewillgo
K
overthestructureandinterestingapplicationsofthemostcommonfunctionalgroupsin
mistry.
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IERRALEONEMUSLIMCONGRESSSECONDARYSCHOOL
S
http://www.chorganiccheemshamel.madpath.com/
Alkanes
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rethefirstgroupoforganiccompounds.Theyaremadeofcarbonsandhydrogensthatare
a
onlyconnectedwithsingle(σ)bondsnopibond.
llthecarbonsaresp3hybridized,withonlysinglebonds,andallthebondsarenon-polar,
a
therefore,alkanesandalltheotherhydrocarbonsarenon-polar,hydrophobicmolecules.
Alkenes
aresimilartoalkanes,theonlydifferencebeingthepresenceofadoublebond.
hetwocarbonswiththedoublebondaresp2–
T hybridized,andthegeometryistrigonal
planarwitha120o anglebetweentheatoms.Thedoublebondismadeofoneσand
oneπbond.
Alkynes
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S
http://www.chorganiccheemshamel.madpath.com/
hedifferencebetweenalkynesandalkenesisthechangeofthedoublebondto
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atriplebond.Theendingchangesfrom-yne:
hehybridizationoftriple-bondedcarbonsisspwhichcorrespondstotheliner
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geometry–180:
Nitriles
Alkylgroupstogetherwiththe-CN(cyano)groupmakethenitriles:
PreparedbyMalikeshamel
IERRALEONEMUSLIMCONGRESSSECONDARYSCHOOL
S
http://www.chorganiccheemshamel.madpath.com/
Alcohols
Ifinsteadofthehalogen,weputanOH(hydroxylgroup)onanalkylhalide,we
getalcohol.
orthegeneralformula,wehaveR-OH,andbelowaresomecommon
F
examples:
Ethers
thersaredifferentfromalcoholsinthatthehydrogenofthehydroxylgroupis
E
replacedwithanotheralkylgroup.So,torecognizetheetherinanorganic
molecule,lookforthebridgingoxygen:
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IERRALEONEMUSLIMCONGRESSSECONDARYSCHOOL
S
http://www.chorganiccheemshamel.madpath.com/
Amines
minesarethederivativesofammonia(rememberNH3 fromGeneralchemistry).
A
Replacingonehydrogenofammoniawithanalkylgroupformsanaminewitha
generalformulaofR-NH2:
ependingonhowmanyalkylgroupsareconnectedtothenitrogen,wehave
D
primary,secondaryandtertiaryamines,
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IERRALEONEMUSLIMCONGRESSSECONDARYSCHOOL
S
http://www.chorganiccheemshamel.madpath.com/
Carbonyl-containingfunctionalgroups
arbonyl(C=O)isanextremelyimportantandcommongroupthatispartof
C
manyfunctionalgroups:
Aldehydes
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Connectinghydrogenwithacarbonylgroupgivesanaldehyde:
hesimplestaldehydewithonecarbonatomisformaldehydefollowedby
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acetaldehyde.
ormaldehydeiswidelyusedinmedicineapreservativeagentandalsoasa
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precursorforthesynthesisofmanychemicals.
cetaldehydeisanaturallyoccurringaldehydewhichisalsoproducedonavery
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largescaleforthechemicalindustry.Itisalsoproducedinthehumanbodyfrom
ethanolbytheAlcoholdehydrogenaseenzymesandispartlyresponsibleforthe
causeofthehangover.
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Ketones
uttingalkylgroupsonbothsidesofthecarbonylswitchesfromaldehydesto
P
ketones:
omeoftheketonessuchasKetoses(e.g.fructose)areofgreatbiological
S
importance.Acetoneisacommonlyusedsolventinorganiclabsandanailpolish
remover.
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IERRALEONEMUSLIMCONGRESSSECONDARYSCHOOL
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http://www.chorganiccheemshamel.madpath.com/
Carboxylicacids
hecombinationofthecarbonylwithOHgivesthecarboxylicacidfunctional
T
group:
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IERRALEONEMUSLIMCONGRESSSECONDARYSCHOOL
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http://www.chorganiccheemshamel.madpath.com/
emember,however,thatyoucannotindicatethemastwodifferentfunctional
R
groups!Iftheyaretogetheritisthecarboxygroup.
sthenamesuggests,theseareorganicacidsandthereforeareverycommon
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andwidelyusedfordifferentapplications.Forexample,vinegarisa~5%
aqueoussolutionofaceticacid.Carboxylicacidsarealsopartoftheaminoacids
whicharecentralinlife:
Esters
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IERRALEONEMUSLIMCONGRESSSECONDARYSCHOOL
S
http://www.chorganiccheemshamel.madpath.com/
avinganotheralkylgroupinplaceofthehydrogenofcarboxylicacid,makesthe
H
esters:
stersareextremelyabundant,occurringbothnaturallyandsynthetically.Most
E
estershaveacharacteristicsmellresponsibleforthearomaoffruits,flowers,
wine,perfumesandetc.
largeportionofindustrialapplicationgoestosyntheticpolyesters.Polyesters
A
suchaspolyethyleneterephthalate(PET)arewidelyusedinclothing,plastics,
furniture,tires,andmanyotherproducts.
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IERRALEONEMUSLIMCONGRESSSECONDARYSCHOOL
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http://www.chorganiccheemshamel.madpath.com/
Amides
Amidesarethecombinationofcarbonylandamines:
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IERRALEONEMUSLIMCONGRESSSECONDARYSCHOOL
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ustlikefortheamines,dependingonthenumberofcarbonsconnectedtothe
J
nitrogen,wehaveprimary,secondary,andtertiaryamides.Noticethatthe
carbonylcarbonisalsocounted:
midesareessentialinchemistryandbiologyastheyarepartofmanypeptides
A
andnucleobases.Infact,theamideisalsoknownasthepeptidebondsinceitis
thelinkageofaminoamidesinpeptidesandproteins.
sexpected,amidesareverystableandthatiswhytheyarealsousedin
A
syntheticpolymerssuchasnylonandKevlar,usedintheproductionof
bullet-proofmaterial:
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IERRALEONEMUSLIMCONGRESSSECONDARYSCHOOL
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http://www.chorganiccheemshamel.madpath.com/
1
AcidChlorides
cidchloridesarederivativesofcarboxylicacidswheretheacidicprotonis
A
replacedbychlorine:
1
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IERRALEONEMUSLIMCONGRESSSECONDARYSCHOOL
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Theseareveryreactiveandaremainlyusedinorganicsynthesis.
Functionalgroupswithtwocarbonyls
oumaynotseethemasoften,butacidanhydridesandimidesarealso
Y
importantfunctionalgroupsinorganicchemistry:
nhydridesarepreparedbyremovingonewatermolecule(dehydrating)fromtwo
A
carboxylicacidswhichareindicatedbythenameofthefunctionalgroup:
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IERRALEONEMUSLIMCONGRESSSECONDARYSCHOOL
S
http://www.chorganiccheemshamel.madpath.com/
PreparedbyMalikeshamel
IERRALEONEMUSLIMCONGRESSSECONDARYSCHOOL
S
http://www.chorganiccheemshamel.madpath.com/