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2,3-Dichloro-5,6-dicyano-p-benzoquinone - 98%, high purity , CAS No.84-58-2

22 Citations
  • ≥98%
Item Number
D109444
Grouped product items
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D109444-5g
5g
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$23.90
D109444-25g
25g
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$89.90
D109444-100g
100g
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$321.90
D109444-500g
500g
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$1,446.90
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Molecular conductor Six membered carbocyclic compound

Basic Description

SynonymsDDQ | 2,3-dichloro-5,6-dicyano- 1,4-benzoquinone | 2,3-dichloro-5,6-dicyano -1,4-benzoquinone | 2,3-dichloro 5,6-dicyanobenzoquinone | SCHEMBL2952 | 5,6-Dichloro-2,3-dicyano-p-benzoquinone | 5,6-Dicyano-2,3-dichloro-p-benzoquinone | 2,3,-dichloro-5,6-dicy
Specifications & Purity≥98%
Storage TempStore at 2-8°C,Argon charged
Shipped InWet ice
Product Description

An oxidizing agent, especially in steroid synthesis
Versatile deprotection reagent for a variety of compounds, such as thioacetals, acetals, and ketals. Useful electron-transfer reagent for synthesis of quinolines from imines and alkynes or alkenes. Used with Ph3P in an efficient synthesis of 1,2-benzisoxazoles Used with Ph3P in an efficient synthesis of 1,2-benzisoxazoles

Associated Targets(Human)

MRC5 (9203 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Plasmodium falciparum (966862 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Names and Identifiers

IUPAC Name 4,5-dichloro-3,6-dioxocyclohexa-1,4-diene-1,2-dicarbonitrile
INCHI InChI=1S/C8Cl2N2O2/c9-5-6(10)8(14)4(2-12)3(1-11)7(5)13
InChi Key HZNVUJQVZSTENZ-UHFFFAOYSA-N
Canonical SMILES C(#N)C1=C(C(=O)C(=C(C1=O)Cl)Cl)C#N
Isomeric SMILES C(#N)C1=C(C(=O)C(=C(C1=O)Cl)Cl)C#N
WGK Germany 3
RTECS GU4825000
PubChem CID 6775
UN Number 3439
Molecular Weight 227
Beilstein 747939
Reaxy-Rn 747939

Certificates

Certificate of Analysis(COA)

Enter Lot Number to search for COA:

Find and download the COA for your product by matching the lot number on the packaging.

13 results found

Lot NumberCertificate TypeDateItem
G2412051Certificate of AnalysisJul 31, 2023 D109444
H2322209Certificate of AnalysisJul 31, 2023 D109444
H2322214Certificate of AnalysisJul 31, 2023 D109444
H2322215Certificate of AnalysisJul 31, 2023 D109444
H2322260Certificate of AnalysisJul 31, 2023 D109444
D2313832Certificate of AnalysisSep 08, 2022 D109444
G2322007Certificate of AnalysisSep 08, 2022 D109444
G2322011Certificate of AnalysisSep 08, 2022 D109444
K2219393Certificate of AnalysisSep 08, 2022 D109444
K2219394Certificate of AnalysisSep 08, 2022 D109444
K2219429Certificate of AnalysisSep 08, 2022 D109444
K2219430Certificate of AnalysisSep 08, 2022 D109444
K2219431Certificate of AnalysisSep 08, 2022 D109444

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Chemical and Physical Properties

SolubilitySoluble in water (slightly), ethanol, acetic acid, ethyl acetate, and chloroform (slightly)
SensitivityMoisture, Heat and Air sensitive
Melt Point(°C)214℃

Safety and Hazards(GHS)

Pictogram(s) GHS06
Signal Danger
Hazard Statements

H301:Toxic if swallowed

Precautionary Statements

P301+P310:IF SWALLOWED: Immediately call a POISON CENTER/doctor/...

P405:Store locked up.

P501:Dispose of contents/container to ...

P264:Wash hands [and …] thoroughly after handling.

P270:Do not eat, drink or smoke when using this product.

P333+P313:IF SKIN irritation or rash occurs: Get medical advice/attention.

P330:Rinse mouth.

WGK Germany 3
RTECS GU4825000
Reaxy-Rn 747939
Merck Index 3063

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 SDS

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FAQs and Articles

FAQ
Chloranil, Tetrachloro-1,4-benzoquinone
Categories: Technical articles
Tags:
OxidizingAgents Chloranil
2,3-Dichloro-5,6-Dicyanobenzoquinone, DDQ
Categories: Technical articles
Tags:
Chemical synthesis OxidizingAgents C-H Functionalization DDQ DeprotectionReagent

Citations of This Product

How to Cite Aladdin Scientific Products?
1. Quan Shi, Ming-Hui Chen, Ji Xiong, Ting Li, Ya-Qing Feng, Bao Zhang.  (2024)  Porphyrin-Based Two-Dimensional Metal-Organic framework nanosheets for efficient photocatalytic CO2 transformation.  CHEMICAL ENGINEERING JOURNAL,  481  (148301).  [PMID:]
2. Min Li, Ziyi Cheng, Heng Liu, Kun Dou, Huan Xiao, Linlu Zhao, Fabiao Yu.  (2023)  Multifunctional protein-based self-assembled nanoplatform: overcoming hypoxic tumor microenvironment for enhanced imaging-guided photodynamic therapy.  Biomaterials Science,      [PMID:37647018]
3. Xiaoxiao Zhou, Shouhui Chen, Yi Pan, Yuanfeng Wang, Naifeng Xu, Yanwen Xue, Xinlin Wei, Ying Lu.  (2023)  High-Performance Au@Ag Nanorods Substrate for SERS Detection of Malachite Green in Aquatic Products.  Biosensors-Basel,  13  (8): (766).  [PMID:37622852]
4. Ya-Ting Gao, Shuai Chang, Bin-Bin Chen, Da-Wei Li.  (2023)  Dual-Exciting Central Carbon Nanoclusters for the Dual-Channel Detection of Hemin.  Inorganics,  11  (6): (226).  [PMID:]
5. Li Chen, Xiang Li, Mengmeng Xiong, Yimei Zhao, Suyi Liu, Cao Li, Kai Wang.  (2023)  Development of novel nanoporphyrin biomaterials for NIR-II activated photothermal therapy against tumor in vivo.  MATERIALS & DESIGN,  225  (111532).  [PMID:]
6. Yuqing Ren, Yao Chen, Qinyu Li, Hexing Li, Zhenfeng Bian.  (2022)  Microwave-Assisted Photocatalytic Degradation of Organic Pollutants via CNTs/TiO2.  Catalysts,  12  (9): (940).  [PMID:]
7. Huiping Dang, Youliang Tian, Quan Cheng, Changchang Teng, Kai Xie, Lifeng Yan.  (2022)  Galactose conjugated boron dipyrromethene and hydrogen bonding promoted J-aggregates for efficiently targeted NIR-II fluorescence assistant photothermal therapy.  JOURNAL OF COLLOID AND INTERFACE SCIENCE,  612  (287).  [PMID:34995865]
8. Yuqian Liu, Lei Lei, Yeyu Wu, Yuyun Chen, Jun Yan, Weiwei Zhu, Xuecai Tan, Qi Wang.  (2022)  Fabrication of sea urchin-like Au@SiO2 nanoparticles SERS substrate for the determination of malachite green in tilapia.  VIBRATIONAL SPECTROSCOPY,  118  (103319).  [PMID:]
9. Chen Yao, Xu Mengjiao, Wen Jieya, Wan Yu, Zhao Qingfei, Cao Xia, Ding Yong, Wang Zhong Lin, Li Hexing, Bian Zhenfeng.  (2021)  Selective recovery of precious metals through photocatalysis.  Nature Sustainability,  4  (7): (618-626).  [PMID:]
10. Xiu Chen, Ying Zhang, Jin Han, Linzhou Zhang, Suoqi Zhao, Chunming Xu, Quan Shi.  (2021)  Direct Nickel Petroporphyrin Analysis through Electrochemical Oxidation in Electrospray Ionization Ultrahigh-Resolution Mass Spectrometry.  ENERGY & FUELS,  35  (7): (5748–5757).  [PMID:]
11. Xuesong Gu, Shubo Xie, Qiang Chen, Shufeng Chen, Haiying Zhao, Zhanxi Bian.  (2018)  Anti-migration and burning rate catalytic performances of novel ferrocene-based porphyrins and their transition-metal complexes.  NEW JOURNAL OF CHEMISTRY,  42  (16): (13319-13328).  [PMID:]
12. Tingting Zhu, Ji Xiong, Zhongbo Xue, Yu Su, Fengnan Sun, Ran Chai, Jialiang Xu, Yaqing Feng, Shuxian Meng.  (2018)  A novel amphiphilic fluorescent probe BODIPY–O-CMC–cRGD as a biomarker and nanoparticle vector.  RSC Advances,  8  (36): (20087-20094).  [PMID:35541689]
13. Lujun Yu, Xiang Li, Qixin Yang, Yaofeng Zhu, Yaqin Fu.  (2018)  Regular helix carbon rods with nitrogen-doped characteristic.  MATERIALS LETTERS,  227  (229).  [PMID:]
14. Weihan Wang, Xichuan Yang, Jiajia Li, Haoxin Wang, Jincheng An, Li Zhang, Xiao Jiang, Ze Yu, Licheng Sun.  (2017)  Enhancing the Energy-Conversion Efficiency of Solid-State Dye-Sensitized Solar Cells with a Charge-Transfer Complex based on 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone.  Energy Technology,  6  (4): (752-758).  [PMID:]
15. Yukun Feng, Hui Wang, Qian Wang, Wenlin Huang, Ying Peng, Jiang Zheng.  (2017)  Chemical Interaction of Protein Cysteine Residues with Reactive Metabolites of Methyleugenol.  CHEMICAL RESEARCH IN TOXICOLOGY,  30  (2): (564–573).  [PMID:28107620]
16. Huina Yao, Ying Peng, Jiang Zheng.  (2016)  Identification of glutathione and related cysteine conjugates derived from reactive metabolites of methyleugenol in rats.  CHEMICO-BIOLOGICAL INTERACTIONS,  253  (143).  [PMID:27154494]
17. Kun Hu, Pei Chen, Qiang Weng, Dingqian Shi, Ran Chen, Xinbing Chen, Zhongwei An.  (2015)  Preparation and properties of lateral monofluoro-substituted benzoxazole-based mesogenic compounds.  LIQUID CRYSTALS,      [PMID:]
18. Kun Hu, Pei Chen, Qiang Weng, Dingqian Shi, Ran Chen, Xinbing Chen, Zhongwei An.  (2015)  Improved mesophase stability of benzoxazole derivatives via dipole moment modification.  LIQUID CRYSTALS,      [PMID:]
19. Baomei Huang, Xibin Zhou, Jing Chen, Guofan Wu, Xiaoquan Lu.  (2015)  Determination of malachite green in fish based on magnetic molecularly imprinted polymer extraction followed by electrochemiluminescence.  TALANTA,  142  (228).  [PMID:26003716]
20. Pei Chen, Yiwei Xu, Weisong Du, Guangping Zhang, Xinbing Chen, Zhongwei An.  (2014)  New Mesogenic Compounds Containing a Terminal-Substituted Benzoxazole Unit.  MOLECULAR CRYSTALS AND LIQUID CRYSTALS,      [PMID:]
21. Guangfei Wu, Fang Zeng, Shuizhu Wu.  (2013)  A water-soluble and specific BODIPY-based fluorescent probe for hypochlorite detection and cell imaging.  Analytical Methods,  5  (20): (5589-5596).  [PMID:]
22. Yiwei Xu, Xinbing Chen, Fengqi Zhao, Xuezhong Fan, Pei Chen, Zhongwei An.  (2013)  Synthesis and properties of substituted benzoxazole-terminated liquid crystals.  LIQUID CRYSTALS,      [PMID:]

References

1. Quan Shi, Ming-Hui Chen, Ji Xiong, Ting Li, Ya-Qing Feng, Bao Zhang.  (2024)  Porphyrin-Based Two-Dimensional Metal-Organic framework nanosheets for efficient photocatalytic CO2 transformation.  CHEMICAL ENGINEERING JOURNAL,  481  (148301).  [PMID:]
2. Min Li, Ziyi Cheng, Heng Liu, Kun Dou, Huan Xiao, Linlu Zhao, Fabiao Yu.  (2023)  Multifunctional protein-based self-assembled nanoplatform: overcoming hypoxic tumor microenvironment for enhanced imaging-guided photodynamic therapy.  Biomaterials Science,      [PMID:37647018]
3. Xiaoxiao Zhou, Shouhui Chen, Yi Pan, Yuanfeng Wang, Naifeng Xu, Yanwen Xue, Xinlin Wei, Ying Lu.  (2023)  High-Performance Au@Ag Nanorods Substrate for SERS Detection of Malachite Green in Aquatic Products.  Biosensors-Basel,  13  (8): (766).  [PMID:37622852]
4. Ya-Ting Gao, Shuai Chang, Bin-Bin Chen, Da-Wei Li.  (2023)  Dual-Exciting Central Carbon Nanoclusters for the Dual-Channel Detection of Hemin.  Inorganics,  11  (6): (226).  [PMID:]
5. Li Chen, Xiang Li, Mengmeng Xiong, Yimei Zhao, Suyi Liu, Cao Li, Kai Wang.  (2023)  Development of novel nanoporphyrin biomaterials for NIR-II activated photothermal therapy against tumor in vivo.  MATERIALS & DESIGN,  225  (111532).  [PMID:]
6. Yuqing Ren, Yao Chen, Qinyu Li, Hexing Li, Zhenfeng Bian.  (2022)  Microwave-Assisted Photocatalytic Degradation of Organic Pollutants via CNTs/TiO2.  Catalysts,  12  (9): (940).  [PMID:]
7. Huiping Dang, Youliang Tian, Quan Cheng, Changchang Teng, Kai Xie, Lifeng Yan.  (2022)  Galactose conjugated boron dipyrromethene and hydrogen bonding promoted J-aggregates for efficiently targeted NIR-II fluorescence assistant photothermal therapy.  JOURNAL OF COLLOID AND INTERFACE SCIENCE,  612  (287).  [PMID:34995865]
8. Yuqian Liu, Lei Lei, Yeyu Wu, Yuyun Chen, Jun Yan, Weiwei Zhu, Xuecai Tan, Qi Wang.  (2022)  Fabrication of sea urchin-like Au@SiO2 nanoparticles SERS substrate for the determination of malachite green in tilapia.  VIBRATIONAL SPECTROSCOPY,  118  (103319).  [PMID:]
9. Chen Yao, Xu Mengjiao, Wen Jieya, Wan Yu, Zhao Qingfei, Cao Xia, Ding Yong, Wang Zhong Lin, Li Hexing, Bian Zhenfeng.  (2021)  Selective recovery of precious metals through photocatalysis.  Nature Sustainability,  4  (7): (618-626).  [PMID:]
10. Xiu Chen, Ying Zhang, Jin Han, Linzhou Zhang, Suoqi Zhao, Chunming Xu, Quan Shi.  (2021)  Direct Nickel Petroporphyrin Analysis through Electrochemical Oxidation in Electrospray Ionization Ultrahigh-Resolution Mass Spectrometry.  ENERGY & FUELS,  35  (7): (5748–5757).  [PMID:]
11. Xuesong Gu, Shubo Xie, Qiang Chen, Shufeng Chen, Haiying Zhao, Zhanxi Bian.  (2018)  Anti-migration and burning rate catalytic performances of novel ferrocene-based porphyrins and their transition-metal complexes.  NEW JOURNAL OF CHEMISTRY,  42  (16): (13319-13328).  [PMID:]
12. Tingting Zhu, Ji Xiong, Zhongbo Xue, Yu Su, Fengnan Sun, Ran Chai, Jialiang Xu, Yaqing Feng, Shuxian Meng.  (2018)  A novel amphiphilic fluorescent probe BODIPY–O-CMC–cRGD as a biomarker and nanoparticle vector.  RSC Advances,  8  (36): (20087-20094).  [PMID:35541689]
13. Lujun Yu, Xiang Li, Qixin Yang, Yaofeng Zhu, Yaqin Fu.  (2018)  Regular helix carbon rods with nitrogen-doped characteristic.  MATERIALS LETTERS,  227  (229).  [PMID:]
14. Weihan Wang, Xichuan Yang, Jiajia Li, Haoxin Wang, Jincheng An, Li Zhang, Xiao Jiang, Ze Yu, Licheng Sun.  (2017)  Enhancing the Energy-Conversion Efficiency of Solid-State Dye-Sensitized Solar Cells with a Charge-Transfer Complex based on 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone.  Energy Technology,  6  (4): (752-758).  [PMID:]
15. Yukun Feng, Hui Wang, Qian Wang, Wenlin Huang, Ying Peng, Jiang Zheng.  (2017)  Chemical Interaction of Protein Cysteine Residues with Reactive Metabolites of Methyleugenol.  CHEMICAL RESEARCH IN TOXICOLOGY,  30  (2): (564–573).  [PMID:28107620]
16. Huina Yao, Ying Peng, Jiang Zheng.  (2016)  Identification of glutathione and related cysteine conjugates derived from reactive metabolites of methyleugenol in rats.  CHEMICO-BIOLOGICAL INTERACTIONS,  253  (143).  [PMID:27154494]
17. Kun Hu, Pei Chen, Qiang Weng, Dingqian Shi, Ran Chen, Xinbing Chen, Zhongwei An.  (2015)  Preparation and properties of lateral monofluoro-substituted benzoxazole-based mesogenic compounds.  LIQUID CRYSTALS,      [PMID:]
18. Kun Hu, Pei Chen, Qiang Weng, Dingqian Shi, Ran Chen, Xinbing Chen, Zhongwei An.  (2015)  Improved mesophase stability of benzoxazole derivatives via dipole moment modification.  LIQUID CRYSTALS,      [PMID:]
19. Baomei Huang, Xibin Zhou, Jing Chen, Guofan Wu, Xiaoquan Lu.  (2015)  Determination of malachite green in fish based on magnetic molecularly imprinted polymer extraction followed by electrochemiluminescence.  TALANTA,  142  (228).  [PMID:26003716]
20. Pei Chen, Yiwei Xu, Weisong Du, Guangping Zhang, Xinbing Chen, Zhongwei An.  (2014)  New Mesogenic Compounds Containing a Terminal-Substituted Benzoxazole Unit.  MOLECULAR CRYSTALS AND LIQUID CRYSTALS,      [PMID:]
21. Guangfei Wu, Fang Zeng, Shuizhu Wu.  (2013)  A water-soluble and specific BODIPY-based fluorescent probe for hypochlorite detection and cell imaging.  Analytical Methods,  5  (20): (5589-5596).  [PMID:]
22. Yiwei Xu, Xinbing Chen, Fengqi Zhao, Xuezhong Fan, Pei Chen, Zhongwei An.  (2013)  Synthesis and properties of substituted benzoxazole-terminated liquid crystals.  LIQUID CRYSTALS,      [PMID:]

Solution Calculators

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