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1、有机化合物的命名Nomenclature of Organic Compoundsn非官能团化合物n Nonfunctional Compoundsn1烃类-(烷烃 Alkane烯烃 Alkene炔烃Alkyne)n2单环化合物Monocyclic compounds) n3、官能团化合物n Functional compounds有机化合物的命名有机化合物的命名n系统命名nIUPAC names (systematic names) n 俗名法ntrivial names (popular names)n国际理论和应用化学联合会n IUPAC: International Union of
2、Pure and Applied 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-Car
3、boxylic anhydridesn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nhalo + the name of alkane - halo+烷烃的名称nThe name of alkyl group + halide-烷基 + haliden卤
4、素halogen-halo n卤化物-halide1、卤代烃-Alkyl halides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 * methoxy-, ethoxy-, etc., depending upon the R group1、卤代烃-Alkyl halidesnSystematic name: prefix
5、“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+ Halide( 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-Cl
6、C1-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-CH2-CH-CH3Some special names for alkyl halides: CHX3 chloroform bromoform iodofor
7、m 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 alkaneAlkene,Alkyne) with the suffix “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- AlcoholsnSystema
8、tic 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-C-C-C-OH3-chloropropanol 2、醇- Alcohols Trivial name (C1-C4): the name
9、 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)CH2CH2OH OHethylene glycol1,2-ethanediolC C COHOHpropylene gly
10、col1,2-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-1,4-cyclohexanediol3、硫醇-Thiols -SHnSystematic name: the
11、 name of alkane + thioln系统命名法:烷烃名称alkane加上后缀“thiol”n 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-cyclopentenesystematic names:3、硫醇-Thiols -SH Trivial name :the nam
12、e 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+oxide4、醇盐-The salts of alcohols (ROM)pota
13、ssium isopentyl oxideH3CCHCH2H2CCH3OKO-NH4+ammonium cyclohexyl oxide5、硫醇盐The salts of thiols (RSM)nSystematic name: the name of cation + the name of thiol + aten Trivial name :the name of cation + the name of R group + sulfide n规则:n系统命名法:阳离子名称+硫醇名称+ 后缀aten俗名法:阳离子名称+取代基R+sulfide5、硫醇盐The salts of thio
14、ls (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n CH3O- C-C-O- C-C-C-O- C-C-C-C-O-n methoxy ethoxy propoxy
15、 butoxyn C5H11O- C6H13O- suffix: -yloxyn 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 attach
16、ed 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 etherTr
17、ivial 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
18、醚)n-SR, 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
19、 sec-butyl methyl sulfide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-
20、methylbutanethiol4-methylthio-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 RNH2Quarter
21、nary ammonium季铵盐AmmoniaAmine9.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 al
22、phabetic order + amine.n俗名法:按照字母顺序列出所有和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-hydroxycyclohexanamineH3CH2CCHCHCH3CH3NHC2H
23、5OHCH3NHC2H59.胺Amines RNH2NH2cyclopentylaminecyclopentanaminediisopropylamineN-isopropyl-2-propanamine(C-C)2CNH C-C-N-C-C-CCH3ethylmethylpropylamineN-ethyl-N-methyl-1-propanamine 2-butylaminebis(2-chloroethyl)amineN,N-dimethylpentanamine1-dimethylaminopentaneH3CH2CCHCH3NH2HNH2CCH2CH2ClH2CClH3CH2CCH2
24、H2CCH2NCH3CH39.胺Amines RNH29.胺Amines RNH2 2) Amines with large alkyl groups or with other functional groups in the molecules 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 -methylcyclohe
25、xanolN-ethyl-2-methyl-3-hydroxycyclohexanamineOHCH3NHC2H59.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-methylquinol
26、ine吡啶 吡咯 喹啉tertramethylammonium hydroxidecyclohexylammoniumchloride 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A
27、ldehydesC-C-C- COHC CCCCCOHCH3COHabcabc)3-methyl-4-phenylpentanal2-isopropylcyclopentanecarboxaldehydeacetaldehyde10、醛AldehydesTrivial names are widely used for aldehydes with 1-5 carbon atoms:Formaldehyde甲醛) Formyl (甲酰基) Acetaldehyde AcetylPropionaldehyde Propionyl Butyraldehyde ButyrylValeraldehyd
28、e Valeryl10、醛Aldehydes4-ethyl-4-pentenalpropanedial2-methylcyclohexane-carbaldehydeH2CCCH2H2CC2H5CHOOHCH2CCHOCHOCHObenzaldehydeOHC-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
29、 “-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ketonesnTrivial 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-cyclopentanedione
30、acetophenonemethyl phenyl ketone3-phenylcyclopentanoneOOH3COOO5-methyl-2-cyclohexen-1-oneOCCH2CH3O2-propionylfuran2-propanoylfuranethyl 2-furyl ketoneCCH3CCH3CCH3OOO1,2,4-triacetylbenzene11.酮ketones11.酮ketones4-(4-oxohexyl)-1-benzoic acid4-methyl-3-penten-2-one5-isobutyl-3-cycloheptenoneHOOCCH2H2CCH
31、2CCH2CH3OH3CH3CHOCH3OCH2CHH3CCH312. 羧酸Carboxylic acidsnSystematic name: Replace the final 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 acidH3CCHCHCH3
32、HCCOOHHCCH2CCOOHCH3CH2CH2COOHbutanoic acidbutyric acid12.羧酸Carboxylic acidsHOOCCl2-chlorocyclopentane-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-cyanop
33、henyl)-2- 3-cyclohexene-1,2-hydroxypropanoic acid dicarboxylic acid Some trivial names for acids with 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
34、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 ” , 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-
35、C-C-N-C-CCO CCONHCH3CONHCH3benzamideN-ethyl N-methyl-isopentanamideN,N-dimethyl-2,5-cyclo-hexadiene-1,4-dicarboxamide 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-
36、dimethylbenamidep-acetamidobenzoic acidCONCH3H3CHOOCNHC OCH3 14. 酯EsternSystematic name:Omit the final letter “e” in the 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.酯Esterethyl butanoa
37、te isopropyl benzoateH3CH2CCH2COH2CCH3OCOCHCH3CH3Oethyl cyclopentanecarboxylateCH3-CH-CH2-CH2-C-OCH3Ocyclopentyl 4-methylpentanoateCOC2H5OH3CC-O-CH2-CH-CH2-CH3OCH3(2-methylbutyl) -3-methylcyclohexanecarboxylate 14.酯Ester15.羧酸盐The salts of acids /Carboxylate saltsnSystematic name:The name of cation +
38、 alkane + “-(o)ate” or “carboxylate”.potassium isohexanoatelithium cyclopentanecarboxylateCOOLiH3CCHCH2CH3H2CCOOKCH3C-ONaOsodium 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-h
39、exenecarboxylate 16. 酸酐Carboxylic anhydridesnSystematic name:The name(s) of the Alkane + “(o)ic” anhydridebutyric propionic anhydridebutanoic propanoic anhydrideCH3-CH2-CH2COCCH2CH2CH3OOC3H7COCC2H5OObutyric anhydridebutanoic anhydriderulerule: carboxylic acids carboxylic anhydride carboxylic acids c
40、arboxylic anhydride。benzoic anhydrideCOCOOCOCOOcyclohexanecarboxylic anhydrideOOObutanedioic anhydride 16. 酸酐Carboxylic anhydrides 17.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 chlorideH3CH2CCH2
41、CClOCFObenzoyl fluorideH3CHCCHH2COBr3-pentenoyl bromide 17.酰氯Acyl halides 18. 腈NitrilesnSystematic name:Add the suffix “(o)nitrile” or “carbonitrile to the end of the name of the hydrocarbon.nTrivial names of nitriles containing C1C5 carbon atoms:n hydrocyanic acid acetonitrile propiononitrilen butyronitrile valeronitrile 18. 腈Nitriles3-pentynenitrilecyclopentanecarbonitrile1,3,5-hexanetricarbonnitrile1,3,5-tricyanohexaneH3C CC CH2CNCNH3CCHCH2CHCH2CH2CNCNCN 19.内酯和内酰胺 Lactones and lactamsnSystematic name:Add the suffix “(o)lactone” or “(o)lact
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