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MedKoo Cat#: 582045 | Name: Dechlorane plus

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Dechlorane plus (abbrev. DDC-CO) is a polychlorinated flame retardant produced by Oxychem. Its log P is 9.3. It is produced by the Diels-Alder reaction of two equivalents of hexachlorocyclopentadiene with one equivalent of cyclooctadiene. The syn and anti isomer are formed in the approximate ratio of 1:3.

Chemical Structure

Dechlorane plus
Dechlorane plus
CAS#13560-89-9

Theoretical Analysis

MedKoo Cat#: 582045

Name: Dechlorane plus

CAS#: 13560-89-9

Chemical Formula: C18H12Cl12

Exact Mass: 647.7200

Molecular Weight: 653.69

Elemental Analysis: C, 33.07; H, 1.85; Cl, 65.08

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Synonym
Dechlorane plus; DDC-CO; Dechloran A; AI3-27889; Dechlorane Plus 1000; Dechlorane Plus 25; Dechlorane Plus 2520; Dechlorane 605; Dechlorane Plus 35; Dechlorane Plus 515; HSDB 7450; UNII-193G0ER097.
IUPAC/Chemical Name
1,4:7,10-Dimethanodibenzo(a,e)cyclooctene, 1,2,3,4,7,8,9,10,13,13,14,14-dodecachloro-1,4,4a,5,6,6a,7,10,10a,11,12,12a-dodecahydro-
InChi Key
UGQQAJOWXNCOPY-UHFFFAOYSA-N
InChi Code
InChI=1S/C18H12Cl12/c19-9-10(20)15(25)7-3-4-8-6(2-1-5(7)13(9,23)17(15,27)28)14(24)11(21)12(22)16(8,26)18(14,29)30/h5-8H,1-4H2
SMILES Code
ClC1(Cl)C2(Cl)C(Cl)=C(Cl)C1(Cl)C3C2CCC4C(C5(Cl)C(Cl)=C(Cl)C4(Cl)C5(Cl)Cl)CC3
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 653.69 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Guo J, Li Z, Ranasinghe P, Rockne KJ, Sturchio NC, Giesy JP, Li A. Halogenated flame retardants in sediments from the Upper Laurentian Great Lakes: Implications to long-range transport and evidence of long-term transformation. J Hazard Mater. 2019 Sep 29:121346. doi: 10.1016/j.jhazmat.2019.121346. [Epub ahead of print] PubMed PMID: 31628060. 2: Yin JF, Li JF, Li XH, Yang YL, Qin ZF. Bioaccumulation and transfer characteristics of dechlorane plus in human adipose tissue and blood stream and the underlying mechanisms. Sci Total Environ. 2019 Oct 8;700:134391. doi: 10.1016/j.scitotenv.2019.134391. [Epub ahead of print] PubMed PMID: 31627044. 3: Mo L, Zheng X, Zhu C, Sun Y, Yu L, Luo X, Mai B. Persistent organic pollutants (POPs) in oriental magpie-robins from e-waste, urban, and rural sites: Site-specific biomagnification of POPs. Ecotoxicol Environ Saf. 2019 Dec 30;186:109758. doi: 10.1016/j.ecoenv.2019.109758. Epub 2019 Oct 7. PubMed PMID: 31600649. 4: Briels N, Torgersen LN, Castaño-Ortiz JM, Løseth ME, Herzke D, Nygård T, Bustnes JO, Ciesielski TM, Poma G, Malarvannan G, Covaci A, Jaspers VLB. Integrated exposure assessment of northern goshawk (Accipiter gentilis) nestlings to legacy and emerging organic pollutants using non-destructive samples. Environ Res. 2019 Nov;178:108678. doi: 10.1016/j.envres.2019.108678. Epub 2019 Aug 19. PubMed PMID: 31520824. 5: Dreyer A, Neugebauer F, Lohmann N, Rüdel H, Teubner D, Grotti M, Rauert C, Koschorreck J. Recent findings of halogenated flame retardants (HFR) in the German and Polar environment. Environ Pollut. 2019 Oct;253:850-863. doi: 10.1016/j.envpol.2019.07.070. Epub 2019 Jul 17. PubMed PMID: 31349194. 6: Abdel Malak I, Cariou R, Guiffard I, Vénisseau A, Dervilly-Pinel G, Jaber F, Le Bizec B. Assessment of Dechlorane Plus and related compounds in foodstuffs and estimates of daily intake from Lebanese population. Chemosphere. 2019 Nov;235:492-497. doi: 10.1016/j.chemosphere.2019.06.148. Epub 2019 Jun 24. PubMed PMID: 31276863. 7: Peng Y, Wu J, Luo X, Zhang X, Giesy JP, Mai B. Spatial distribution and hazard of halogenated flame retardants and polychlorinated biphenyls to common kingfisher (Alcedo atthis) from a region of South China affected by electronic waste recycling. Environ Int. 2019 Sep;130:104952. doi: 10.1016/j.envint.2019.104952. Epub 2019 Jun 28. PubMed PMID: 31260929. 8: Li Y, Zhen X, Liu L, Tian C, Pan X, Tang J. Halogenated flame retardants in the sediments of the Chinese Yellow Sea and East China Sea. Chemosphere. 2019 Nov;234:365-372. doi: 10.1016/j.chemosphere.2019.06.115. Epub 2019 Jun 15. PubMed PMID: 31228838. 9: Chen X, Chen Y, Huang C, Dong Q, Roper C, Tanguay RL, Zhu Y, Zhang Y. Neurodevelopmental toxicity assessments of alkyl phenanthrene and Dechlorane Plus co-exposure in zebrafish. Ecotoxicol Environ Saf. 2019 Sep 30;180:762-769. doi: 10.1016/j.ecoenv.2019.05.066. Epub 2019 May 30. PubMed PMID: 31154201. 10: Chen W, Li J, Dong Z, Bao J, Zhang A, Shen G, Wang Y, Hu J, Jin J. Correlations between dechlorane plus concentrations in paired hair and indoor dust samples and differences between dechlorane plus isomer concentrations in hair from males and females. Chemosphere. 2019 Sep;231:378-384. doi: 10.1016/j.chemosphere.2019.05.155. Epub 2019 May 20. PubMed PMID: 31141740. 11: Pizzochero AC, de la Torre A, Sanz P, Navarro I, Michel LN, Lepoint G, Das K, Schnitzler JG, Chenery SR, McCarthy ID, Malm O, Dorneles PR, Martínez MÁ. Occurrence of legacy and emerging organic pollutants in whitemouth croakers from Southeastern Brazil. Sci Total Environ. 2019 Sep 10;682:719-728. doi: 10.1016/j.scitotenv.2019.05.213. Epub 2019 May 17. PubMed PMID: 31129551. 12: Hu Y, Pei N, Sun Y, Xu X, Zhang Z, Li H, Wang W, Zuo L, Xiong Y, Zeng Y, He K, Mai B. Halogenated flame retardants in mangrove sediments from the Pearl River Estuary, South China: Comparison with historical data and correlation with microbial community. Chemosphere. 2019 Jul;227:315-322. doi: 10.1016/j.chemosphere.2019.04.075. Epub 2019 Apr 11. PubMed PMID: 30995592. 13: Kurt-Karakus PB, Muir DCG, de Jourdan B, Teixeira C, Epp Martindale J, Embers H, Wang X, Keir M, Backus S. Bioaccumulation of Selected Halogenated Organic Flame Retardants in Lake Ontario. Environ Toxicol Chem. 2019 Jun;38(6):1198-1210. doi: 10.1002/etc.4413. Epub 2019 May 13. PubMed PMID: 30901092. 14: Liu X, Wu Y, Zhang X, Shen L, Brazeau AL, Adams DH, Marler H, Watts BD, Chen D. Novel Dechlorane Analogues and Possible Sources in Peregrine Falcon Eggs and Shark Livers from the Western North Atlantic Regions. Environ Sci Technol. 2019 Apr 2;53(7):3419-3428. doi: 10.1021/acs.est.8b06214. Epub 2019 Mar 19. PubMed PMID: 30852890. 15: Tongue ADW, Reynolds SJ, Fernie KJ, Harrad S. Flame retardant concentrations and profiles in wild birds associated with landfill: A critical review. Environ Pollut. 2019 May;248:646-658. doi: 10.1016/j.envpol.2019.01.103. Epub 2019 Feb 23. Review. PubMed PMID: 30844700. 16: Jia HH, Wang XT, Cheng HX, Zhou Y, Fu R. Pine needles as biomonitors of polybrominated diphenyl ethers and emerging flame retardants in the atmosphere of Shanghai, China: occurrence, spatial distributions, and possible sources. Environ Sci Pollut Res Int. 2019 Apr;26(12):12171-12180. doi: 10.1007/s11356-019-04558-8. Epub 2019 Mar 4. PubMed PMID: 30830665. 17: Qiao L, Zheng XB, Zheng J, Chen SJ, Zhong CQ, Chen JH, Yang ZY, Mai BX. Legacy and Currently Used Organic Contaminants in Human Hair and Hand Wipes of Female E-Waste Dismantling Workers and Workplace Dust in South China. Environ Sci Technol. 2019 Mar 5;53(5):2820-2829. doi: 10.1021/acs.est.8b05503. Epub 2019 Feb 20. PubMed PMID: 30761900. 18: Li ZR, Luo XJ, Luo YL, Zeng YH, Mai BX. Comparative study of dechlorane plus (DP) in adult chickens and developing embryos: Stereo-selective bioaccumulation of DP in chickens. Environ Pollut. 2019 Apr;247:550-555. doi: 10.1016/j.envpol.2019.01.092. Epub 2019 Jan 24. PubMed PMID: 30708317. 19: Wu Y, Tan H, Zhou C, Crimmins BS, Holsen TM, Pagano JJ, Chen D. Spatial and Temporal Trends (2004-2016) of Selected Alternative Flame Retardants in Fish of the Laurentian Great Lakes. Environ Sci Technol. 2019 Feb 19;53(4):1786-1796. doi: 10.1021/acs.est.8b05300. Epub 2019 Feb 11. PubMed PMID: 30681328. 20: Ganci AP, Vane CH, Abdallah MA, Moehring T, Harrad S. Legacy PBDEs and NBFRs in sediments of the tidal River Thames using liquid chromatography coupled to a high resolution accurate mass Orbitrap mass spectrometer. Sci Total Environ. 2019 Mar 25;658:1355-1366. doi: 10.1016/j.scitotenv.2018.12.268. Epub 2018 Dec 19. PubMed PMID: 30677996.

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