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Basic Description
| Synonyms | NTA | N,N-Bis(carboxymethyl)glycine | Nitrilotriacetic acid, p.a., 99% | Tris(carboxymethyl)amine | Tri(carboxymethyl)amine | CCG-2133 | Potassium (N,N-bis(carboxymethyl)glycinato(3-)-N,O,O',O'')cadmate(1-) | Triglycollamic acid | HSDB 2853 | Versene NTA |
|---|---|
| Specifications & Purity | ACS, ≥99% |
| Shipped In | Normal |
| Grade | ACS |
| Product Description |
An excellent chelating agent. |
Taxonomic Classification
Taxonomy Tree
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Kingdom
Organic compounds
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Superclass
Organic acids and derivatives
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Class
Carboxylic acids and derivatives
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Subclass
Amino acids, peptides, and analogues
- Level5 Amino acids and derivatives
- Level6 Alpha amino acids and derivatives
- Level7 Alpha amino acids
- Level6 Alpha amino acids and derivatives
- Level5 Amino acids and derivatives
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Subclass
Amino acids, peptides, and analogues
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Class
Carboxylic acids and derivatives
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Superclass
Organic acids and derivatives
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organic acids and derivatives |
| Class | Carboxylic acids and derivatives |
| Subclass | Amino acids, peptides, and analogues |
| Intermediate Tree Nodes | Amino acids and derivatives - Alpha amino acids and derivatives |
| Direct Parent | Alpha amino acids |
| Alternative Parents | Tricarboxylic acids and derivatives Trialkylamines Amino acids Carboxylic acids Organopnictogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds |
| Molecular Framework | Aliphatic acyclic compounds |
| Substituents | Alpha-amino acid - Tricarboxylic acid or derivatives - Tertiary amine - Tertiary aliphatic amine - Amino acid - Carboxylic acid - Organic oxide - Organopnictogen compound - Organic oxygen compound - Organooxygen compound - Organonitrogen compound - Carbonyl group - Amine - Organic nitrogen compound - Hydrocarbon derivative - Aliphatic acyclic compound |
| Description | This compound belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). |
| External Descriptors | NTA - tricarboxylic acid |
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Associated Targets(Human)
NR3C1
Tclin
Glucocorticoid receptor (14987 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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TSHR
Tclin
Thyroid stimulating hormone receptor (29986 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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PTH1R
Tclin
Parathyroid hormone receptor (47172 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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THRB
Tclin
Thyroid hormone receptor beta-1 (7926 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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PLK1
Tchem
Serine/threonine-protein kinase PLK1 (28605 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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POLI
Tchem
DNA polymerase iota (116820 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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KDM4A
Tchem
Lysine-specific demethylase 4A (52245 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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TDP1
Tchem
Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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GMNN
Tbio
Geminin (128009 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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CBX1
Tbio
Chromobox protein homolog 1 (92434 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Associated Targets(non-human)
Nfe2l2
Nuclear factor erythroid 2-related factor 2 (214 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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NS1
Nonstructural protein 1 (33327 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Mechanisms of Action
| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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Names and Identifiers
| Pubchem Sid | 504751727 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/504751727 |
| IUPAC Name | 2-[bis(carboxymethyl)amino]acetic acid |
| INCHI | InChI=1S/C6H9NO6/c8-4(9)1-7(2-5(10)11)3-6(12)13/h1-3H2,(H,8,9)(H,10,11)(H,12,13) |
| InChIKey | MGFYIUFZLHCRTH-UHFFFAOYSA-N |
| Smiles | C(C(=O)O)N(CC(=O)O)CC(=O)O |
| Isomeric SMILES | C(C(=O)O)N(CC(=O)O)CC(=O)O |
| WGK Germany | 2 |
| RTECS | AJ0175000 |
| Molecular Weight | 191.14 |
| Beilstein | 1710776 |
| Reaxy-Rn | 1710776 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1710776&ln= |
Certificates（CoA,COO,BSE/TSE and Analysis Chart)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:
Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
 C2526386 |
Certificate of Analysis | Jan 10, 2025 | N100384 |
| J2416633 |
Certificate of Analysis | Sep 12, 2024 | N100384 |
| J2416638 |
Certificate of Analysis | Sep 12, 2024 | N100384 |
| G2423048 |
Certificate of Analysis | Jul 30, 2024 | N100384 |
| D2428412 |
Certificate of Analysis | Apr 02, 2024 | N100384 |
| I2315072 |
Certificate of Analysis | Aug 31, 2023 | N100384 |
| I2305071 |
Certificate of Analysis | Aug 31, 2023 | N100384 |
| C23031153 |
Certificate of Analysis | Feb 15, 2023 | N100384 |
Chemical and Physical Properties
| Solubility | Insoluble in water. Insoluble in most organic solvents;Solubility in 1mol/L NaOH almost transparency |
|---|---|
| Sensitivity | Moisture sensitive. |
| Flash Point(°F) | 212.0 °F |
| Flash Point(°C) | 100 °C |
| Melt Point(°C) | 245°C |
| Molecular Weight | 191.140 g/mol |
| XLogP3 | -3.200 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 7 |
| Rotatable Bond Count | 6 |
| Exact Mass | 191.043 Da |
| Monoisotopic Mass | 191.043 Da |
| Topological Polar Surface Area | 115.000 Ų |
| Heavy Atom Count | 13 |
| Formal Charge | 0 |
| Complexity | 187.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
Alternative Products
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Nitrilotriacetic acidStarting at $39.90
Citations of This Product
| 1. Ting Chen, Pengfei Liu, Tianxiao Liu, Xueyuan Li, Huihui Wang, Tingwei He, Zhiyong Liu. (2024) Three birds with one stone: Nitrilotriacetic acid interface anchoring helps prepare efficient and stable perovskite solar cells. CURRENT APPLIED PHYSICS, 58 (28). |
| 2. Suwei Xia, Qixing Zhou, Ruoxu Sun, Lizhang Chen, Mingyi Zhang, Huan Pang, Lin Xu, Jun Yang, Yawen Tang. (2023) In-situ immobilization of CoNi nanoparticles into N-doped carbon nanotubes/nanowire-coupled superstructures as an efficient Mott-Schottky electrocatalyst toward electrocatalytic oxygen reduction. CHINESE JOURNAL OF CATALYSIS, 54 (278). |
| 3. Ying Liao, Yue Pan, Xiang Feng, Xiaobo Chen, Yibin Liu, Chaohe Yang, Hao Yan. (2024) Defective Auδ−-Ov interfacial sites boost C-H bond activation for enhanced selective oxidation of amino alcohols to amino acids. JOURNAL OF CATALYSIS, 429 (115284). |
| 4. Yiqing Liu, Ting Wang, Zhengjie Chen, Shenglan Liu, Yongsheng Fu. (2024) Enhanced removal of sulfamethoxazole by Mn(II)/bisulfite in presence of nitrilotriacetic acid: Role of Mn(III). Journal of Environmental Chemical Engineering, 12 (111821). |
| 5. Ruiqi Xie, Zhihui Zhao, Xun Wang, Xiong Tong, Xian Xie. (2023) Flotation separation of scheelite from fluorite by new depressant nitrilotriacetic acid and its mechanism. Journal of the Taiwan Institute of Chemical Engineers, 152 (105153). |
| 6. Lijing Wang, Tianyi Yang, Xiangyu Xu, Guangya Zhang, Yunming Liu, Amin Ju, Gang Zhou, Bo Feng, Guangbo Che, Zhao Zhao. (2023) Acid groups decorated bimetal-organic catalyst for advanced oxidation technology at full pH range. JOURNAL OF ALLOYS AND COMPOUNDS, 969 (172370). |
| 7. Zhenye Liang, Chao Li, Daxian Zuo, Lin Zeng, Tong Ling, Jiajia Han, Jiayu Wan. (2023) Achieving stable Zn metal anode through novel interface design with multifunctional electrolyte additive. Energy Storage Materials, 63 (102980). |
| 8. Yang Zong, Hua Zhang, Hao Liu, Jun Xu, Zhengwei Zhou, Xiaomeng Zhang, Ting Zhang, Deli Wu. (2023) Selective abatement of electron-rich organic contaminants by trace complexed Mn(II)-catalyzed periodate via high-valent manganese–oxo species. JOURNAL OF HAZARDOUS MATERIALS, 460 (132447). |
| 9. Xuefeng Zhang, Yujie Zhang, Qin Yang, Yingchun Yang, Xuping Sun. (2023) MnFe2O4 nanoparticles coated on one-dimensional carbon nanowires derived from Nitrilotriacetic acid as efficient catalysts to activate peroxymonosulfate for moxifloxacin degradation. JOURNAL OF INDUSTRIAL AND ENGINEERING CHEMISTRY, 127 (161). |
| 10. Dingxi Zhang, Yuping Xiang, Guangliang Liu, Lina Liang, Lufeng Chen, Jianbo Shi, Yongguang Yin, Yong Cai, Guibin Jiang. (2023) Mechanism and controlling factors on rapid methylmercury degradation by ligand-enhanced Fenton-like reaction at circumneutral pH. CHEMOSPHERE, 324 (138291). |
| 11. Xiaohong Zhou, Wenfeng Zhou, Wei Zhuang, Chenjie Zhu, Hanjie Ying, Hongman Zhang. (2023) Enhanced production of cytidine 5′-monophosphate using biocatalysis of di-enzymes immobilized on amino-functionalized sepharose. CHINESE JOURNAL OF CHEMICAL ENGINEERING, 58 (40). |
| 12. Ruoyun Lin, Fangjie Lv, Hao Zhang, Yang Li, Jiangang Lu, Jiansheng Li. (2023) Synergizing Fenton oxidation and in-situ coagulation over a wide pH range for the simultaneous removal of multiple pollutants. CHEMICAL ENGINEERING JOURNAL, 454 (140340). |
| 13. Yue Zhang, Tiancun Liu, Yaling Ji, Jianhua You, Chen Cai, Yi Wen, Zhujun Yao, Yefeng Yang. (2022) Improved Interface Stability and Zinc-Ions Distribution Achieved by Functional Protective Layer Containing Abundant Oxygen Sites and Regular Channels for Long-Life Zinc-Metal Anodes. Batteries & Supercaps, 5 (11): (e202200335). |
| 14. Yan Xiao, Liangliang Xiong, Yin Xu, Hui Zhang. (2022) Elimination of bisphenol A with visible light-enhanced peroxydisulfate activation process mediated by Fe3+-nitrilotriacetic acid complex. JOURNAL OF HAZARDOUS MATERIALS, 440 (129780). |
| 15. Ruonan Gu, Zhen Yu, Yi Sun, Yuqing Su, Wei Wu, Shaoan Cheng. (2022) Janus 3D solar crystallizer enabling an eco-friendly zero liquid discharge of high-salinity concentrated seawater with antiscalant. DESALINATION, 537 (115862). |
| 16. Jiali Gu, Xiyao Huang, Yanxuan Ma, Xuekai Sun. (2022) Spectroscopic study on the separate and simultaneous interaction of nicotinic and its metabolite to bovine serum albumin. JOURNAL OF MOLECULAR LIQUIDS, 358 (119106). |
| 17. Yunfeng Lei, Xuezhong Zhang, Xiangyu Meng, Zhifei Wang. (2022) The preparation of core–shell Fe3O4@SiO2 magnetic nanoparticles with different surface carboxyl densities and their application in the removal of methylene blue. INORGANIC CHEMISTRY COMMUNICATIONS, 139 (109381). |
| 18. Haolu Hu, Xiaoxia Kang, Zhenhua Shan, Xiaoxiao Yang, Wei Bing, Li Wu, Haiyan Ge, Haiwei Ji. (2022) A DNase-mimetic artificial enzyme for the eradication of drug-resistant bacterial biofilm infections. Nanoscale, 14 (7): (2676-2685). |
| 19. Wei Zhang, Qiao Li, Rui Li, Nan Shen, Jiansheng Li, Jinyou Shen, Xiuyun Sun, Weiqing Han. (2022) Enhanced sequestration of chelated Cr(III) from aqueous by Al-containing ferrihydrite: New expectation of overall removal of various heavy metal complexes. SEPARATION AND PURIFICATION TECHNOLOGY, 282 (120151). |
| 20. Kai Liu, Fangbai Li, Yan Pang, Liping Fang, Rosalie Hocking. (2022) Electron shuttle-induced oxidative transformation of arsenite on the surface of goethite and underlying mechanisms. JOURNAL OF HAZARDOUS MATERIALS, 425 (127780). |
| 21. Ningning Cao, Songtao Lu, Yuan Yao, Chenxi Liu, Peng Zhang, Qiyang Xiong, Yang Li, Xiaohong Wu. (2022) High-rate long-lasting solar desalination towards hypersaline brine enabled by introducing a siphon-drop mode. CHEMICAL ENGINEERING JOURNAL, 430 (133043). |
| 22. Yaqian Dong, Yaohui Zhang, Nana Wang, Guifu Zou, Qiang Zhang, Shengquan Gan, Liang He, Zhongchao Bai. (2021) Pod-Like Fe7S8@N−C Nanowires for High Performance Sodium Ion Batteries. Batteries & Supercaps, 5 (1): (e202100203). |
| 23. Zhaoqian Yan, Zhihao Sun, Anran Li, Hongshou Liu, Zihao Guo, Lanling Zhao, Jinkui Feng, Lei Qian. (2022) Vacancy and architecture engineering of porous FeP nanorods for achieving superior Li+ storage. CHEMICAL ENGINEERING JOURNAL, 429 (132249). |
| 24. Zhaozhao Zhu, Zhao Li, Xinxin Wei, Junjie Wang, Shuhao Xiao, Rong Li, Rui Wu, Jun Song Chen. (2021) Achieving efficient electroreduction of CO2 to CO in a wide potential window by encapsulating Ni nanoparticles in N-doped carbon nanotubes. CARBON, 185 (9). |
| 25. Yuanyuan Wang, Linlin Zhang, Yongjian Niu, Dong Fang, Jiao Wang, Qingxiao Su, Cheng Wang. (2021) Boosting NH3 production from nitrate electroreduction via electronic structure engineering of Fe3C nanoflakes. GREEN CHEMISTRY, 23 (19): (7594-7608). |
| 26. Wendi Han, Chenfang Miao, Xintian Zhang, Yinning Lin, Xiaoli Hao, Zhengjun Huang, Shaohuang Weng, Xinhua Lin, Xianzhong Guo, Jianyong Huang. (2021) A signal-off fluorescent strategy for deferasirox effective detection using carbon dots as probe and Cu2+ as medium. ANALYTICA CHIMICA ACTA, 1179 (338853). |
| 27. Tongle Liu, Yuan Rao, Wenfeng Zhou, Wei Zhuang, Lei Ge, Rijia Lin, Wenxia Zhang, Jinglan Wu, Chenjie Zhu, Hanjie Ying. (2021) Improved adenylate cyclase activity via affinity immobilization onto co-modified GO with bio-inspired adhesive and PEI. COLLOIDS AND SURFACES B-BIOINTERFACES, 205 (111888). |
| 28. Yanyan Niu, Hui Xie, Guiling Luo, Yujiao Zhuang, Xianqun Wu, Guangjiu Li, Wei Sun. (2020) ZnO-reduced graphene oxide composite based photoelectrochemical aptasensor for sensitive Cd(II) detection with methylene blue as sensitizer. ANALYTICA CHIMICA ACTA, 1118 (1). |
| 29. Na Wang, Min Zhang, Libin Liu, Jing Zheng, Jingli Xu, Tasawar Hayat, Njud S. Alharbi. (2019) Space-confined pyrolysis for fabrication of peacods-like Fe3O4@C-Ni nanostructures for catalysis and protein adsorption. NANOTECHNOLOGY, 30 (41): (415602). |
| 30. Guang Yang, Haixu Wang, Ning Wang, Rong Sun, Ching-Ping Wong. (2019) Integrated electrochemical analysis of polyvinyl pyrrolidone (PVP) as the inhibitor for copper chemical mechanical planarization (Cu-CMP). JOURNAL OF ALLOYS AND COMPOUNDS, 770 (175). |
| 31. Zhuotong Zeng, Xueying Guo, Piao Xu, Rong Xiao, Danlian Huang, Xiaomin Gong, Min Cheng, Huan Yi, Tao Li, Guangming Zeng. (2018) Responses of microbial carbon metabolism and function diversity induced by complex fungal enzymes in lignocellulosic waste composting. SCIENCE OF THE TOTAL ENVIRONMENT, 643 (539). |
| 32. Chuanlai Jiao, Mehboob Hassan, Xiangjie Bo, Ming Zhou. (2018) Co0.5Ni0.5P nanoparticles embedded in carbon layers for efficient electrochemical water splitting. JOURNAL OF ALLOYS AND COMPOUNDS, 764 (88). |
| 33. Beilei Yuan, Qiqian Gao, Xueyu Zhang, Lianfeng Duan, Li Chen, Zhu Mao, Xuesong Li, Wei Lü. (2018) Reduced graphene oxide (RGO)/Cu2S composite as catalytic counter electrode for quantum dot-sensitized solar cells. ELECTROCHIMICA ACTA, 277 (50). |
| 34. Shengwei Huo, Tifeng Jiao, Lexin Zhang, Rong Guo, Yong Xiao, Kai Ma, Ruirui Xing, Jingxin Zhou. (2017) Preparation and self-assembly of two-component organogels via hexafluoropropane amino derivative and different acids. INTEGRATED FERROELECTRICS, |
| 35. Qianqian Yang, Jie Zhou, Genqiang Zhang, Cong Guo, Meng Li, Yongchun Zhu, Yitai Qian. (2017) Sb nanoparticles uniformly dispersed in 1-D N-doped porous carbon as anodes for Li-ion and Na-ion batteries. Journal of Materials Chemistry A, 5 (24): (12144-12148). |
| 36. Fei Qu, Qianqian Zhang, Jinmao You. (2015) Recognition and determination of multi-metal ions based on silver nanoclusters capped by polyethyleneimine with different molecular weights. NEW JOURNAL OF CHEMISTRY, 39 (12): (9293-9298). |
| 37. Yuanqing Huang, Chunping Yang, Zhichao Sun, Guangming Zeng, Huijun He. (2015) Removal of cadmium and lead from aqueous solutions using nitrilotriacetic acid anhydride modified ligno-cellulosic material. RSC Advances, 5 (15): (11475-11484). |
| 38. Dian Li, Yu-Ting Zhang, Meng Yu, Jia Guo, Deeptangshu Chaudhary, Chang-Chun Wang. (2013) Cancer therapy and fluorescence imaging using the active release of doxorubicin from MSPs/Ni-LDH folate targeting nanoparticles. BIOMATERIALS, 34 (7913). |
| 39. Yongjian Niu,Chunhua Zhang,Yuanyuan Wang,Dong Fang,Linlin Zhang,Cheng Wang. (2021-01-20) Confining Chainmail-Bearing Ni Nanoparticles in N-doped Carbon Nanotubes for Robust and Efficient Electroreduction of CO2.. ChemSusChem, 14 ((4)): (1140-1154). |
| 40. Suqiong Xu, Peng Liao, Jiawei Zhu, Wei Ling, Xianke Zhang, Jujun Yuan, Chuicai Rong, Xiaoqing Liu, Zuzhou Xiong. (2024) Co Nanoparticles Embedded in N-Doped Carbon Nanotubes for Broadband Microwave Absorption. ACS Applied Nano Materials, 7 (8): (8671-8684). |
| 41. Yong Yang, Zhe Yang, Guoxin Zhuang, Ya-Nan Feng, Fei-Fei Chen, Yan Yu. (2024) Flexible and Free-Standing Metal–Organic Framework Nanowire Paper. ACS Applied Materials & Interfaces, 16 (23): (30306-30313). |
| 42. Chundi Zhou, Minghao Sui, Yali Guo, Songhang Du. (2024) Overcoming Fe0/Cr(VI) redox-induced low electron transfer efficiency under neutral pH by iron-based dual active sites-mediated hydrogen atom activation. CHEMICAL ENGINEERING JOURNAL, 489 (151211). |
| 43. Qian Zhang, Xiaoqin Sun, Yuan Dang, Jun-Jie Zhu, Yuanzhen Zhou. (2024) Oxygen vacancy-induced nonradical degradation of nitroso-containing organics in Fe3O4@NC electro-Fenton reaction at a wide pH range. JOURNAL OF ELECTROANALYTICAL CHEMISTRY, 963 (118309). |
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