查看“︁多氯双苯并对二𫫇英”︁的源代码


{{Expand language|1=en|time=2023-03-03T23:25:59+00:00}}

{{NoteTA|G1=Chemistry}}
[[File:PCDD general structure.png|thumb|right|350px|多氯双苯二𫫇英一般结构键线图，注意此jargon图中支出的氯用于取代苯环上的氢而不是去与苯环中央的共振电子云去共享电子（那做不到）]]
'''多氯代双苯并对二𫫇英'''（polychlorinated dibenzo-''p''-dioxins）是[[对二𫫇英]]（对二[[𫫇]]己[[熳]]）[[衍生物]]中最重要、危害最大的一类，是[[二苯并对二𫫇英]]的氯代物，一般提到“'''二𫫇英'''”时指的均是对二𫫇英衍生物中的此一子类，包含臭名昭著的[[橙剂]]杂质[[2,3,7,8-四氯雙苯環二噁英]]（2,3,7,8-TCDD）。

==化合物列表==
[[File:Dibenzo-p-dioxin-numbering-2D-skeletal.png|thumb|300px|[[二苯并对二𫫇英]]的取代位编号示意图，由于5位和10位被氧给杂了，至多可以有八个氢被代。在2,3,7,8上用四个氯取代即是著名的[[2,3,7,8-四氯雙苯環二噁英]]。]]

[[二苯并对二𫫇英]]含有两个苯环和两个氧桥，形成芳香二醚。命名中的“二𫫇”指

由于二苯并对二𫫇英的5位和10位被氧给杂了，至多可以有八个氢被代。存有凡75种多氯双苯并对二𫫇英的（不同分）异构体。<ref>[https://www.ncbi.nlm.nih.gov/books/NBK7127/ Nomenclature and physico-chemical properties of PCDDs and PCDFs. In: Dioxins in the Environment: What are the health risks? INSERM Collective Expert Evaluation Reports (2000)] {{Wayback|url=https://www.ncbi.nlm.nih.gov/books/NBK7127/ |date=20220430110144 }}. Ncbi.nlm.nih.gov (2011-03-18). Retrieved on 2011-06-09.</ref>
{|class="wikitable"
!取代位简名
!分子式
![[汉奇-威德曼杂环命名系统|名称]]
!CAS号
!InChIKey
|-
|PCDD-1                   
|<chem>C12H7ClO2</chem>         
|1-氯代双苯并对二𫫇己熳                         
|39227-53-7
|VGGGRWRBGXENKI-UHFFFAOYSA-N 
|-
|PCDD-2                   
|<chem>C12H7ClO2</chem>         
|2-氯代双苯并对二𫫇己熳                          
|39227-54-8
|GIUGGRUEPHPVNR-UHFFFAOYSA-N 
|-
|PCDD-12                  
|<chem>C12H6Cl2O2</chem>        
|1,2-双氯代双苯并对二𫫇己熳                      
|54536-18-4
|DFGDMWHUCCHXIF-UHFFFAOYSA-N 
|-
|PCDD-13                  
|<chem>C12H6Cl2O2</chem>        
|1,3-双氯代双苯并对二𫫇己熳                      
|50585-39-2
|AZYJYMAKTBXNSX-UHFFFAOYSA-N 
|-
|PCDD-14                  
|<chem>C12H6Cl2O2</chem>        
|1,4-双氯代双苯并对二𫫇己熳                      
|54536-19-5
|MBMUPQZSDWVPQU-UHFFFAOYSA-N 
|-
|PCDD-16                  
|<chem>C12H6Cl2O2</chem>        
|1,6-双氯代双苯并对二𫫇己熳                      
|38178-38-0
|MAWMBEVNJGEDAD-UHFFFAOYSA-N 
|-
|PCDD-17                  
|<chem>C12H6Cl2O2</chem>        
|1,7-双氯代双苯并对二𫫇己熳                      
|82291-26-7
|IJUWLAFPPVRYGY-UHFFFAOYSA-N 
|-
|PCDD-18                  
|<chem>C12H6Cl2O2</chem>        
|1,8-双氯代双苯并对二𫫇己熳                      
|82291-27-8
|PLZYIHQBHROTFD-UHFFFAOYSA-N 
|-
|PCDD-19                  
|<chem>C12H6Cl2O2</chem>        
|1,9-双氯代双苯并对二𫫇己熳                      
|82291-28-9
|JZDVJXBKJDADAY-UHFFFAOYSA-N 
|-
|PCDD-23                  
|<chem>C12H6Cl2O2</chem>        
|2,3-双氯代双苯并对二𫫇己熳                      
|29446-15-9
|YCIYTXRUZSDMRZ-UHFFFAOYSA-N 
|-
|PCDD-27                  
|<chem>C12H6Cl2O2</chem>        
|2,7-双氯代双苯并对二𫫇己熳                      
|33857-26-0
|NBFMTHWVRBOVPE-UHFFFAOYSA-N 
|-
|PCDD-28                  
|<chem>C12H6Cl2O2</chem>        
|2,8-双氯代双苯并对二𫫇己熳                      
|38964-22-6
|WMWJCKBJUQDYLM-UHFFFAOYSA-N 
|-
|PCDD-123                 
|<chem>C12H5Cl3O2</chem>        
|1,2,3-仨氯代双苯并对二𫫇己熳                   
|54536-17-3
|SKMFBGZVVNDVFR-UHFFFAOYSA-N 
|-
|PCDD-124                 
|<chem>C12H5Cl3O2</chem>        
|1,2,4-仨氯代双苯并对二𫫇己熳                   
|39227-58-2
|HRVUKLBFRPWXPJ-UHFFFAOYSA-N 
|-
|PCDD-126                 
|<chem>C12H5Cl3O2</chem>        
|1,2,6-仨氯代双苯并对二𫫇己熳                   
|69760-96-9
|XQBPVWBIUBCJJO-UHFFFAOYSA-N 
|-
|PCDD-127                 
|<chem>C12H5Cl3O2</chem>        
|1,2,7-仨氯代双苯并对二𫫇己熳                   
|82291-30-3
|TXJMXDWFPQSYEQ-UHFFFAOYSA-N 
|-
|PCDD-128                 
|<chem>C12H5Cl3O2</chem>        
|1,2,8-仨氯代双苯并对二𫫇己熳                   
|82291-31-4
|QBEOCKSANJLBAE-UHFFFAOYSA-N 
|-
|PCDD-129                 
|<chem>C12H5Cl3O2</chem>        
|1,2,9-仨氯代双苯并对二𫫇己熳                   
|82291-32-5
|DQLRDBDQLSIOIX-UHFFFAOYSA-N 
|-
|PCDD-136                 
|<chem>C12H5Cl3O2</chem>        
|1,3,6-仨氯代双苯并对二𫫇己熳                   
|82291-33-6
|LNPVMVSAUXUGHH-UHFFFAOYSA-N 
|-
|PCDD-137                 
|<chem>C12H5Cl3O2</chem>        
|1,3,7-仨氯代双苯并对二𫫇己熳                   
|67028-17-5
|RPKWIXFZKMDPMH-UHFFFAOYSA-N 
|-
|PCDD-138                 
|<chem>C12H5Cl3O2</chem>        
|1,3,8-仨氯代双苯并对二𫫇己熳                   
|82306-61-4
|FJAKCOBYQSEWMT-UHFFFAOYSA-N 
|-
|PCDD-139                 
|<chem>C12H5Cl3O2</chem>        
|1,3,9-仨氯代双苯并对二𫫇己熳                   
|82306-62-5
|DGDADRUTFAIIQQ-UHFFFAOYSA-N 
|-
|PCDD-146                 
|<chem>C12H5Cl3O2</chem>        
|1,4,6-仨氯代双苯并对二𫫇己熳                   
|82306-63-6
|UTTYFTWIJLRXKB-UHFFFAOYSA-N 
|-
|PCDD-147                 
|<chem>C12H5Cl3O2</chem>        
|1,4,7-仨氯代双苯并对二𫫇己熳                   
|82306-64-7
|NBWAQBGJBSYXHV-UHFFFAOYSA-N 
|-
|PCDD-178                 
|<chem>C12H5Cl3O2</chem>        
|1,7,8-仨氯代双苯并对二𫫇己熳                   
|82306-65-8
|CAPCTZJHYADFNX-UHFFFAOYSA-N 
|-
|PCDD-237                 
|<chem>C12H5Cl3O2</chem>        
|2,3,7-仨氯代双苯并对二𫫇己熳                   
|33857-28-2
|ZSIZNEVHVVRPFF-UHFFFAOYSA-N 
|-
|PCDD-1234                
|<chem>C12H4Cl4O2</chem>        
|1,2,3,4-四氯代双苯并对二𫫇己熳               
|30746-58-8
|DJHHDLMTUOLVHY-UHFFFAOYSA-N 
|-
|PCDD-1236                
|<chem>C12H4Cl4O2</chem>        
|1,2,3,6-四氯代双苯并对二𫫇己熳               
|71669-25-5
|XEZBZSVTUSXISZ-UHFFFAOYSA-N 
|-
|PCDD-1237                
|<chem>C12H4Cl4O2</chem>        
|1,2,3,7-四氯代双苯并对二𫫇己熳               
|67028-18-6
|SKGXYFVQZVPEFP-UHFFFAOYSA-N 
|-
|PCDD-1238                
|<chem>C12H4Cl4O2</chem>        
|1,2,3,8-四氯代双苯并对二𫫇己熳               
|53555-02-5
|BXKLTNKYLCZOHF-UHFFFAOYSA-N 
|-
|PCDD-1239                
|<chem>C12H4Cl4O2</chem>        
|1,2,3,9-四氯代双苯并对二𫫇己熳               
|71669-26-6
|CMVHZKSHSHQJHS-UHFFFAOYSA-N 
|-
|PCDD-1246                
|<chem>C12H4Cl4O2</chem>        
|1,2,4,6-四氯代双苯并对二𫫇己熳               
|71669-27-7
|KQNBZUDHTCXCNA-UHFFFAOYSA-N 
|-
|PCDD-1247                
|<chem>C12H4Cl4O2</chem>        
|1,2,4,7-四氯代双苯并对二𫫇己熳               
|71669-28-8
|SMPHQCMJQUBTFZ-UHFFFAOYSA-N 
|-
|PCDD-1248                
|<chem>C12H4Cl4O2</chem>        
|1,2,4,8-四氯代双苯并对二𫫇己熳               
|71669-29-9
|XGIKODBWQSAEFQ-UHFFFAOYSA-N 
|-
|PCDD-1249                
|<chem>C12H4Cl4O2</chem>        
|1,2,4,9-四氯代双苯并对二𫫇己熳               
|71665-99-1
|WDAHVJCSSYOALR-UHFFFAOYSA-N 
|-
|PCDD-1267                
|<chem>C12H4Cl4O2</chem>        
|1,2,6,7-四氯代双苯并对二𫫇己熳               
|40581-90-6
|SAMLAWFHXZIRMP-UHFFFAOYSA-N 
|-
|PCDD-1268                
|<chem>C12H4Cl4O2</chem>        
|1,2,6,8-四氯代双苯并对二𫫇己熳               
|67323-56-2
|YYUFYZDSYHKVDP-UHFFFAOYSA-N 
|-
|PCDD-1269                
|<chem>C12H4Cl4O2</chem>        
|1,2,6,9-四氯代双苯并对二𫫇己熳               
|40581-91-7
|ZKMXKYXNLFLUCD-UHFFFAOYSA-N 
|-
|PCDD-1278                
|<chem>C12H4Cl4O2</chem>        
|1,2,7,8-四氯代双苯并对二𫫇己熳               
|34816-53-0
|YDZCLBKUTXYYKS-UHFFFAOYSA-N 
|-
|PCDD-1279                
|<chem>C12H4Cl4O2</chem>        
|1,2,7,9-tetrachlorodibenzo-p-dioxin               
|71669-23-3
|QIKHBBZEUNSCAF-UHFFFAOYSA-N 
|-
|PCDD-1289                
|<chem>C12H4Cl4O2</chem>        
|1,2,8,9-tetrachlorodibenzo-p-dioxin               
|62470-54-6
|WELWFAGPAZKSBG-UHFFFAOYSA-N 
|-
|PCDD-1368                
|<chem>C12H4Cl4O2</chem>        
|1,3,6,8-tetrachlorodibenzo-p-dioxin               
|33423-92-6
|OTQFXRBLGNEOGH-UHFFFAOYSA-N 
|-
|PCDD-1369                
|<chem>C12H4Cl4O2</chem>        
|1,3,6,9-tetrachlorodibenzo-p-dioxin               
|71669-24-4
|QAUIRDIJIUMMEP-UHFFFAOYSA-N 
|-
|PCDD-1378                
|<chem>C12H4Cl4O2</chem>        
|1,3,7,8-tetrachlorodibenzo-p-dioxin               
|50585-46-1
|VPTDIAYLYJBYQG-UHFFFAOYSA-N 
|-
|PCDD-1379                
|<chem>C12H4Cl4O2</chem>        
|1,3,7,9-tetrachlorodibenzo-p-dioxin               
|62470-53-5
|JMGYHLJVDHUACM-UHFFFAOYSA-N 
|-
|PCDD-1469                
|<chem>C12H4Cl4O2</chem>        
|1,4,6,9-tetrachlorodibenzo-p-dioxin               
|40581-93-9
|QTIIAIRUSSSOHT-UHFFFAOYSA-N 
|-
|PCDD-1478                
|<chem>C12H4Cl4O2</chem>        
|1,4,7,8-tetrachlorodibenzo-p-dioxin               
|40581-94-0
|FCRXUTCUWCJZJI-UHFFFAOYSA-N 
|-
|PCDD-2378<br>('''2,3,7,8-TCDD''')         
|<chem>C12H4Cl4O2</chem>        
|[[2,3,7,8-四氯代双苯并对二𫫇己熳]]                
|1746-01-6
|HGUFODBRKLSHSI-UHFFFAOYSA-N                  
|-
|PCDD-12346               
|<chem>C12H3Cl5O2</chem>        
|1,2,3,4,6-五氯代双苯并对二𫫇己熳             
|67028-19-7
|LNWDBNKKBLRAMH-UHFFFAOYSA-N 
|-
|PCDD-12347               
|<chem>C12H3Cl5O2</chem>        
|1,2,3,4,7-pentachlorodibenzo-p-dioxin             
|39227-61-7
|WRNGAZFESPEMCN-UHFFFAOYSA-N 
|-
|PCDD-12367               
|<chem>C12H3Cl5O2</chem>        
|1,2,3,6,7-pentachlorodibenzo-p-dioxin             
|71925-15-0
|RLGWDUHOIIWPGN-UHFFFAOYSA-N 
|-
|PCDD-12368               
|<chem>C12H3Cl5O2</chem>        
|1,2,3,6,8-pentachlorodibenzo-p-dioxin             
|71925-16-1
|VKDGHBBUEIIEHL-UHFFFAOYSA-N 
|-
|PCDD-12369 (PCDD-14678)  
|<chem>C12H3Cl5O2</chem>        
|1,2,3,6,9-pentachlorodibenzo-p-dioxin             
|82291-34-7
|NWKWRHSKKNELND-UHFFFAOYSA-N                  
|-
|PCDD-12378               
|<chem>C12H3Cl5O2</chem>        
|[[1,2,3,7,8-五氯双苯并对二𫫇英|1,2,3,7,8-五氯代双苯并对二𫫇己熳]]             
|40321-76-4
|FSPZPQQWDODWAU-UHFFFAOYSA-N 
|-
|PCDD-12379 (PCDD-23468)  
|<chem>C12H3Cl5O2</chem>        
|1,2,3,7,9-pentachlorodibenzo-p-dioxin             
|71925-17-2
|UAOYHTXYVWEPIB-UHFFFAOYSA-N                  
|-
|PCDD-12389 (PCDD-23467)  
|<chem>C12H3Cl5O2</chem>        
|1,2,3,8,9-pentachlorodibenzo-p-dioxin             
|71925-18-3
|VUMZAVNIADYKFC-UHFFFAOYSA-N                  
|-
|PCDD-12467               
|<chem>C12H3Cl5O2</chem>        
|1,2,4,6,7-pentachlorodibenzo-p-dioxin             
|82291-35-8
|SEKDDGLKEYEVQK-UHFFFAOYSA-N 
|-
|PCDD-12468               
|<chem>C12H3Cl5O2</chem>        
|1,2,4,6,8-pentachlorodibenzo-p-dioxin             
|71998-76-0
|SJJWALZHAWITMS-UHFFFAOYSA-N 
|-
|PCDD-12469               
|<chem>C12H3Cl5O2</chem>        
|1,2,4,6,9-pentachlorodibenzo-p-dioxin             
|82291-36-9
|GNQVSAMSAKZLKE-UHFFFAOYSA-N 
|-
|PCDD-12478               
|<chem>C12H3Cl5O2</chem>        
|1,2,4,7,8-pentachlorodibenzo-p-dioxin             
|58802-08-7
|QUPLGUUISJOUPJ-UHFFFAOYSA-N 
|-
|PCDD-12479 (PCDD-13468)  
|<chem>C12H3Cl5O2</chem>        
|1,2,4,7,9-pentachlorodibenzo-p-dioxin             
|82291-37-0
|QLBBXWPVEFJZEC-UHFFFAOYSA-N                  
|-
|PCDD-12489 (PCDD-13467)  
|<chem>C12H3Cl5O2</chem>        
|1,2,4,8,9-五氯代双苯并对二𫫇己熳             
|82291-38-1
|KLLFLRKEOJCTGC-UHFFFAOYSA-N                  
|-
|PCDD-123467              
|<chem>C12H2Cl6O2</chem>        
|1,2,3,4,6,7-六氯代双苯并对二𫫇己熳            
|58200-66-1
|NLBQVWJHLWAFGJ-UHFFFAOYSA-N 
|-
|PCDD-123468              
|<chem>C12H2Cl6O2</chem>        
|1,2,3,4,6,8-hexachlorodibenzo-p-dioxin            
|58200-67-2
|IMALTUQZEIFHJW-UHFFFAOYSA-N 
|-
|PCDD-123469              
|<chem>C12H2Cl6O2</chem>        
|1,2,3,4,6,9-hexachlorodibenzo-p-dioxin            
|58200-68-3
|UDYXCMRDCOVQLG-UHFFFAOYSA-N 
|-
|PCDD-123478              
|<chem>C12H2Cl6O2</chem>        
|1,2,3,4,7,8-hexachlorodibenzo-p-dioxin            
|39227-28-6
|WCYYQNSQJHPVMG-UHFFFAOYSA-N 
|-
|PCDD-123678              
|<chem>C12H2Cl6O2</chem>        
|1,2,3,6,7,8-hexachlorodibenzo-p-dioxin            
|57653-85-7
|YCLUIPQDHHPDJJ-UHFFFAOYSA-N 
|-
|PCDD-123679 (PCDD-124678)
|<chem>C12H2Cl6O2</chem>        
|1,2,3,6,7,9-hexachlorodibenzo-p-dioxin            
|64461-98-9
|BQOHWGKNRKCEFT-UHFFFAOYSA-N                  
|-
|PCDD-123689 (PCDD-134678)
|<chem>C12H2Cl6O2</chem>        
|1,2,3,6,8,9-hexachlorodibenzo-p-dioxin            
|58200-69-4
|GZRQZUFXVFRKBI-UHFFFAOYSA-N                  
|-
|PCDD-123789 (PCDD-234678)
|<chem>C12H2Cl6O2</chem>        
|1,2,3,7,8,9-六氯代双苯并对二𫫇己熳            
|19408-74-3
|LGIRBUBHIWTVCK-UHFFFAOYSA-N                  
|-
|PCDD-124679              
|<chem>C12H2Cl6O2</chem>        
|1,2,4,6,7,9-六氯代双苯并对二𫫇己熳            
|39227-62-8
|BSJDQMWAWFTDGD-UHFFFAOYSA-N 
|-
|PCDD-124689 (PCDD-134679)
|<chem>C12H2Cl6O2</chem>        
|1,2,4,6,8,9-六氯代双苯并对二𫫇己熳            
|58802-09-8
|URELDHWUZUWPIU-UHFFFAOYSA-N                  
|-
|PCDD-1234678             
|<chem>C12HCl7O2</chem>         
|1,2,3,4,6,7,8-七氯代双苯并对二𫫇己熳         
|35822-46-9
|WCLNVRQZUKYVAI-UHFFFAOYSA-N 
|-
|PCDD-1234679             
|<chem>C12HCl7O2</chem>         
|1,2,3,4,6,7,9-七氯代双苯并对二𫫇己熳         
|58200-70-7
|KTJJIBIRZGQFQZ-UHFFFAOYSA-N 
|-
|PCDD-12346789            
|<chem>C12Cl8O2</chem>          
|八氯代双苯并对二𫫇己熳                         
|3268-87-9
|FOIBFBMSLDGNHL-UHFFFAOYSA-N 
|}
==毒性对比==
{| class="wikitable sortable"
|+人体[[代谢半衰期]]<ref>{{cite journal |last1=Milbrath |first1=MO |last2=Wenger |first2=Y |last3=Chang |first3=CW |last4=Emond |first4=C |last5=Garabrant |first5=D |last6=Gillespie |first6=BW |last7=Jolliet |first7=O |title=Apparent half-lives of dioxins, furans, and polychlorinated biphenyls as a function of age, body fat, smoking status, and breast-feeding. |journal=Environmental Health Perspectives |date=March 2009 |volume=117 |issue=3 |pages=417–25 |doi=10.1289/ehp.11781 |pmid=19337517|s2cid=15673575 }}</ref>及世卫定义的[[類二噁英物質]]毒性当量因子（WHO-TEF）<ref name=Berg>{{cite journal |vauthors=Van den Berg M, Birnbaum LS, Denison M, De Vito M, Farland W, Feeley M, Fiedler H, Hakansson H, Hanberg A, Haws L, Rose M, Safe S, Schrenk D, Tohyama C, Tritscher A, Tuomisto J, Tysklind M, Walker N, Peterson RE |display-authors=6 |title=The 2005 World Health Organization reevaluation of human and Mammalian toxic equivalency factors for dioxins and dioxin-like compounds |journal=Toxicological Sciences |volume=93 |issue=2 |pages=223–241 |date=October 2006 |pmid=16829543 |pmc=2290740 |doi=10.1093/toxsci/kfl055}}</ref> 
!类别
!物质
!相对毒性<ref name="Berg" />
!半衰期（年）
|-
| rowspan="7" |双苯并对二𫫇己熳
|[[2,3,7,8-四氯雙苯環二噁英|2,3,7,8-四氯代]]
|1
|7.2
|-
|1,2,3,7,8-五氯代
|1
|11.2
|-
|1,2,3,4,7,8-六氯代
|0.1
|9.8
|-
|1,2,3,6,7,8-六氯代
|0.1
|13.1
|-
|1,2,3,7,8,9-六氯代
|0.1
|5.1
|-
|[[七氯双苯并对二𫫇英#9(1)位缺氯|1,2,3,4,6,7,8-七氯代]]
|0.01
|4.9
|-
|八氯代
|0.0003
|6.7
|- 
|其他[[類二噁英物質]]
|如多氯联苯等
| 不超过0.1
|类似
|}

==参考==
{{Reflist}}

[[分類:二噁英]]
[[分類:氯代芳烴]]