1、有机化合物的命名Nomenclature of Organic Compoundsn非官能团化合物 Nonfunctional Compounds1烃类-(烷烃 Alkane烯烃 Alkene炔烃Alkyne)2单环化合物(Monocyclic compounds)n3、官能团化合物 Functional compounds有机化合物的命名有机化合物的命名n系统命名IUPAC names(systematic names)n 俗名法trivial names(popular names)n国际理论和应用化学联合会 IUPAC:International Union of Pure and Ap
2、plied Chemistry官能团化合物n卤代烃-Alkyl halidesn醇-Alcoholsn硫醇-Thiolsn醇盐-The salts of alcohols(ROM)n硫醇盐-The salts of thiols(RSM)n醚-Ethers(R1-O-R2)官能团化合物n环氧化合物-Epoxidesn硫化物-Sulfides R1-S-R2)n胺-Aminesn醛-Aldehydesn酮-Ketonesn羧酸-Carboxylic acids官能团化合物n酰胺-Amidesn酯-Estern羧酸盐-The salts of acidsn酸酐-Carboxylic anhydri
3、desn酰氯-Acyl halidesn腈-Nitriles官能团化合物n内酯和内酰胺-Lactones and lactamsn缩醛和缩酮-Acetals and ketalsn亚胺-Iminesn氢过氧化物-Hydroperoxidesn过氧化二乙醚-Ether peroxides(ROOR)n过氧酸-Acid peroxidesRCOOHO1、卤代烃-Alkyl halidesn命名规则halo+the name of alkane-halo+烷烃的名称The name of alkyl group+halide-烷基+halide卤素halogen-halo 卤化物-halide1、卤
4、代烃-Alkyl halidesSymbolEnglish NamesFFluorineClChlorineBrBromineIIodine卤族元素卤族元素(卤素取代基)halo:fluoro,chloro,bromo,iodo(卤化物)Halide:fluoride,chloride,bromide,iodide取代基 substituentsSome Functional Groups Named as Prefixes Nitroso-NONitro-NO2Iodo-IHydro-HFluoro-FChloro-ClBromo-BrAzo-N=N-Amino-NH2Alkoxy-*-OR
5、NameStructure*methoxy-,ethoxy-,etc.,depending upon the R group1、卤代烃-Alkyl halidesnSystematic name:prefix“halo-:fluoro-,chloro-,bromo-,iodo-”+the name of alkane n系统命名法:卤素取代基(halo:fluoro-,chloro-,bromo-,iodo-)+烷烃名nTrivial name(C1-C4):the name of alkyl group+fluoride,chloride,bromide,iodiden俗名法:烷基取代基+H
6、alide(fluoride,chloride,bromide,iodide)1、卤代烃-Alkyl halidesn异丙基氯化物n叔丁基氯化物C-C-C-ClC1-chloro-2-methylpropane isobutyl chlorideC-C-CCClC-C-CCl2-chloropropaneisopropyl chloride2-chloro-2-methylpropanetert-butyl chloride2-iodopropaneisopropyl iodide2-bromoisohexane1、卤代烃-Alkyl halidesH3CCHCH3IBrCH3CH3-CH-C
7、H2-CH-CH3Some special names for alkyl halides:CHX3 chloroform bromoform iodoform CH2Cl2 methylene chloride CCl4 carbon tetrachloride Cl3C-CCl3 perchloro ethane1、一些卤代烃的专用名称2、醇-AlcoholsnRule:The name of alcohol are given by replacing the final letter“e”of the name of alkane(Alkene,Alkyne)with the suff
8、ix“ol”n规则:去掉烃名称Alkane,Alkene,Alkyne的最后一个字母e,加上后缀“ol”2、醇-AlcoholsnSystematic name:Select the longest continuous chain to which the OH group is directly attached,and give the OH group the possible lower position number.C-C-COHC-C-C-C-CCCOH2-propanol4,4-dimethyl-pentan-2-olC-C-COHC2-methylpropan-2-olCl
9、-C-C-C-OH3-chloropropanol 2、醇-Alcohols Trivial name(C1-C4):the name of alkyl group+alcoholOH2-cyclopenten-1-olOHphenolC-C-COHisopropylalcoholtert-butylalcoholC-C-CCOH2、醇-Alcohols Alcohols containing more than one OH group Systematic name:suffix:-diol,-triol Trivial name:glycol(乙二醇),glycerol(丙三醇)CH2C
10、H2OH OHethylene glycol1,2-ethanediolC C COHOHpropylene glycol1,2-propanediolHO-C-C-C-OHOH glycerol1,2,3-propanetriol2-propanol isopropanolH3CCHCH3OH2、醇-Alcohols5-methyl-3-propyl-2-hexanolH3CCHCH2CH3CHCHCH3C3H7OH2、醇-AlcoholsHClClCH3HO3,4-dichloro-2-butanol2-cyclopentenolHOCH3OHOH2、醇-Alcohols2-methyl-
11、1,4-cyclohexanediol3、硫醇-Thiols -SHnSystematic name:the name of alkane+thioln系统命名法:烷烃名称alkane加上后缀“thiol”H3CH2CCH2SHCH3SH1-propanethiol 0-mercaptotoluene mercapto 含巯基的,含硫氢基的3、硫醇-Thiols -SH C-C-C-C-SHCSHC-C-SHC-C-C-C=CSCH3ethanethiol2-methylbutanethiol4-methylthio-1-pentene3-mercapto-1-cyclopentenesyst
12、ematic names:3、硫醇-Thiols -SH Trivial name:the name of alkyl group+mercaptantrivial names:C-C-SHC-C-S-C-CC=C-C-S-C=CC-C-C-SHCethyl mercaptanisobutyl mercaptandiethyl sulfideallyl vinyl sulfide4、醇盐-The salts of alcohols(ROM)nSystematic name:The name of cation+the name of R group+oxiden规则:阳离子名称+取代基R名称+
13、oxide4、醇盐-The salts of alcohols(ROM)potassium isopentyl oxideH3CCHCH2H2CCH3OKO-NH4+ammonium cyclohexyl oxide5、硫醇盐The salts of thiols(RSM)nSystematic name:the name of cation+the name of thiol+ate Trivial name:the name of cation+the name of R group+sulfide n规则:系统命名法:阳离子名称+硫醇名称+后缀ate俗名法:阳离子名称+取代基R+sulf
14、ide5、硫醇盐The salts of thiols(RSM)lithium tert-butyl sulfidelithium tert-butanethiolatelithium 2-methylpropane-2-thiolateLiSCH3CH3CH36、醚-Ethers(R1-O-R2)nSystematic name:name the simple OR group as a substituent,the long chain as a parent bodyn规则:简单的烷氧基作为取代基,长碳链作为主链 CH3O-C-C-O-C-C-C-O-C-C-C-C-O-methoxy
15、 ethoxy propoxy butoxy C5H11O-C6H13O-suffix:-yloxy pentyloxy hexyloxy6、醚-Ethers(R1-O-R2)nSystematic nameC-C-C-C=COC4-methoxy-1-penteneC2H5-OCH3p-ethoxytoluene CH3CH2CH2OCH3O1,2-dimethoxyethane4Hoo furan tetrahydrofuran 1,4-dioxane OO6、醚-Ethers(R1-O-R2)nTrivial name:list the names of both groups that
16、 attached to the oxygen in an alphabetic order+ethern俗名法:按照字母顺序列出和氧原子相连的两个烷基+etherC-O-C=CC-C-O-C-Cmethyl vinyl etherdiethyl etherbenzyl isopropyl etherC6H5CH2O-C-CCsec-butyl methyl ether仲丁基2-methoxybutaneC2H5OC2H5H3CCH2CHCH3O CH3H3C CH2O CHCH3CH3ethyl isopropyl ether6、醚-Ethers(R1-O-R2)(di)ethyl ethe
17、rTrivial name:冠醚-crown ethers规则:碳原子个数+crown+氧原子个数8-crown-4 12-crown-6OOOOOOOOOO6、醚-Ethers(R1-O-R2)1-chloro-1,2-epoxypropaneCHCHOH3CClCH CHORR 7.环氧化合物EpoxidesnSystematic name:epoxy+the name of alkanen规则:epoxy+烷烃名称 2-(methylthio)butaneH3CSCHH2CCH3CH38.硫醚Sulfides R1-S-R2nthioethers sulfides(RSR,硫醚)n-SR
18、,alkylthio,烷基硫基nSystematic name:name the simple SR group as a substituent,the long chain as a parent body.The name of small alkylthio+the name of alkanen规则:简单的烷基硫基作为取代基,长碳链作为主链8.硫醚Sulfides R1-S-R2nTrivival name:the name of R1+the name of R2+sulfide n规则:按照字母顺序列出和硫原子相连的两个烷基+sulfide sec-butyl methyl su
19、lfide仲丁基H3CSCHH2CCH3CH3p-(ethylthio)benzoicacid p-ethyl(thio)benzoic acidH3CH2CSCOOH8.硫醚Sulfides R1-S-R2In order to avoid the confusion of SR and-SH groups in same cases,parenthesis must be correctly used.OHOHS8.硫醚Sulfides R1-S-R2 C-C-C-C-SHCSHC-C-SHC-C-C-C=CSCH3ethanethiol2-methylbutanethiol4-methy
20、lthio-1-pentene3-mercapto-1-cyclopentenesystematic names:8.硫醚Sulfides R1-S-R2trivial names:C-C-SHC-C-S-C-CC=C-C-S-C=CC-C-C-SHCethyl mercaptanisobutyl mercaptandiethyl sulfideallyl vinyl sulfideRNH2 primary 伯胺 RRNH secondary 仲胺RRRN tertiary 叔胺 R2NR4R1R3X9.胺Amines RNH2Quarternary ammonium季铵盐AmmoniaAmi
21、ne9.胺Amines RNH2nSystematic name:list the names of small alkyl groups+the name of parent chain+amine.Replace the final letter“e”in the name of alkane+aminen系统命名法:列出取代基+主链+aminenTrivial name:list the names of alkyl groups that are attached to the nitrogen in an alphabetic order+amine.n俗名法:按照字母顺序列出所有和
22、N原子相连的取代基+amine1)Simple amines9.胺Amines RNH2nSystematic name:Replace the final letter“e”in the name of alkane+amineN-ethyl-3-methyl-2-pentanamine3-e t h y l a m i n o-2-methylcyclohexanolN-ethyl-2-methyl-3-hydroxycyclohexanamineH3CH2CCHCHCH3CH3NHC2H5OHCH3NHC2H59.胺Amines RNH2NH2cyclopentylaminecyclop
23、entanaminediisopropylamineN-isopropyl-2-propanamine(C-C)2CNH C-C-N-C-C-CCH3ethylmethylpropylamineN-ethyl-N-methyl-1-propanamine 2-butylaminebis(2-chloroethyl)amineN,N-dimethylpentanamine1-dimethylaminopentaneH3CH2CCHCH3NH2HNH2CCH2CH2ClH2CClH3CH2CCH2H2CCH2NCH3CH39.胺Amines RNH29.胺Amines RNH2 2)Amines
24、with large alkyl groups or with other functional groups in the moleculesn Trivial name:氨基作为取代基C-C=C-C-CC N(C2H5)24-amino-2-methyl hexane4-(N,N-diethylamino)-3-methyl-2-pentene C-C-C-C-C-CCNH2 9.胺Amines RNH23-e t h y l a m i n o-2-methylcyclohexanolN-ethyl-2-methyl-3-hydroxycyclohexanamineOHCH3NHC2H5
25、9.胺Amines RNH2H2NCH2CH=CHCH2OH4-amino-2-buten-1-olN(CH3)2NH2anilineN,N-dimethylanilineR4N XEt4NOH-tetraethylammonium hydroxidequaternary ammonium salt+-9.胺Amines RNH2 3)Heterocyclic aminesNHpyridinepyrrolequinolineCH3NNN123456784-methylquinoline吡啶 吡咯 喹啉tertramethylammonium hydroxidecyclohexylammoniu
26、mchloride NH3+Cl-9.胺Amines RNH2NCH3H3CCH3CH3OH-10.醛AldehydesnSystematic name:Replace the final letter“e”of alkane with“al”,or“carb(ox)aldehyde”n系统命名法:去掉烷烃名字的最后一个字母,加上后缀“al”或者“carb(ox)aldehyden As a substitute(-CHO)“formyl”10.醛AldehydesC-C-C-COHC CCCCCOHCH3COHabcabc)3-methyl-4-phenylpentanal2-isoprop
27、ylcyclopentanecarboxaldehydeacetaldehyde10、醛AldehydesTrivial names are widely used for aldehydes with 1-5 carbon atoms:Formaldehyde(甲醛)Formyl(甲酰基)Acetaldehyde AcetylPropionaldehyde Propionyl Butyraldehyde ButyrylValeraldehyde Valeryl10、醛Aldehydes4-ethyl-4-pentenalpropanedial2-methylcyclohexane-carba
28、ldehydeH2CCCH2H2CC2H5CHOOHCH2CCHOCHOCHObenzaldehydeOHC-CH2CH2CH2-CH-CH2-CHOCHO1,2,5-pentanetricarbaldehyde3-formylheptanedial10、醛Aldehydes 11.酮ketonesnSystematic name:replace the final letter“e”in the name of alkane with“-one”.n系统命名法:去掉烷烃名字的最后一个字母”e”,加上后缀“one”.n As a substitute(C=O)“oxo”11.酮ketonesn
29、Trivial name:write the names of the groups R and R,followed by the word“ketone”.n俗名法:写出取代基(R、R)的名字+ketone 3-pentanone4-methyl-4-hexen-2-oneH3CH2CCH2CCH3OH3CCH2CCHCH3OCH3 11.酮ketones11.酮ketones1,3-cyclopentanedioneacetophenonemethyl phenyl ketone3-phenylcyclopentanoneOOH3COOO5-methyl-2-cyclohexen-1-o
30、neOCCH2CH3O2-propionylfuran2-propanoylfuranethyl 2-furyl ketoneCCH3CCH3CCH3OOO1,2,4-triacetylbenzene11.酮ketones11.酮ketones4-(4-oxohexyl)-1-benzoic acid4-methyl-3-penten-2-one5-isobutyl-3-cycloheptenoneHOOCCH2H2CCH2CCH2CH3OH3CH3CHOCH3OCH2CHH3CCH312.羧酸Carboxylic acidsnSystematic name:Replace the final
31、 letter“e”in the name of the hydrocarbon with“-(o)ic acid”or“carboxylic acid”.n系统命名法:去掉烷烃名字的最后一个字母”e”,加上后缀“-(o)ic acid”或者“carboxylic acid”.12.羧酸Carboxylic acids3-butynoic acid2-isohexenoic acidH3CCHCHCH3HCCOOHHCCH2CCOOHCH3CH2CH2COOHbutanoic acidbutyric acid12.羧酸Carboxylic acidsHOOCCl2-chlorocyclopen
32、tane-1-carboxylic acidCH3-C-ClClCCHCOOHH(Z)-4,4-dichloro-2-pentenoic acidCH3-CH2-CH-CH2-CH-CH2-COOHCOOHCH2COOH2-ethyl-4-(carboxymethyl)hexanedioic acid12.羧酸Carboxylic acidsNCC-C-OHCOOHCOOHCOOH3-(p-cyanophenyl)-2-3-cyclohexene-1,2-hydroxypropanoic acid dicarboxylic acid Some trivial names for acids w
33、ith low molecular weight:formic acid acetic acid propionic acid butyric acid valeric acidmaleic acid(马来酸,顺丁烯二酸)fumaric acid(富马酸,反丁烯二酸)13.酰胺 AmidesnSystematic name:Omit the final letter“e”in the name of alkane,and then add the suffix“amide”or carboxyamide to the end of the name.n系统命名法:去掉烷烃名字的最后一个字母”e
34、”,加 上 后 缀 “a m i d e”或 者“carboxyamide”.13.酰胺 Amides Trivial names for amides containing C1C5 carbon atoms:formamide acetamide propionamide butyramide valeramide 13.酰胺 Amides CONH2C-C-C-C-N-C-CCO CCONHCH3CONHCH3benzamideN-ethyl N-methyl-isopentanamideN,N-dimethyl-2,5-cyclo-hexadiene-1,4-dicarboxamide
35、 C NOCH3CH3HN,N-dimethylformamideCH3CH2CH2C-NH2ObutanamideCH2=CH-CH-CH=CH-C-NHCH2-CH3CH3ON-ethyl-4-methyl-2,5-hexadienamideC NH2Ocyclopropanecarboxyamide 13.酰胺 Amides 13.酰胺 AmidesN,N-dimethylbenamidep-acetamidobenzoic acidCONCH3H3CHOOCNHC OCH3 14.酯EsternSystematic name:Omit the final letter“e”in the
36、 name of alkane,and then add the suffix“(o)ate”or “carboxylate”to the end of the name.n系统命名法:去掉烷烃名字的最后一个字母”e”,加 上 后 缀 “(o)a t e”或 者“carboxyate”.14.14.酯EsterEsterethyl butanoate isopropyl benzoateH3CH2CCH2COH2CCH3OCOCHCH3CH3Oethyl cyclopentanecarboxylateCH3-CH-CH2-CH2-C-OCH3Ocyclopentyl 4-methylpenta
37、noateCOC2H5OH3CC-O-CH2-CH-CH2-CH3OCH3(2-methylbutyl)-3-methylcyclohexanecarboxylate 14.14.酯EsterEster15.羧酸盐The salts of acids/Carboxylate saltsnSystematic name:The name of cation+alkane +“-(o)ate”or“carboxylate”.potassium isohexanoatelithium cyclopentanecarboxylateCOOLiH3CCHCH2CH3H2CCOOKCH3C-ONaOsod
38、ium acetate15.羧酸盐The salts of acids/Carboxylate saltsCOONaClNO2C-C-C-C-C-C-COONH4CC Csodium 2-chloro-4-nitrobenzoateammonium 2-ethyl-6-methylheptanoateCOOKpotassium 2-cyclo-hexenecarboxylate 16.酸酐Carboxylic anhydridesnSystematic name:The name(s)of the Alkane+“(o)ic”anhydridebutyric propionic anhydri
39、debutanoic propanoic anhydrideCH3-CH2-CH2COCCH2CH2CH3OOC3H7COCC2H5OObutyric anhydridebutanoic anhydriderulerule:carboxylic carboxylic acidsacids carboxylic carboxylic anhydride anhydride。benzoic anhydrideCOCOOCOCOOcyclohexanecarboxylic anhydrideOOObutanedioic anhydride 16.酸酐Carboxylic anhydrides 17.
40、酰氯Acyl halidesnSystematic name:Omit the final letter“e”in the name of alkane,and then add the suffix“oyl halide”to the end of the name.butanoyl chlorideH3CH2CCH2CClOCFObenzoyl fluorideH3CHCCHH2COBr3-pentenoyl bromide 17.酰氯Acyl halides 18.腈NitrilesnSystematic name:Add the suffix“(o)nitrile”or“carboni
41、trile to the end of the name of the hydrocarbon.nTrivial names of nitriles containing C1C5 carbon atoms:hydrocyanic acid acetonitrile propiononitrile butyronitrile valeronitrile 18.腈Nitriles3-pentynenitrilecyclopentanecarbonitrile1,3,5-hexanetricarbonnitrile1,3,5-tricyanohexaneH3C CC CH2CNCNH3CCHCH2
42、CHCH2CH2CNCNCN 19.内酯和内酰胺 Lactones and lactamsnSystematic name:Add the suffix“(o)lactone”or“(o)lactam”to the end of the name of the hydrocarbon.4-butanelactone4-butyrolactoneOOOO5-petanelactone5-valerolactoneOCC2H5O5-heptanelactoneNHO4-butanelactam4-butyrolactamN-CH3ON-methyl 5-pentanelactamN-methyl
43、5-valerolactam 19.内酯和内酰胺 Lactones and lactams20.缩醛和缩酮 Acetals and ketalsnSystematic name:The name of dialkyloxy OR”+the name of the hydrocarbon.nTrivial names:The name of aldehyde or ketone+the name of the alkyl group R”+the suffix acetal.C CR RR R(OOR R)2 2 20.缩醛和缩酮 Acetals and ketalsn2,2-diethoxyb
44、utanen2-butanone diethylacetalH3CCCH2CH3OOC2H5C2H5CHNO2OO CH3CH3m-nitrobenzaldehyde dimethylacetalCH3CH2CH2CH2CHOO1-ethylenedioxypentanepentanal ethyleneacetal21.亚胺IminesnSystematic name:N-+the name of R3 group+the name of the hydrocarbon(omit final letter“e”)+the suffix“imine”.1R2RCNR3 N-methyl 2-p
45、entanimineH3CH2CCH2CNCH3CH3cyclohexanimineNH 22.氢过氧化物-HydroperoxidesnSystematic name:The name of the R group+the suffix“hydroperoxide”.ethylhydroperoxideH3CH2COOHt-BuOOHtert-butylhydroperoxide(TBHP)23.过氧化二乙醚Ether peroxides(ROOR)nSystematic name:The name of R group+the name of R group+peroxidemethyl propyl peroxidediethyl peroxideH3COOC3H7C2H5OOC2H5 24.过氧酸 Acid peroxidesn Systematic name:Omit“ic acid”in the name of the acid+the suffix“(o)hydroperoxide”.acetohydroperoxidehexanohydroperoxidebenzohydroperoxideRCOOHOH3CCOOOHCOOOHCH3CH2CH2CH2CH2COOOH