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1、专业英语,有机化合物的命名,Nomenclature of Organic Compounds,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) 3、官能团化合物 Functional compounds,有机化合物的命名,有机化合物的命名,系统命名IUPAC names (systematic names) 俗名法trivial names (popular names)国际理论和应用化学联合会 IUPAC: International Union of Pu
2、re and Applied Chemistry,官能团化合物,卤代烃-Alkyl halides醇- Alcohols硫醇-Thiols醇盐-The salts of alcohols (ROM)硫醇盐-The salts of thiols (RSM)醚-Ethers (R1-O-R2),官能团化合物,环氧化合物-Epoxides硫化物-Sulfides R1-S-R2)胺-Amines醛-Aldehydes酮-Ketones羧酸-Carboxylic acids,官能团化合物,酰胺-Amides酯-Ester羧酸盐-The salts of acids酸酐-Carboxylic anhy
3、drides酰氯-Acyl halides腈-Nitriles,官能团化合物,内酯和内酰胺-Lactones and lactams缩醛和缩酮-Acetals and ketals亚胺-Imines氢过氧化物-Hydroperoxides过氧化二乙醚-Ether peroxides (ROOR)过氧酸-Acid peroxides,1、卤代烃-Alkyl halides,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-halide,1
4、、卤代烃-Alkyl halides,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 substituents,Some Functional Groups Named as Prefixes,* methoxy-, ethoxy-, etc., depending upon the R group,1、卤代烃-Alkyl halides,Systematic name: prefix “halo-: fluoro-, chloro-, brom
5、o-, iodo-” + the name of alkane 系统命名法:卤素取代基( halo: fluoro-, chloro-, bromo-, iodo- )+烷烃名Trivial name (C1-C4): the name of alkyl group + fluoride, chloride, bromide, iodide俗名法:烷基取代基+ Halide( fluoride, chloride, bromide, iodide),1、卤代烃-Alkyl halides,异丙基氯化物叔丁基氯化物,2-iodopropaneisopropyl iodide,2-bromoiso
6、hexane,1、卤代烃-Alkyl halides,Some special names for alkyl halides: CHX3 chloroform bromoform iodoform CH2Cl2 methylene chloride CCl4 carbon tetrachloride Cl3C-CCl3 perchloro ethane,1、一些卤代烃的专用名称,2、醇- Alcohols,Rule:The name of alcohol are given by replacing the final letter “e” of the name of alkane(Alk
7、ene,Alkyne) with the suffix “ol ”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- Alcohols,Systematic name: Select the longest continuous chain to which the OH group is directly attached, and give the OH group the possible lower position number.,2、醇- Alcohols,Trivial name (C1-C4): the name of alk
8、yl group + alcohol,2、醇- Alcohols, Alcohols containing more than one OH group Systematic name: suffix: -diol, -triol Trivial name: glycol(乙二醇), glycerol (丙三醇),2-propanol isopropanol,2、醇- Alcohols,5-methyl-3-propyl-2-hexanol,2、醇- Alcohols,3,4-dichloro-2-butanol,2-cyclopentenol,2、醇- Alcohols,2-methyl-1
9、,4-cyclohexanediol,3、硫醇-Thiols -SH,Systematic name: the name of alkane + thiol系统命名法:烷烃名称alkane加上后缀“thiol”,1-propanethiol 0-mercaptotoluene mercapto 含巯基的,含硫氢基的,3、硫醇-Thiols -SH,3、硫醇-Thiols -SH,Trivial name :the name of alkyl group + mercaptan,4、醇盐-The salts of alcohols (ROM),Systematic name: The name
10、of cation + the name of R group + oxide规则:阳离子名称+取代基R名称+oxide,4、醇盐-The salts of alcohols (ROM),potassium isopentyl oxide,ammonium cyclohexyl oxide,5、硫醇盐The salts of thiols (RSM),Systematic name: the name of cation + the name of thiol + ate Trivial name :the name of cation + the name of R group + sulf
11、ide 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+sulfide,5、硫醇盐The salts of thiols (RSM),lithium tert-butyl sulfidelithium tert-butanethiolatelithium 2-methylpropane-2-thiolate,6、醚-Ethers (R1-O-R2),Systematic name: name the simple OR group as a substituent, the long chain as a parent body规则:简单的烷氧基作为取代基,长
12、碳链作为主链 CH3O- C-C-O- C-C-C-O- C-C-C-C-O- methoxy ethoxy propoxy butoxy C5H11O- C6H13O- suffix: -yloxy pentyloxy hexyloxy,6、醚-Ethers (R1-O-R2),Systematic name,6、醚-Ethers (R1-O-R2),Trivial name: list the names of both groups that attached to the oxygen in an alphabetic order + ether俗名法:按照字母顺序列出和氧原子相连的两
13、个烷基+ ether,sec-butyl methyl ether仲丁基2-methoxybutane,ethyl isopropyl ether,6、醚-Ethers (R1-O-R2),(di)ethyl ether,Trivial name:,冠醚-crown ethers规则:碳原子个数+crown+氧原子个数,8-crown-4 12-crown-6,6、醚-Ethers (R1-O-R2),1-chloro-1,2-epoxypropane,7. 环氧化合物Epoxides,Systematic name: epoxy + the name of alkane规则: epoxy+烷
14、烃名称,2-(methylthio)butane,8. 硫醚Sulfides R1-S-R2,thioethers sulfides (RSR, 硫醚)-SR, alkylthio, 烷基硫基Systematic name: name the simple SR group as a substituent, the long chain as a parent body. The name of small alkylthio + the name of alkane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-R2,Trivival name: th
15、e name of R1 + the name of R2 + sulfide 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 sulfide仲丁基,p-(ethylthio)benzoicacid p-ethyl(thio)benzoic acid,8. 硫醚Sulfides R1-S-R2,In order to avoid the confusion of SR and -SH groups in same cases, parenthesis must be correctly used.,8. 硫醚Sulfides R1-S-R2,8
16、. 硫醚Sulfides R1-S-R2,RNH2 primary 伯胺 RRNH secondary 仲胺RRRN tertiary 叔胺,9. 胺Amines RNH2,Quarternary ammonium季铵盐AmmoniaAmine,9.胺Amines RNH2,Systematic name: list the names of small alkyl groups + the name of parent chain + amine. Replace the final letter “e” in the name of alkane + amine系统命名法:列出取代基+主链
17、+amineTrivial name: list the names of alkyl groups that are attached to the nitrogen in an alphabetic order + amine.俗名法:按照字母顺序列出所有和N原子相连的取代基+ amine,1) Simple amines,9.胺Amines RNH2,Systematic name :Replace the final letter “e” in the name of alkane + amine,N-ethyl-3-methyl-2-pentanamine3-ethylamino-2
18、-methylcyclohexanolN-ethyl-2-methyl-3-hydroxycyclohexanamine,9.胺Amines RNH2,2-butylaminebis(2-chloroethyl)amineN,N-dimethylpentanamine1-dimethylaminopentane,9.胺Amines RNH2,9.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,9.胺Amines
19、 RNH2,3-ethylamino-2-methylcyclohexanolN-ethyl-2-methyl-3-hydroxycyclohexanamine,9.胺Amines RNH2,9.胺Amines RNH2,3) Heterocyclic amines,吡啶 吡咯 喹啉,tertramethylammonium hydroxidecyclohexylammoniumchloride,9.胺Amines RNH2,10. 醛Aldehydes,Systematic name: Replace the final letter “e” of alkane with “al” , or
20、 “carb(ox)aldehyde”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)aldehyde As a substitute (-CHO) “formyl”,10. 醛Aldehydes,10、醛Aldehydes,Trivial names are widely used for aldehydes with 1-5 carbon atoms:Formaldehyde(甲醛) Formyl (甲酰基) Acetaldehyde AcetylPropionaldehyde Propionyl Butyraldehyde ButyrylValeral
21、dehyde Valeryl,10、醛Aldehydes,4-ethyl-4-pentenalpropanedial2-methylcyclohexane-carbaldehyde,benzaldehyde,1,2,5-pentanetricarbaldehyde3-formylheptanedial,10、醛Aldehydes,11. 酮ketones,Systematic name: replace the final letter “e” in the name of alkane with “-one”.系统命名法:去掉烷烃名字的最后一个字母”e”,加上后缀 “one” . As a
22、substitute (C=O) “oxo”,11.酮ketones,Trivial name: write the names of the groups R and R, followed by the word “ketone”.俗名法:写出取代基(R、R)的名字+ ketone,3-pentanone4-methyl-4-hexen-2-one,11.酮ketones,11.酮ketones,1,3-cyclopentanedioneacetophenonemethyl phenyl ketone3-phenylcyclopentanone,5-methyl-2-cyclohexen-
23、1-one,2-propionylfuran2-propanoylfuranethyl 2-furyl ketone,1,2,4-triacetylbenzene,11.酮ketones,11.酮ketones,4-(4-oxohexyl)-1-benzoic acid4-methyl-3-penten-2-one5-isobutyl-3-cycloheptenone,12. 羧酸Carboxylic acids,Systematic name: Replace the final letter “e” in the name of the hydrocarbon with “-(o)ic a
24、cid” or “carboxylic acid”.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 acids,3-butynoic acid2-isohexenoic acid,butanoic acidbutyric acid,12.羧酸Carboxylic acids,2-chlorocyclopentane-1-carboxylic acid,(Z)-4,4-dichloro-2-pentenoic acid,2-ethyl-4-(carboxymethyl)hexanedi
25、oic acid,12.羧酸Carboxylic acids,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 Amides,Systematic name:Omit the final letter “e” in the name of alkane, and then add the suff
26、ix “amide” or carboxyamide to the end of the name.系统命名法:去掉烷烃名字的最后一个字母”e”,加上后缀 “amide” 或者 “carboxyamide”.,13.酰胺 Amides, Trivial names for amides containing C1C5 carbon atoms: formamide acetamide propionamide butyramide valeramide,13.酰胺 Amides,N,N-dimethylformamide,butanamide,N-ethyl-4-methyl-2,5-hexa
27、dienamide,cyclopropanecarboxyamide,13.酰胺 Amides,13.酰胺 Amides,N,N-dimethylbenamidep-acetamidobenzoic acid,14. 酯Ester,Systematic 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.系统命名法:去掉烷烃名字的最后一个字母”e”,加上后缀 “(o)ate” 或者 “carbo
28、xyate”.,14.酯Ester,ethyl butanoate isopropyl benzoate,ethyl cyclopentanecarboxylate,cyclopentyl 4-methylpentanoate,(2-methylbutyl) -3-methylcyclohexanecarboxylate,14.酯Ester,15.羧酸盐The salts of acids /Carboxylate salts,Systematic name:The name of cation + alkane + “-(o)ate” or “carboxylate”.,potassium
29、isohexanoatelithium cyclopentanecarboxylate,sodium acetate,15.羧酸盐The salts of acids /Carboxylate salts,16. 酸酐Carboxylic anhydrides,Systematic name:The name(s) of the Alkane + “(o)ic” anhydride,butyric propionic anhydridebutanoic propanoic anhydride,butyric anhydridebutanoic anhydride,rule: carboxyli
30、c acids carboxylic anhydride。,benzoic anhydride,cyclohexanecarboxylic anhydride,butanedioic anhydride,16. 酸酐Carboxylic anhydrides,17.酰氯Acyl halides,Systematic 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 chloride,benzoyl
31、fluoride,3-pentenoyl bromide,17.酰氯Acyl halides,18. 腈Nitriles,Systematic name:Add the suffix “(o)nitrile” or “carbonitrile to the end of the name of the hydrocarbon.Trivial names of nitriles containing C1C5 carbon atoms: hydrocyanic acid acetonitrile propiononitrile butyronitrile valeronitrile,18. 腈N
32、itriles,3-pentynenitrilecyclopentanecarbonitrile1,3,5-hexanetricarbonnitrile1,3,5-tricyanohexane,19.内酯和内酰胺 Lactones and lactams,Systematic name:Add the suffix “(o)lactone” or “(o)lactam” to the end of the name of the hydrocarbon.,4-butanelactone4-butyrolactone,5-petanelactone5-valerolactone,5-heptan
33、elactone,4-butanelactam4-butyrolactam,N-methyl 5-pentanelactamN-methyl 5-valerolactam,19.内酯和内酰胺 Lactones and lactams,20.缩醛和缩酮 Acetals and ketals,Systematic name:The name of dialkyloxy OR” + the name of the hydrocarbon.Trivial names :The name of aldehyde or ketone + the name of the alkyl group R” + t
34、he suffix acetal.,20.缩醛和缩酮 Acetals and ketals,2,2-diethoxybutane2-butanone diethylacetal,m-nitrobenzaldehyde dimethylacetal,1-ethylenedioxypentanepentanal ethyleneacetal,21. 亚胺Imines,Systematic name:N- + the name of R3 group + the name of the hydrocarbon (omit final letter “e”) + the suffix “imine”.
35、,N-methyl 2-pentanimine,cyclohexanimine,22. 氢过氧化物-Hydroperoxides,Systematic name:The name of the R group + the suffix “hydroperoxide”.,ethylhydroperoxide,tert-butylhydroperoxide (TBHP),23. 过氧化二乙醚Ether peroxides (ROOR),Systematic name:The name of R group + the name of R group + peroxide,methyl propyl peroxidediethyl peroxide,24. 过氧酸 Acid peroxides,Systematic name:Omit “ic acid” in the name of the acid + the suffix “(o)hydroperoxide”.,acetohydroperoxidehexanohydroperoxidebenzohydroperoxide,