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ChemicalNomenclature
HomeTheBasicsNomenclature
Namingchemicalsubstances
Introductiontochemicalnomenclature
Chemicalnomenclatureisfartoobigatopictotreatcomprehensively,anditwouldbeauselessdiversiontoattemptto
dosoinabeginningcoursemostchemistrystudentspickupchemicalnamesandtherulesgoverningthemastheygo
along.
Butwecanhardlytalkaboutchemistrywithoutmentioningsomechemicalsubstances,allofwhichdohavenames
andoften,morethanone!Allwewilltrytodohereiscoverwhatyouneedtoknowtomakesenseoffirstyear
chemistry.Forthoseofyouwhoplantogooninchemistry,thereallyfunstuffcomeslater!
1Thechemistrynamegame
Therearemorethan100millionnamedchemicalsubstances. Whothinksupthenamesfor
allthesechemicals?Areweindangerofrunningoutofnewnames?Theanswertothelastquestionis"no",forthe
simplereasonthatthevastmajorityofthenamesarenot"thoughtup"thereareelaboraterulesforassigningnamesto
chemicalsubstancesonthebasisoftheirstructures.Thesearecalledsystematicnamestheymaybeabitponderous,
buttheyuniquelyidentifyagivensubstance.Therulesforthesenamesaredefinedbyaninternationalbody.Butin
ordertomakeindexingandidentificationeasier,everyknownchemicalsubstancehasitsownnumeric"personalID",
knownasaCASregistrynumber.About15,000newnumbersareissuedeveryday.
Commonnamesandsystematicnames
CASregistrynumbersareessentialtoolsfor
navigatingthroughtheforestofmultiple
namesforagivensubstance.Forexample,
ethanol,CH3CH2OH,isalsoknownasethyl
alcohol,grainalcohol,absolutealcohol,
hydroxyethylene,andethylhydratebut
eachbearsthesameregistrynumber64175.
AsofJune2015,thesinglesubstancewith
thegreatestnumberofsynonymsisthe
commonplasticpolyethyleneithas9,409
names!
Manychemicalsaresomuchapartofourlifethatweknowthembytheir
familiarnames,justlikeourotherfriends.Agivensubstancemayhave
severalcommonortrivialnamesordinarycanesugar,forexample,is
moreformallyknownas"sucrose",butaskingforitatthedinnertableby
thatnamewilllikelybeaconversationstopper,andIwon'tevenventure
topredicttheoutcomeifyoutryusingitssystematicnameinthesame
context:
"please pass the -D-glucopyranosyl-(1,2)- -D-fructofuranoside!"
But"sucrose"wouldbequiteappropriateifyouneedtodistinguishthis
particularsugarfromthehundredsofothernamedsugars.Theonlyplace
youwouldcomeacrossasystematicnameliketheratherunwieldyonementionedhereiswhenreferring(inprintorin
acomputerdatabase)toasugarthathasnocommonname.
Chemicalsubstanceshavebeenapartthefabricofcivilizationandcultureforthousandsofyears,andpresentday
chemistryretainsalotofthisancientbaggageintheformoftermswhosehiddenculturalandhistoricconnectionsadd
colorandinteresttothesubject.Manycommonchemicalnameshavereachedusonlyafterremarkablylongjourneys
throughtimeandplace,asthefollowingtwoexamplesillustrate:
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ChemicalNomenclature
Mostpeoplecanassociatethenameammonia(NH3 )withagashavingapungent
odorthesystematicname"nitrogentrihydride"(whichisrarelyused)willtellyouits
formula.Whatitwillnottellyouisthatsmokefromburningcameldung(thestaplefuel
ofNorthAfrica)condensesoncoolsurfacestoformacrystallinedeposit.Theancient
RomansfirstnoticedthisonthewallsandceilingofthetemplethattheEgyptianshad
builttotheSungodAmuninThebes,andtheynamedthematerialsalammoniac,
meaning"saltofAmun".In1774,JosephPriestly(thediscovererofoxygen)foundthat
heatingsalammoniacproducedagaswithapungentodor,whichaT.Bergmannamed
"ammonia"eightyearslater.
Arabicalchemyhasgivenusanumberofchemicaltermsforexample,alcoholis
believedtoderivefromArabicalkhwloralghawlwhoseoriginalmeaningwasa
metallicpowderusedtodarkenwomen'seyelids(kohl).
AlcoholenteredtheEnglishlanguageinthe17thCenturywiththemeaningofa
"sublimated"substance,thenbecamethe"purespirit"ofanything,andonlybecame
associatedwith"spiritofwine"in1753.Finally,in1852,itbecomeapartofchemical
nomenclaturethatdenotedacommonclassoforganiccompound.Butit'sstill
commonpracticetorefertothespecificsubstanceCH3 CH2 OHas"alcohol"ratherthen
itssystematicnameethanol.
Thegeneralpracticeamongchemistsistousethemorecommonchemicalnameswheneveritispracticaltodoso,
especiallyinspokenorinformalwrittencommunication.Formanyoftheverysimplestcompounds(includingmostof
thoseyouwillencounterinafirstyearcourse),thesystematicandcommonnamesarethesame,butwherethereisa
differenceandifthecontextpermitsit,thecommonnameisusuallypreferred.
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ChemicalNomenclature
Somenamesaremorecommonthanothers
Manyofthe"common"nameswerefertointhislessonareknownandusedmainlybythescientificcommunity.
Chemicalsubstancesthatareemployedinthehome,thearts,orinindustryhaveacquiredtraditionalor"popular"
namesthatarestillinwideuse.Many,likesalammoniacmentionedabove,havefascinatingstoriestotell.Hereisa
briefsampleofsomeothertraditionalnames:
popularname
chemicalname
formula
borax
sodiumtetraboratedecahydrate
Na2B4O710H2O
calomel
mercury(I)chloride
Hg2Cl2
milkofmagnesia
magnesiumhydroxide
Mg(OH)2
muriaticacid
hydrochloricacid
HCl(aq)
oilofvitriol
sulfuricacid
H2SO4
saltpeter
sodiumnitrate
NaNO3
slakedlime
calciumhydroxide
Ca(OH)2
Minerals
Mineralsaresolidmaterialsthatoccurintheearthwhichareclassifiedandnamedaccordingtotheircompositions
(whichoftenvaryoveracontinuousrange)andthearrangementoftheatomsintheircrystallattices.Thereareabout
4000namedminerals.Manyarenamedafterplaces,people,orproperties,andmostfrequentlyendwithite.Seehere
foranextensivelist.
Proprietarynames
Chemistryisamajorindustry,soitisnotsurprisingthatmanysubstancesaresoldundertrademarkednames.Thisis
especiallycommoninthepharmaceuticalindustry,whichusescomputerstochurnoutnamesthattheyhopewill
distinguishanewproductfromthoseofitscompetitors.PerhapsthemostfamousoftheseisAspirin,whosenamewas
coinedbytheGermancompanyBayerin1899.ThistradenamewasseizedbytheU.S.governmentfollowingWorld
WarI,andisnolongeraprotectedtrademarkinthatcountry.
Someinterestingnames
Thosewhodon'tthinkthatchemistshaveasenseofhumorshouldhavealookatthissitebyProf.Paul
MayoftheUniversityofBristolintheUK:
MoleculeswithSillyorUnusualNames
...whichwillbeespeciallyenjoyedbyteenmalesofallages.
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ChemicalNomenclature
2NamesandsymbolsoftheElements
Namingofchemicalsubstancesbeginswiththenamesoftheelements.Thediscovererofanelementhastraditionally
hadtherighttonameit,andonecanfindsomeinterestinghumanandculturalhistoryinthesenames,manyofwhich
refertotheelement'spropertiesortogeographiclocations.Onlysomeofthemorerecentlydiscovered(andartificially
produced)elementsarenamedafterpeople.
element
name
symbol
Latinname
antimony
Sb
stibium
copper
Cu
cuprum
gold
Au
aurum
iron
Fe
ferrum
lead
Pb
plumbum
mercury
Hg
hydrargyrum
potassium
kalium
sodium
Na
natrium
tin
Sn
stannum
Someelementswerenotreally"discovered",buthavebeenknownsince
ancienttimesmanyofthesehavesymbolsthatarederivedfromtheLatin
namesoftheelements.TherearenineelementswhoseLatinderived
symbolsyouareexpectedtoknow.
Whatistheoldestmentionofaparticularelement?Onecandidateistheancient
JewishlegendofthedestructionofSodomandGomorrahbybrimstone(sulfur)as
recordedinGenesis19:24:"ThentheLordraineduponSodomandGomorrah
brimstoneandfirefromtheLordoutofheaven."
Thereisalotofhistoryandtraditioninmanyofthesenames.For
example,theLatinnameformercury,hydrargyrum,means"water
silver",orquicksilver.Theappellation"quack",asappliedtoan
incompetentphysician,isacorruptionoftheFlemishwordfor
quicksilver,andderivesfromtheuseofmercurycompoundsin17th
centurymedicine.Thename"mercury"isofalchemicaloriginandisof
coursederivedfromthenameoftheGreekgodafterwhomtheplanetis
namedtheenigmaticpropertiesoftheelement,atthesametime
metallic,fluid,andvaporizable,suggestthesamemessengerwiththe
wingedfeetwhocirclesthroughtheheavensclosetothesun.
Anexcellentguidetochemical
nomenclaturecanbefoundonthis
Shodorpage.
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ChemicalNomenclature
videosonbasicchemicalnomenclature
(MrChung,7min)
(MrChung,15min)
(MrChung,14min)
(MrChung,15min)
(MrAnderson,11min)
(NrAnderson,5min)
3Namingthebinarymolecules
Formorehelponnomenclature,see
thesectiononvideosnearthebottom
ofthispage.
Thesystemusedfornamingchemicalsubstancesdependsonthenatureof
themolecularunitsmakingupthecompound.Theseareusuallyeitherions
ormoleculesdifferentrulesapplytoeach.Inthissection,wediscussthe
simplestbinary(twoatom)molecules.
Numbersinnames
Itisoftennecessarytodistinguishbetweencompoundsinwhichthesameelementsarepresentindifferent
proportionscarbonmonoxideCOandcarbondioxideCO2arefamiliartoeveryone.Chemists,perhapshopingitwill
legitimizethemasscholars,employGreek(ofsometimesLatin)prefixestodesignatenumberswithinnamesyouwill
encounterthesefrequently,andyoushouldknowthem:
Youwilloccasionallyseenamessuch
asdihydrogenanddichlorineusedto
distinguishthecommonformsof
theseelements(H2,Cl2)fromthe
atomsthathavethesamename
whenitisrequiredforclarity.
1/2
10
hemi
mono
di
tri
tetra
penta
hexa
hepta
octa
nona
deca
Examples:
N2O4dinitrogentetroxide[notethemissingaprecedingthevowel]
N2Odinitrogenoxide[morecommonly,nitrousoxide]
SF 6sulfurhexafluoride
P 4S 3tetraphosphorustrisulfide[morecommonly,phosphorussesquisulfide]
Na2HPO4disodiumhydrogenphosphate
H2Shydrogensulfide[weskipboththediandmono]
COcarbonmonoxide[monotodistinguishitfromthedioxide]
CaSO4H2Ocalciumsulfatehemihydrate[Inthissolid,twoCaSO4unitsshareonewaterofhydrationbetweenthem
morecommonlycalledPlasterofParis]
Itwillbeapparentfromtheseexamplesthatchemistsareinthehabitoftakingafewlibertiesinapplyingthestrict
numericprefixestothemorecommonlyknownsubstances.
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ChemicalNomenclature
Binarycompoundsofnonmetals
Thesetwoelementcompoundsareusuallyquiteeasytonamebecausemostofthemfollowthesystematicruleof
addingthesuffixidetotherootnameofthesecondelement,whichisnormallythemore"negative"one.Severalsuch
examplesareshownabove.
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Butasnotedabove,therearesomeimportantexceptionsinwhichcommonorqH2O(water,notdihydrogenoxide)/
H2O2(hydrogenperoxide,notdihydrogendioxide)
H2S(hydrogensulfide,notdihydrogensulfide)
NH3(ammonia,notnitrogentrihydride)
NO(nitricoxide,notnitrogenmonoxide)
N2O(nitrousoxide,notdinitrogenoxide)
CH4(methane,notcarbontetrahydride)
4Namingthechemicalions
Anionisanelectricallychargedatomormoleculethatis,oneinwhichthenumberofelectronsdiffersfromthe
numberofnuclearprotons.Manysimplecompoundscanberegarded,atleastinaformalway,asbeingmadeupofa
pairofionshavingoppositechargesigns.
Cations
Thepositiveions,alsoknownascations,aremostlythoseofmetallicelementswhichsimplytakethenameofthe
elementitself.
calcium
sodium
magnesium
cadmium
potassium
Ca2+
Na+
Mg2+
Cd2+
K+
Theonlyimportantnonmetalliccationsyouneedtoknowaboutare
hydrogen
hydronium
ammonium
H+
H3O+
NH4+
(Lateron,whenyoustudyacidsandbases,youwilllearnthatthefirsttworepresentthesamechemicalspecies.)
Multivalentcations
Someofthemetallicionsaremultivalent,meaningthattheycanexhibitmorethanoneelectriccharge.Forthesethere
aresystematicnamesthatuseRomannumerals,andthemucholderandlesscumbersomecommonnamesthatmostly
employtheLatinnamesoftheelements,usingtheendingsousandictodenotethelowerandhighercharges,
respectively.(Incaseswheremorethantwochargevaluesarepossible,thesystematicnamesareused.)Theonly
onesyouneedtoknowinthiscoursearethefollowing:
Cu +
Cu 2+
Fe2+
Fe3+
*Hg22+
Hg2+
Sn 2+
Sn 4+
copper(I)
copper(II)
iron(II)
iron(III)
mercury(I)
mercury(II)
tin(II)
tin(IV)
cuprous
cupric
ferrous
ferric
mercurous
mercuric
stannous
stannic
*ThemercurousionisauniquedoublecationthatissometimesincorrectlyrepresentedasHg +.
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ChemicalNomenclature
Anions
Thenonmetallicelementsgenerallyformnegativeions(anions).Thenamesofthemonatomicanionsallendwiththe
idesuffix:
Cl
S2
O2
C4
chloride
sulfide
oxide
carbide
iodide
hydride
Thereareanumberofimportantpolyatomicanionswhich,fornamingpurposes,canbedividedintoseveralcategories.
Afewfollowthepatternforthemonatomicanions:
OH
CN
O2
hydroxide
cyanide
peroxide
Oxyanions
Themostcommonoxygencontaininganions(oxyanions)havenamesendinginate,butifavariantcontainingasmall
numberofoxygenatomsexists,ittakesthesuffixite.
CO32
NO3
NO2
SO42
SO32
PO43
carbonate
nitrate
nitrite
sulfate
sulfite
phosphate
Theaboveions(withtheexceptionofnitrate)canalsocombinewithH+toproduce"acid"formshavingsmaller
negativecharges.Forratherobscurehistoricreasons,someofthemhavecommonnamesthatbeginwithbiwhich,
althoughofficiallydiscouraged,arestillinwideuse:
ion
systematicname
commonname
HCO3
hydrogencarbonate
bicarbonate
HSO4
hydrogensulfate
bisulfate
HSO3
hydrogensulfite
bisulfite
Chlorine,andtoasmallerextentbromineandiodine,formamoreextensiveseriesofoxyanionsthatrequiresa
somewhatmoreintricatenamingconvention:
ClO
ClO2
ClO3
ClO4
hypochlorite
chlorite
chlorate
perchlorate
5Namesofionderivedcompounds
Thesecompoundsareformallyderivedfrompositiveions(cations)andnegativeions(anions)inaratiothatgivesan
electricallyneutralunit.
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ChemicalNomenclature
Salts
Salts,ofwhichordinary"salt"(sodiumchloride)isthemostcommonexample,areallsolidsunderordinaryconditions.
Asmallnumberofthese(suchasNaCl)doretaintheircomponentionsandareproperlycalled"ionicsolids".Inmany
cases,however,theionslosetheirelectricallychargedcharacterandformlargelynonionicsolidssuchasCuCl2
whichisdescribedhere.Theterm"ionderivedsolids"encompassesbothoftheseclassesofcompounds.
Mostofthecationsandanionsdescribedabovecancombinetoformsolidcompoundsthatareusuallyknownassalts.
Theoneoverridingrequirementisthattheresultingcompoundmustbeelectricallyneutral:thustheionsCa 2+andBr
combineonlyina1:2ratiotoformcalciumbromide,CaBr2.Becausenoothersimplestformulaispossible,thereisno
needtonameit"calciumdibromide".
Sincesomemetallicelementsformcationshavingdifferentpositivecharges,thenamesofioniccompoundsderived
fromtheseelementsmustcontainsomeindicationofthecationcharge.Theoldermethodusesthesuffixesousandic
todenotethelowerandhighercharges,respectively.Inthecasesofironandcopper,theLatinnamesoftheelements
areused:ferrous,cupric.
Thissystemisstillwidelyused,althoughithasbeenofficiallysupplantedbythemoreprecise,ifslightlycumbersome
Stocksysteminwhichoneindicatesthecationiccharge(actually,theoxidationnumber)bymeansofRomannumerals
followingthesymbolforthecation.Inbothsystems,thenameoftheanionendsinide.
formula
systematicname
commonname
CuCl
copper(I)chloride
cuprouschloride
CuCl2
copper(II)chloride
cupricchloride
Hg 2 Cl
mercury(I)chloride
mercurouschloride
HgO
mercury(II)oxide
mercuricoxide
FeS
iron(II)sulfide
ferroussulfide
Fe2 S3
iron(III)sulfide
ferricsulfide
Acids
MostacidscanberegardedasacombinationofahydrogenionH+withananionthenameoftheanionisreflectedin
thenameoftheacid.Notice,inthecaseoftheoxyacids,howtheanionsuffixesateanditebecomeicandous,
respectively,intheacidname.Yes,chemistryhasagrammarmuchlikethatofanyotherlanguageandquitealotof
itisirregular!
anion
anionname
acid
acidname
HCl
hydrochloricacid
Cl
chlorideion
CO3 2
carbonateion
H2 CO3
carbonicacid
NO2
nitriteion
HNO2
nitrousacid
NO3
nitrateion
HNO3
nitricacid
SO3 2
sulfiteion
H2 SO3
sulfurousacid
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ChemicalNomenclature
SO4 2
sulfateion
H2 SO4
CH3 COO
acetateion
CH3 COOH
sulfuricacid
aceticacid
6Namingorganiccompounds
Sinceorganic(carbon)compoundsconstitutethevastmajorityofallknownchemicalsubstances,organic
nomenclatureisahugesubjectinitself.Wepresenthereonlytheverybasicpartofitthatyouneedtoknowinfirst
yearchemistrymuchmoreawaitsthoseofyouwhoaretoexperiencethepleasuresofanorganicchemistrycourse
lateron.
Specifyingcarbonchainlength
Thesimplestorganiccompoundsarebuiltofstraightchainsofcarbonatomswhicharenamedbymeansofprefixes
thatdenotethenumberofcarbonsinthechain.UsingtheconventionCntodenoteastraightchainofnatoms(don't
evenaskaboutbranchedchains!),theprefixesforchainlengthsfrom1through10aregivenhere:
C1
C2
C3
C4
C5
C6
C7
C8
C9
C10
meth
eth
prop
but
pent
hex
hept
oct
non
dec
Asyoucansee,chainsfromC5onwarduseGreeknumberprefixes,soyoudon'thavealotnewtolearnhere.The
simplestofthesecompoundsarehydrocarbonshavingthegeneralformulaCnH2n+2.Theyareknowngenericallyas
alkanes,andtheirnamesallcombinetheappropriatenumericalprefixwiththeendingane:
CH4
C2 H6
C3 H8
C8 H18
CC
CCC
CCCCCCCC
methane
ethane
propane
octane
Allcarbonatomsmusthavefourbondsattachedtothemnoticethecommonconventionofnotshowinghydrogen
atomsexplicitly.
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ChemicalNomenclature
Functionalgroups
Byreplacingoneormoreofthehydrogenatomsofacarbonchainwiththeappropriatefunctionalgroup,various
classesofcompoundscanbeobtained.Tokeepthingsassimpleaspossible,wegiveexamplesonlyforstraightchain
alkaneswithonesubstituent.NotealsothatinC3andhigherchains,thesubstituentcanbeinmorethanonelocation,
thusgivingrisetonumerousisomers.
Alcohols:thehydroxylgroup
formula
commonname
systematicname
CH3 OH
methylalcohol
methanol
CH3 CH2 OH
ethylalcohol
ethanol
C8 H15 OH
octylalcohol
octanol
Acids:Thecarboxylgroup
formula
commonname
systematicname
HCOOH
formicacid
methanoicacid
CH3 COOH
aceticacid
ethanoicacid
C4 H9 COOH
butyricacid
butanoicacid
Afewothers...
class
example
name
amine
methylamine
CH3 NH2
ketone
acetone
(dimethylketone)
CH3 COCH3
ether
diethylether
C2 H5 OC2 H5
Whatyoushouldbeabletodo
Differentinstructorssetoutwidelyvaryingrequirementsforchemicalnomenclature.Thefollowingareprobablythe
mostcommonlyexpected:
Youshouldknowthenameandsymbolsofatleastthefirsttwentyelements,aswellasallofthehalogenandnoblegas
groups(groups1718).
Nameanybinarymolecule,usingthestandardprefixesfor110.
Allofthecommonlyencounteredions.
Saltsandotherionderivedcompounds,includingtheacidslistedhere.Insomecoursesyouwillnotneedtoknowthe
ous/icnamesforsaltsofcopper,iron,etc.,butinothersyouwill.
Findoutfromyourinstructorwhichorganiccompoundsyoumustbeabletoname.
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ChemicalNomenclature
ConceptMap
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