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氨基磺酸

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S432841-5g
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Acids (97)

基本描述

别名 磺酰胺酸
英文别名 NH2SO3H | SULFAMIC ACID [MI] | Sulfamic acid, 99.999% trace metals basis | [S(NH2)O2(OH)] | Q412304 | SULFAMIC ACID, ACS | Sulfamic acid [UN2967] [Corrosive] | Sulfamic acid, reagent grade, 98% | DTXSID6034005 | Kyselina amidosulfonova | AKOS005287325 |
规格或纯度 高级纯, 试剂级, ≥99%
英文名称 Sulfamic acid
产品介绍

氨基磺酸 (H2NSO3H) 是广泛使用的无机化合物。以两性离子形式和中性形式存在。两性离子形式比中性形式更稳定。其工业应用已有报道。它具有多种有机合成应用。
氨基磺酸是一种强无机酸。本品为次氯酸盐清除剂。利用氨基磺酸在酸性条件下将硝酸盐还原为氮气的能力,与锌粉一起用于反硝化富含硝酸盐的废水。
应用
氨基磺酸 (H 2 NSO 3 H) 可用于以下研究:
作为催化剂合成芳基-14 H -二苯并[a.j] 氧杂蒽。
作为绿色催化剂用于酮肟制备酰胺。
作为氨当量在区域选择合成伯烯丙胺,通过烯丙基取代反应。
多取代喹诺酮的合成。
氨基磺酸可用于以下工艺:
作为滴定剂用于滴定管进样量和化学校正因子的测定。
通过改良 Glynn 和 Kendal 比色法中和对乙酰氨基酚比色法中的过量亚硝酸。
防止电感耦合等离子体质谱法 (ICP-MS) 测量尿汞过程中的内源性汞 (Hg) 损失。
作为双醛纤维素 (DAC) 亚氯酸盐氧化反应中的酸性催化剂和次氯酸盐清除剂。
多相催化合成聚喹啉衍生物 Hantzsch 缩合反应。
以竹纤维为原料,对其进行了降解研究。
作为基于离心微流体测定水样中硅酸盐的酸性试剂。
作为催化剂,在室温下合成了脱氮黄素。

Gene Information

human ... CA1(759), CA2(760)


General Description

Sulfamic acid (H 2 NSO 3 H) is a strong inorganic acid. It exists in zwitterionic form and neutral forms. Zwitterionic form is more stable than neutral form. The ability of sulfamic acid/zinc powder to reduce nitrate to nitrogen gas under acidic condition has been utilized to denitrify nitrate-rich wastewater.


Application

Sulfamic acid (H 2 NSO 3 H) may be used in the following studies: As a catalyst in the synthesis of aryl-14 H -dibenzo[ a . j ]xanthenes. As a green catalyst for the liquid Beckmann rearrangement of ketoxime in dried acetonitrile. As a nitrogen source as well as an in situ activator of hydroxy groups in the direct iridium-catalyzed synthesis of primary allylic amines from allylic alcohols. Synthesis of polysubstituted quinolones.

纯度 ≥99%

关联靶点(人)

CA2 Tclin Carbonic anhydrase II (17698 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
NR3C1 Tclin Glucocorticoid receptor (14987 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
TSHR Tclin Thyroid stimulating hormone receptor (29986 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
CXCL8 Tchem Interleukin-8 (642 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
CA6 Tclin Carbonic anhydrase VI (993 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
CA1 Tclin Carbonic anhydrase I (13240 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
GBA1 Tclin Beta-glucocerebrosidase (14647 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
CA5B Tclin Carbonic anhydrase VB (957 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
CA5A Tclin Carbonic anhydrase VA (1168 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
CA14 Tclin Carbonic anhydrase XIV (1305 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
CA12 Tclin Carbonic anhydrase XII (6231 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
CA9 Tclin Carbonic anhydrase IX (8255 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
NCI-H157 (619 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
HCEC (18 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
NT5E Tchem 5'-nucleotidase (622 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID

关联靶点(其它种属)

Ca7 Carbonic anhydrase VII (3 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Ca13 Carbonic anhydrase XIII (322 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
CA4 Carbonic anhydrase IV (1713 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Carbonic anhydrase (69 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Trypanosoma cruzi (99888 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
CA Alpha carbonic anhydrase (93 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID
Nfe2l2 Nuclear factor erythroid 2-related factor 2 (214 活性数据)
活性类型 Relation Activity value Units Action Type 期刊 PubMed Id doi Assay Aladdin ID

作用机制

作用机制 Action Type target ID Target Name Target Type Target Organism Binding Site Name 参考文献

名称和识别符

EC号 226-218-8
分子类型 小分子
IIUPAC Name sulfamic acid
INCHI 1S/H3NO3S/c1-5(2,3)4/h(H3,1,2,3,4)
InChi Key IIACRCGMVDHOTQ-UHFFFAOYSA-N
Smiles NS(=O)(=O)O
Isomeric SMILES NS(=O)(=O)O
UN Number 2967
Packing Group III
分子量 97.09
Reaxy-Rn 3043314
Reaxys-RN link address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=3043314&ln=

化学和物理性质

溶解性 水:50mg/mL,清澈,无色
密度 2.151g/cm3at 25°C
熔点 205°C
分子量 97.100 g/mol
XLogP3 -1.600
氢键供体数Hydrogen Bond Donor Count 2
氢键受体数Hydrogen Bond Acceptor Count 4
可旋转键计数Rotatable Bond Count 0
精确质量Exact Mass 96.9834 Da
单同位素质量Monoisotopic Mass 96.9834 Da
拓扑极表面积Topological Polar Surface Area 88.800 Ų
重原子数Heavy Atom Count 5
形式电荷Formal Charge 0
复杂度Complexity 92.600
同位素原子数Isotope Atom Count 0
定义的原子立体中心计数Defined Atom Stereocenter Count 0
未定义的原子立体中心计数Undefined Atom Stereocenter Count 0
定义的键立体中心计数Defined Bond Stereocenter Count 0
未定义的键立体中心计数Undefined Bond Stereocenter Count 0
所有立体化学键的总数The total count of all stereochemical bonds 0
共价键合单元计数Covalently-Bonded Unit Count 1

安全和危险性(GHS)

一般危化品 一般危化品
象形图 GHS07
信号词 警告
危险声明

H290: 可能腐蚀金属

H315: 引起皮肤刺激

H319: 引起严重眼睛刺激

预防措施声明

P264: 处理后要彻底洗手。

P273: 避免释放到环境中。

P280: 戴防护手套/穿防护服/戴防护眼罩/戴防护面具。

P321: 特殊处理(请参阅此标签上的...)。

P302+P352: 如皮肤沾染:用水充分清洗。

P305+P351+P338: 如进入眼睛:用水小心冲洗几分钟。如戴隐形眼镜并可方便地取出,取出隐形眼镜。继续冲洗。

P362+P364: 脱掉沾污的衣服,清洗后方可重新使用。

P501: 将内容物/容器处理到。。。

P264+P265: 处理后彻底洗手[和…]。不要触摸眼睛。

P337+P317: 如果眼睛刺激持续:寻求医疗帮助。

P332+P317: 如果出现皮肤刺激:请寻求医疗帮助。

WGK Germany 1
Class 8
个人防护装备 dust mask type N95 (US),Eyeshields,Faceshields,Gloves

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批号(Lot Number) 证书类型 货号
D23081636 分析证书 S432841
D23081640 分析证书 S432841
D23081681 分析证书 S432841
D23081682 分析证书 S432841
D23081686 分析证书 S432841

此产品的引用文献

引用文献

1. Christian Defieber,Martin A Ariger,Patricia Moriel,Erick M Carreira.  (2007-03-14)  Iridium-catalyzed synthesis of primary allylic amines from allylic alcohols: sulfamic acid as ammonia equivalent..  Angewandte Chemie (International ed. in English),  46  ((17)): (3139-3143).  [PMID:17352000]
2. Derek J Langeslay,Szabolcs Beni,Cynthia K Larive.  (2011-09-15)  Detection of the 1H and 15N NMR resonances of sulfamate groups in aqueous solution: a new tool for heparin and heparan sulfate characterization..  Analytical chemistry,  83  ((20)): (8006-8010).  [PMID:21913677]
3. Dengfeng Dou,Kok-Chuan Tiew,Guijia He,Sivakoteswara Rao Mandadapu,Sridhar Aravapalli,Kevin R Alliston,Yunjeong Kim,Kyeong-Ok Chang,William C Groutas.  (2011-09-20)  Potent inhibition of Norwalk virus by cyclic sulfamide derivatives..  Bioorganic & medicinal chemistry,  19  ((20)): (5975-5983).  [PMID:21925886]
4. Marie Lopez,Hoan Vu,Conan K Wang,Maarten G Wolf,Gerrit Groenhof,Alessio Innocenti,Claudiu T Supuran,Sally-Ann Poulsen.  (2011-10-01)  Promiscuity of carbonic anhydrase II. Unexpected ester hydrolysis of carbohydrate-based sulfamate inhibitors..  Journal of the American Chemical Society,  133  ((45)): (18452-18462).  [PMID:21958118]
5. Jesse J Chen,Christopher A Tsu,James M Gavin,Michael A Milhollen,Frank J Bruzzese,William D Mallender,Michael D Sintchak,Nancy J Bump,Xiaofeng Yang,Jingya Ma,Huay-Keng Loke,Qing Xu,Ping Li,Neil F Bence,James E Brownell,Lawrence R Dick.  (2011-10-05)  Mechanistic studies of substrate-assisted inhibition of ubiquitin-activating enzyme by adenosine sulfamate analogues..  The Journal of biological chemistry,  286  ((47)): (40867-40877).  [PMID:21969368]
6. Patricia Chávez,Jonathan Kirsch,Jan Streuff,Kilian Muñiz.  (2012-01-31)  Palladium-catalyzed intramolecular diamination of acrylic esters using sulfamates as nitrogen source..  The Journal of organic chemistry,  77  ((4)): (1922-1930).  [PMID:22283802]
7. Anna Ohradanova,Daniela Vullo,Silvia Pastorekova,Jaromir Pastorek,Daniel J Jackson,Gert Wörheide,Claudiu T Supuran.  (2012-01-31)  Cloning, characterization and sulfonamide inhibition studies of an α-carbonic anhydrase from the living fossil sponge Astrosclera willeyana..  Bioorganic & medicinal chemistry,  20  ((4)): (1403-1410).  [PMID:22285172]
8. Daniel Can,Bernhard Spingler,Paul Schmutz,Filipa Mendes,Paula Raposinho,Célia Fernandes,Fabrizio Carta,Alessio Innocenti,Isabel Santos,Claudiu T Supuran,Roger Alberto.  (2012-02-22)  [(Cp-R)M(CO)3] (M=Re or 99mTc) Arylsulfonamide, arylsulfamide, and arylsulfamate conjugates for selective targeting of human carbonic anhydrase IX..  Angewandte Chemie (International ed. in English),  51  ((14)): (3354-3357).  [PMID:22344779]
9. Danielle C Lohman,Richard Wolfenden,David R Edwards.  (2012-02-23)  Hydrolysis of N-alkyl sulfamates and the catalytic efficiency of an S-N cleaving sulfamidase..  The Journal of organic chemistry,  77  ((6)): (2907-2910).  [PMID:22352783]
10. Keisuke Takahashi,Daisuke Yamaguchi,Jun Ishihara,Susumi Hatakeyama.  (2012-03-07)  Total synthesis of (-)-kaitocephalin based on a Rh-catalyzed C-H amination..  Organic letters,  14  ((6)): (1644-1647).  [PMID:22390213]
11. Edward J Emmett,Charlotte S Richards-Taylor,Bao Nguyen,Alfonso Garcia-Rubia,Barry R Hayter,Michael C Willis.  (2012-03-13)  Palladium-catalysed aminosulfonylation of aryl-, alkenyl- and heteroaryl halides: scope of the three-component synthesis of N-aminosulfonamides..  Organic & biomolecular chemistry,  10  ((20)): (4007-4014).  [PMID:22407213]
12. David R Edwards,Richard Wolfenden.  (2012-04-11)  Proton-in-flight mechanism for the spontaneous hydrolysis of N-methyl O-phenyl sulfamate: implications for the design of steroid sulfatase inhibitors..  The Journal of organic chemistry,  77  ((9)): (4450-4453).  [PMID:22486328]
13. Derek J Langeslay,Robert P Young,Szabolcs Beni,Consuelo N Beecher,Leonard J Mueller,Cynthia K Larive.  (2012-05-18)  Sulfamate proton solvent exchange in heparin oligosaccharides: evidence for a persistent hydrogen bond in the antithrombin-binding pentasaccharide Arixtra..  Glycobiology,  22  ((9)): (1173-1182).  [PMID:22593556]
14. Christopher S Adams,Luke A Boralsky,Ilia A Guzei,Jennifer M Schomaker.  (2012-06-20)  Modular functionalization of allenes to aminated stereotriads..  Journal of the American Chemical Society,  134  ((26)): (10807-10810).  [PMID:22708990]
15. Na Zhang,David J Hoffman,Nicholas Gutsche,Jayesh Gupta,Virgil Percec.  (2012-06-21)  Comparison of arylboron-based nucleophiles in Ni-catalyzed Suzuki-Miyaura cross-coupling with aryl mesylates and sulfamates..  The Journal of organic chemistry,  77  ((14)): (5956-5964).  [PMID:22712768]
16. Jean-Yves Winum,Fabrizio Carta,Carol Ward,Peter Mullen,David Harrison,Simon P Langdon,Alessandro Cecchi,Andrea Scozzafava,Ian Kunkler,Claudiu T Supuran.  (2012-06-23)  Ureido-substituted sulfamates show potent carbonic anhydrase IX inhibitory and antiproliferative activities against breast cancer cell lines..  Bioorganic & medicinal chemistry letters,  22  ((14)): (4681-4685).  [PMID:22721713]
17. Weifeng Song,Lutz Ackermann.  (2012-07-14)  Cobalt-catalyzed direct arylation and benzylation by C-H/C-O cleavage with sulfamates, carbamates, and phosphates..  Angewandte Chemie (International ed. in English),  51  ((33)): (8251-8254).  [PMID:22791393]
18. Philip T Cherian,Jiangwei Yao,Roberta Leonardi,Marcus M Maddox,Vicki A Luna,Charles O Rock,Richard E Lee.  (2012-07-17)  Acyl-sulfamates target the essential glycerol-phosphate acyltransferase (PlsY) in Gram-positive bacteria..  Bioorganic & medicinal chemistry,  20  ((16)): (4985-4994).  [PMID:22795901]
19. Amit Saha,R B Nasir Baig,John Leazer,Rajender S Varma.  (2012-07-21)  A modular synthesis of dithiocarbamate pendant unnatural α-amino acids..  Chemical communications (Cambridge, England),  48  ((71)): (8889-8891).  [PMID:22814637]
20. Liana Hie,Stephen D Ramgren,Tehetena Mesganaw,Neil K Garg.  (2012-08-02)  Nickel-catalyzed amination of aryl sulfamates and carbamates using an air-stable precatalyst..  Organic letters,  14  ((16)): (4182-4185).  [PMID:22849697]
21. Tristan Reuillon,Annalisa Bertoli,Roger J Griffin,Duncan C Miller,Bernard T Golding.  (2012-08-16)  Efficacious N-protection of O-aryl sulfamates with 2,4-dimethoxybenzyl groups..  Organic & biomolecular chemistry,  10  ((37)): (7610-7617).  [PMID:22893112]
22. M K Marchewka,M Drozd.  (2012-10-20)  Ethylenediammonium dication: H-bonded complexes with terephthalate, chloroacetate, phosphite, selenite and sulfamate anions. Detailed vibrational spectroscopic and theoretical studies of ethylenediammonium terephthalate..  Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy,  99  (223-233).  [PMID:23078789]
23. Jean-Yves Winum,Pedro A Colinas,Claudiu T Supuran.  (2012-12-04)  Glycosidic carbonic anhydrase IX inhibitors: a sweet approach against cancer..  Bioorganic & medicinal chemistry,  21  ((6)): (1419-1426).  [PMID:23199483]
24. Laszlo Tarko,Claudiu T Supuran.  (2012-12-05)  QSAR studies of sulfamate and sulfamide inhibitors targeting human carbonic anhydrase isozymes I, II, IX and XII..  Bioorganic & medicinal chemistry,  21  ((6)): (1404-1409).  [PMID:23206986]
25. Toolika Agrawal,Silas P Cook.  (2012-12-19)  Iron-catalyzed cross-coupling reactions of alkyl Grignards with aryl sulfamates and tosylates..  Organic letters,  15  ((1)): (96-99).  [PMID:23244161]
26. Hao Yu,Lei Zhang,Zhilin Yang,Zhen Li,Yan Zhao,Yumei Xiao,Hongchao Guo.  (2013-07-31)  Phosphine-catalyzed [3 + 2] cycloaddition of sulfamate-derived cyclic imines with allenoate: synthesis of sulfamate-fused dihydropyrroles..  The Journal of organic chemistry,  78  ((17)): (8427-8436).  [PMID:23895382]
27. Fabian Soltermann,Tobias Widler,Silvio Canonica,Urs von Gunten.  (2014-04-29)  Comparison of a novel extraction-based colorimetric (ABTS) method with membrane introduction mass spectrometry (MIMS): trichloramine dynamics in pool water..  Water research,  58  (258-268).  [PMID:24769062]
28. Xolelwa Lamani,Simeon Horst,Thomas Zimmermann,Torsten C Schmidt.  (2014-08-22)  Determination of aromatic amines in human urine using comprehensive multi-dimensional gas chromatography mass spectrometry (GCxGC-qMS)..  Analytical and bioanalytical chemistry,  407  ((1)): (241-252).  [PMID:25142049]
29. Mohammad Rashid Khan,Haseeb Ahsan,Shabeena Siddiqui,Waseem A Siddiqui.  (2014-09-19)  Tocotrienols have a nephroprotective action against lipid-induced chronic renal dysfunction in rats..  Renal failure,  37  ((1)): (136-143).  [PMID:25231142]
30. Juho Antti Sirviö,Henrikki Liimatainen,Miikka Visanko,Jouko Niinimäki.  (2014-09-30)  Optimization of dicarboxylic acid cellulose synthesis: reaction stoichiometry and role of hypochlorite scavengers..  Carbohydrate polymers,  114  (73-77).  [PMID:25263866]
31. Ning Dai,Amisha D Shah,Lanhua Hu,Michael J Plewa,Bruce McKague,William A Mitch.  (2012-07-27)  Measurement of nitrosamine and nitramine formation from NOx reactions with amines during amine-based carbon dioxide capture for postcombustion carbon sequestration..  Environmental science & technology,  46  ((17)): (9793-9801).  [PMID:22831707]
32. Sandro Castronovo,Arne Wick,Marco Scheurer,Karsten Nödler,Manoj Schulz,Thomas A Ternes.  (2017-01-08)  Biodegradation of the artificial sweetener acesulfame in biological wastewater treatment and sandfilters..  Water research,  110  (342-353).  [PMID:28063296]
33. Yong Li, Rui Jia, Ruonan Tan, Ziqiang Hong, Jingjing Gu, Peng Cui, Suixin Zhang, Hongwei Shao, Jin Ran, Cen-Feng Fu.  (2023)  Ionization-engineered two-dimensional confined channels in GO membranes for highly efficient OH− separation.  AICHE JOURNAL,  (e18298).  [10.1002/aic.18298]
34. Jierui Ye, Yuebing Gao, Qingtian Xu, Zhenfu Jin, Guomin Wu, Siqun Wang, Zengkun Cai, Ke Yang, Qiang Wu, Qian Li.  (2023)  P/N/S synergistic flame retardant holocellulose nanofibrils efficiently pretreated from ternary deep eutectic solvents.  CHEMICAL ENGINEERING JOURNAL,  477  (147142).  [10.1016/j.cej.2023.147142]
35. Lei Huang, Chen Li, Zhidong An, Heqi Zhang, Dionisios G. Vlachos, Jiang Li.  (2023)  Scale-up preparation, column chromatography-free purification of protected carbonyl-containing biomass molecules and their derivatizations.  GREEN CHEMISTRY,  25  (22): (9363-9373).  [10.1039/D3GC02715E]
36. Zuan Yu, Jiangwei Xie, Tianlun Ren, Hongjie Yu, Kai Deng, Ziqiang Wang, Hongjing Wang, Liang Wang, You Xu.  (2023)  Electrochemical Postmodification-Induced Surface Atom Rearrangement over Cu Nanodendrites for Enhanced Electrosynthesis of Ammonia from Nitrate.  INORGANIC CHEMISTRY,  62  (39): (16228–16235).  [PMID:37724563] [10.1021/acs.inorgchem.3c02886]
37. Yuelong Liu, Mengshan Chen, Xue Zhao, Haoran Zhang, Yan Zhao, Yingtang Zhou.  (2023)  Unlocking the potential of sub-nanometer-scale copper via confinement engineering: A remarkable approach for electrochemical nitrate-to-ammonia conversion in wastewater treatment.  CHEMICAL ENGINEERING JOURNAL,  475  (146176).  [10.1016/j.cej.2023.146176]
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39. Jingjing Gu, Ziqiang Hong, Suixin Zhang, Yong Li, Rui Jia, Ruonan Tan, Hongwei Shao, Shichao Zhang, Xinxin Li, Jin Ran, Peng Cui.  (2023)  Confined intercalating sulfonated graphene quantum dots into GO laminates for fast alkali recovery.  JOURNAL OF MEMBRANE SCIENCE,  685  (121978).  [10.1016/j.memsci.2023.121978]
40. Jiao Hu, Tiantian Zhao, Xue Li, Guangzhi Hu.  (2023)  Highly selective and efficient electrocatalytic removal of low-concentration nitrate ions using self-supported porous Ni0.8Cu0.2O@CuO heterostructure arrays.  SEPARATION AND PURIFICATION TECHNOLOGY,  325  (124579).  [10.1016/j.seppur.2023.124579]
41. Junlang Li, Jilan Dong, Zhenguo Chen, Xiaoyong Li, Xiaohui Yi, Guoqiang Niu, Jiaan He, Simin Lu, Yuxiang Ke, Mingzhi Huang.  (2023)  Free nitrous acid prediction in ANAMMOX process using hybrid deep neural network model.  JOURNAL OF ENVIRONMENTAL MANAGEMENT,  345  (118566).  [PMID:37423194] [10.1016/j.jenvman.2023.118566]
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