多氯双苯并对二𫫇英

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[编辑]

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。^[1]

取代位简名	分子式	名称	CAS号	InChIKey
PCDD-1	${\ce {C12H7ClO2}}$	1-氯代双苯并对二𫫇己熳	39227-53-7	VGGGRWRBGXENKI-UHFFFAOYSA-N
PCDD-2	${\ce {C12H7ClO2}}$	2-氯代双苯并对二𫫇己熳	39227-54-8	GIUGGRUEPHPVNR-UHFFFAOYSA-N
PCDD-12	${\ce {C12H6Cl2O2}}$	1,2-双氯代双苯并对二𫫇己熳	54536-18-4	DFGDMWHUCCHXIF-UHFFFAOYSA-N
PCDD-13	${\ce {C12H6Cl2O2}}$	1,3-双氯代双苯并对二𫫇己熳	50585-39-2	AZYJYMAKTBXNSX-UHFFFAOYSA-N
PCDD-14	${\ce {C12H6Cl2O2}}$	1,4-双氯代双苯并对二𫫇己熳	54536-19-5	MBMUPQZSDWVPQU-UHFFFAOYSA-N
PCDD-16	${\ce {C12H6Cl2O2}}$	1,6-双氯代双苯并对二𫫇己熳	38178-38-0	MAWMBEVNJGEDAD-UHFFFAOYSA-N
PCDD-17	${\ce {C12H6Cl2O2}}$	1,7-双氯代双苯并对二𫫇己熳	82291-26-7	IJUWLAFPPVRYGY-UHFFFAOYSA-N
PCDD-18	${\ce {C12H6Cl2O2}}$	1,8-双氯代双苯并对二𫫇己熳	82291-27-8	PLZYIHQBHROTFD-UHFFFAOYSA-N
PCDD-19	${\ce {C12H6Cl2O2}}$	1,9-双氯代双苯并对二𫫇己熳	82291-28-9	JZDVJXBKJDADAY-UHFFFAOYSA-N
PCDD-23	${\ce {C12H6Cl2O2}}$	2,3-双氯代双苯并对二𫫇己熳	29446-15-9	YCIYTXRUZSDMRZ-UHFFFAOYSA-N
PCDD-27	${\ce {C12H6Cl2O2}}$	2,7-双氯代双苯并对二𫫇己熳	33857-26-0	NBFMTHWVRBOVPE-UHFFFAOYSA-N
PCDD-28	${\ce {C12H6Cl2O2}}$	2,8-双氯代双苯并对二𫫇己熳	38964-22-6	WMWJCKBJUQDYLM-UHFFFAOYSA-N
PCDD-123	${\ce {C12H5Cl3O2}}$	1,2,3-仨氯代双苯并对二𫫇己熳	54536-17-3	SKMFBGZVVNDVFR-UHFFFAOYSA-N
PCDD-124	${\ce {C12H5Cl3O2}}$	1,2,4-仨氯代双苯并对二𫫇己熳	39227-58-2	HRVUKLBFRPWXPJ-UHFFFAOYSA-N
PCDD-126	${\ce {C12H5Cl3O2}}$	1,2,6-仨氯代双苯并对二𫫇己熳	69760-96-9	XQBPVWBIUBCJJO-UHFFFAOYSA-N
PCDD-127	${\ce {C12H5Cl3O2}}$	1,2,7-仨氯代双苯并对二𫫇己熳	82291-30-3	TXJMXDWFPQSYEQ-UHFFFAOYSA-N
PCDD-128	${\ce {C12H5Cl3O2}}$	1,2,8-仨氯代双苯并对二𫫇己熳	82291-31-4	QBEOCKSANJLBAE-UHFFFAOYSA-N
PCDD-129	${\ce {C12H5Cl3O2}}$	1,2,9-仨氯代双苯并对二𫫇己熳	82291-32-5	DQLRDBDQLSIOIX-UHFFFAOYSA-N
PCDD-136	${\ce {C12H5Cl3O2}}$	1,3,6-仨氯代双苯并对二𫫇己熳	82291-33-6	LNPVMVSAUXUGHH-UHFFFAOYSA-N
PCDD-137	${\ce {C12H5Cl3O2}}$	1,3,7-仨氯代双苯并对二𫫇己熳	67028-17-5	RPKWIXFZKMDPMH-UHFFFAOYSA-N
PCDD-138	${\ce {C12H5Cl3O2}}$	1,3,8-仨氯代双苯并对二𫫇己熳	82306-61-4	FJAKCOBYQSEWMT-UHFFFAOYSA-N
PCDD-139	${\ce {C12H5Cl3O2}}$	1,3,9-仨氯代双苯并对二𫫇己熳	82306-62-5	DGDADRUTFAIIQQ-UHFFFAOYSA-N
PCDD-146	${\ce {C12H5Cl3O2}}$	1,4,6-仨氯代双苯并对二𫫇己熳	82306-63-6	UTTYFTWIJLRXKB-UHFFFAOYSA-N
PCDD-147	${\ce {C12H5Cl3O2}}$	1,4,7-仨氯代双苯并对二𫫇己熳	82306-64-7	NBWAQBGJBSYXHV-UHFFFAOYSA-N
PCDD-178	${\ce {C12H5Cl3O2}}$	1,7,8-仨氯代双苯并对二𫫇己熳	82306-65-8	CAPCTZJHYADFNX-UHFFFAOYSA-N
PCDD-237	${\ce {C12H5Cl3O2}}$	2,3,7-仨氯代双苯并对二𫫇己熳	33857-28-2	ZSIZNEVHVVRPFF-UHFFFAOYSA-N
PCDD-1234	${\ce {C12H4Cl4O2}}$	1,2,3,4-四氯代双苯并对二𫫇己熳	30746-58-8	DJHHDLMTUOLVHY-UHFFFAOYSA-N
PCDD-1236	${\ce {C12H4Cl4O2}}$	1,2,3,6-四氯代双苯并对二𫫇己熳	71669-25-5	XEZBZSVTUSXISZ-UHFFFAOYSA-N
PCDD-1237	${\ce {C12H4Cl4O2}}$	1,2,3,7-四氯代双苯并对二𫫇己熳	67028-18-6	SKGXYFVQZVPEFP-UHFFFAOYSA-N
PCDD-1238	${\ce {C12H4Cl4O2}}$	1,2,3,8-四氯代双苯并对二𫫇己熳	53555-02-5	BXKLTNKYLCZOHF-UHFFFAOYSA-N
PCDD-1239	${\ce {C12H4Cl4O2}}$	1,2,3,9-四氯代双苯并对二𫫇己熳	71669-26-6	CMVHZKSHSHQJHS-UHFFFAOYSA-N
PCDD-1246	${\ce {C12H4Cl4O2}}$	1,2,4,6-四氯代双苯并对二𫫇己熳	71669-27-7	KQNBZUDHTCXCNA-UHFFFAOYSA-N
PCDD-1247	${\ce {C12H4Cl4O2}}$	1,2,4,7-四氯代双苯并对二𫫇己熳	71669-28-8	SMPHQCMJQUBTFZ-UHFFFAOYSA-N
PCDD-1248	${\ce {C12H4Cl4O2}}$	1,2,4,8-四氯代双苯并对二𫫇己熳	71669-29-9	XGIKODBWQSAEFQ-UHFFFAOYSA-N
PCDD-1249	${\ce {C12H4Cl4O2}}$	1,2,4,9-四氯代双苯并对二𫫇己熳	71665-99-1	WDAHVJCSSYOALR-UHFFFAOYSA-N
PCDD-1267	${\ce {C12H4Cl4O2}}$	1,2,6,7-四氯代双苯并对二𫫇己熳	40581-90-6	SAMLAWFHXZIRMP-UHFFFAOYSA-N
PCDD-1268	${\ce {C12H4Cl4O2}}$	1,2,6,8-四氯代双苯并对二𫫇己熳	67323-56-2	YYUFYZDSYHKVDP-UHFFFAOYSA-N
PCDD-1269	${\ce {C12H4Cl4O2}}$	1,2,6,9-四氯代双苯并对二𫫇己熳	40581-91-7	ZKMXKYXNLFLUCD-UHFFFAOYSA-N
PCDD-1278	${\ce {C12H4Cl4O2}}$	1,2,7,8-四氯代双苯并对二𫫇己熳	34816-53-0	YDZCLBKUTXYYKS-UHFFFAOYSA-N
PCDD-1279	${\ce {C12H4Cl4O2}}$	1,2,7,9-tetrachlorodibenzo-p-dioxin	71669-23-3	QIKHBBZEUNSCAF-UHFFFAOYSA-N
PCDD-1289	${\ce {C12H4Cl4O2}}$	1,2,8,9-tetrachlorodibenzo-p-dioxin	62470-54-6	WELWFAGPAZKSBG-UHFFFAOYSA-N
PCDD-1368	${\ce {C12H4Cl4O2}}$	1,3,6,8-tetrachlorodibenzo-p-dioxin	33423-92-6	OTQFXRBLGNEOGH-UHFFFAOYSA-N
PCDD-1369	${\ce {C12H4Cl4O2}}$	1,3,6,9-tetrachlorodibenzo-p-dioxin	71669-24-4	QAUIRDIJIUMMEP-UHFFFAOYSA-N
PCDD-1378	${\ce {C12H4Cl4O2}}$	1,3,7,8-tetrachlorodibenzo-p-dioxin	50585-46-1	VPTDIAYLYJBYQG-UHFFFAOYSA-N
PCDD-1379	${\ce {C12H4Cl4O2}}$	1,3,7,9-tetrachlorodibenzo-p-dioxin	62470-53-5	JMGYHLJVDHUACM-UHFFFAOYSA-N
PCDD-1469	${\ce {C12H4Cl4O2}}$	1,4,6,9-tetrachlorodibenzo-p-dioxin	40581-93-9	QTIIAIRUSSSOHT-UHFFFAOYSA-N
PCDD-1478	${\ce {C12H4Cl4O2}}$	1,4,7,8-tetrachlorodibenzo-p-dioxin	40581-94-0	FCRXUTCUWCJZJI-UHFFFAOYSA-N
PCDD-2378 (2,3,7,8-TCDD)	${\ce {C12H4Cl4O2}}$	2,3,7,8-四氯代双苯并对二𫫇己熳	1746-01-6	HGUFODBRKLSHSI-UHFFFAOYSA-N
PCDD-12346	${\ce {C12H3Cl5O2}}$	1,2,3,4,6-五氯代双苯并对二𫫇己熳	67028-19-7	LNWDBNKKBLRAMH-UHFFFAOYSA-N
PCDD-12347	${\ce {C12H3Cl5O2}}$	1,2,3,4,7-pentachlorodibenzo-p-dioxin	39227-61-7	WRNGAZFESPEMCN-UHFFFAOYSA-N
PCDD-12367	${\ce {C12H3Cl5O2}}$	1,2,3,6,7-pentachlorodibenzo-p-dioxin	71925-15-0	RLGWDUHOIIWPGN-UHFFFAOYSA-N
PCDD-12368	${\ce {C12H3Cl5O2}}$	1,2,3,6,8-pentachlorodibenzo-p-dioxin	71925-16-1	VKDGHBBUEIIEHL-UHFFFAOYSA-N
PCDD-12369 (PCDD-14678)	${\ce {C12H3Cl5O2}}$	1,2,3,6,9-pentachlorodibenzo-p-dioxin	82291-34-7	NWKWRHSKKNELND-UHFFFAOYSA-N
PCDD-12378	${\ce {C12H3Cl5O2}}$	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)	${\ce {C12H3Cl5O2}}$	1,2,3,7,9-pentachlorodibenzo-p-dioxin	71925-17-2	UAOYHTXYVWEPIB-UHFFFAOYSA-N
PCDD-12389 (PCDD-23467)	${\ce {C12H3Cl5O2}}$	1,2,3,8,9-pentachlorodibenzo-p-dioxin	71925-18-3	VUMZAVNIADYKFC-UHFFFAOYSA-N
PCDD-12467	${\ce {C12H3Cl5O2}}$	1,2,4,6,7-pentachlorodibenzo-p-dioxin	82291-35-8	SEKDDGLKEYEVQK-UHFFFAOYSA-N
PCDD-12468	${\ce {C12H3Cl5O2}}$	1,2,4,6,8-pentachlorodibenzo-p-dioxin	71998-76-0	SJJWALZHAWITMS-UHFFFAOYSA-N
PCDD-12469	${\ce {C12H3Cl5O2}}$	1,2,4,6,9-pentachlorodibenzo-p-dioxin	82291-36-9	GNQVSAMSAKZLKE-UHFFFAOYSA-N
PCDD-12478	${\ce {C12H3Cl5O2}}$	1,2,4,7,8-pentachlorodibenzo-p-dioxin	58802-08-7	QUPLGUUISJOUPJ-UHFFFAOYSA-N
PCDD-12479 (PCDD-13468)	${\ce {C12H3Cl5O2}}$	1,2,4,7,9-pentachlorodibenzo-p-dioxin	82291-37-0	QLBBXWPVEFJZEC-UHFFFAOYSA-N
PCDD-12489 (PCDD-13467)	${\ce {C12H3Cl5O2}}$	1,2,4,8,9-五氯代双苯并对二𫫇己熳	82291-38-1	KLLFLRKEOJCTGC-UHFFFAOYSA-N
PCDD-123467	${\ce {C12H2Cl6O2}}$	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	${\ce {C12H2Cl6O2}}$	1,2,3,4,6,8-hexachlorodibenzo-p-dioxin	58200-67-2	IMALTUQZEIFHJW-UHFFFAOYSA-N
PCDD-123469	${\ce {C12H2Cl6O2}}$	1,2,3,4,6,9-hexachlorodibenzo-p-dioxin	58200-68-3	UDYXCMRDCOVQLG-UHFFFAOYSA-N
PCDD-123478	${\ce {C12H2Cl6O2}}$	1,2,3,4,7,8-hexachlorodibenzo-p-dioxin	39227-28-6	WCYYQNSQJHPVMG-UHFFFAOYSA-N
PCDD-123678	${\ce {C12H2Cl6O2}}$	1,2,3,6,7,8-hexachlorodibenzo-p-dioxin	57653-85-7	YCLUIPQDHHPDJJ-UHFFFAOYSA-N
PCDD-123679 (PCDD-124678)	${\ce {C12H2Cl6O2}}$	1,2,3,6,7,9-hexachlorodibenzo-p-dioxin	64461-98-9	BQOHWGKNRKCEFT-UHFFFAOYSA-N
PCDD-123689 (PCDD-134678)	${\ce {C12H2Cl6O2}}$	1,2,3,6,8,9-hexachlorodibenzo-p-dioxin	58200-69-4	GZRQZUFXVFRKBI-UHFFFAOYSA-N
PCDD-123789 (PCDD-234678)	${\ce {C12H2Cl6O2}}$	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	${\ce {C12H2Cl6O2}}$	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)	${\ce {C12H2Cl6O2}}$	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	${\ce {C12HCl7O2}}$	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	${\ce {C12HCl7O2}}$	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	${\ce {C12Cl8O2}}$	八氯代双苯并对二𫫇己熳	3268-87-9	FOIBFBMSLDGNHL-UHFFFAOYSA-N

毒性对比[编辑]

人体代谢半衰期^[2]及世卫定义的類二噁英物質毒性当量因子（WHO-TEF）^[3]
类别	物质	相对毒性^[3]	半衰期（年）
双苯并对二𫫇己熳	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
	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[编辑]

^ 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) （页面存档备份，存于互联网档案馆）. Ncbi.nlm.nih.gov (2011-03-18). Retrieved on 2011-06-09.
^ Milbrath, MO; Wenger, Y; Chang, CW; Emond, C; Garabrant, D; Gillespie, BW; Jolliet, O. Apparent half-lives of dioxins, furans, and polychlorinated biphenyls as a function of age, body fat, smoking status, and breast-feeding.. Environmental Health Perspectives. March 2009, 117 (3): 417–25. PMID 19337517. S2CID 15673575. doi:10.1289/ehp.11781.
^ ^3.0 ^3.1 Van den Berg M, Birnbaum LS, Denison M, De Vito M, Farland W, Feeley M, et al. The 2005 World Health Organization reevaluation of human and Mammalian toxic equivalency factors for dioxins and dioxin-like compounds. Toxicological Sciences. October 2006, 93 (2): 223–241. PMC 2290740 . PMID 16829543. doi:10.1093/toxsci/kfl055.

[1] 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) （页面存档备份，存于互联网档案馆）. Ncbi.nlm.nih.gov (2011-03-18). Retrieved on 2011-06-09.

[2] Milbrath, MO; Wenger, Y; Chang, CW; Emond, C; Garabrant, D; Gillespie, BW; Jolliet, O. Apparent half-lives of dioxins, furans, and polychlorinated biphenyls as a function of age, body fat, smoking status, and breast-feeding.. Environmental Health Perspectives. March 2009, 117 (3): 417–25. PMID 19337517. S2CID 15673575. doi:10.1289/ehp.11781.

[Berg-3] 3.0 ^3.1 Van den Berg M, Birnbaum LS, Denison M, De Vito M, Farland W, Feeley M, et al. The 2005 World Health Organization reevaluation of human and Mammalian toxic equivalency factors for dioxins and dioxin-like compounds. Toxicological Sciences. October 2006, 93 (2): 223–241. PMC 2290740 . PMID 16829543. doi:10.1093/toxsci/kfl055.

[1]

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