4,4'-Bipyridine - analytical standard, anhydrous , CAS No.553-26-4

CAS: 553-26-4 Cat. No.: B105218 Peso molecular: 156.18 Beilstein Registry Number: 23200 Número EC: 209-036-3
Disponible para pedir
GRADE & PURITY Anhydrous Grade ? Anhydrous grade — water removed and packaged dry for moisture-sensitive chemistry. Use in reactions where even trace water would interfere or quench. Analytical standard ? Analytical standard — certified-purity material for quantitative calibration. Use to prepare calibration standards and validate analytical methods.
Synonyms
4,4'-Dipyridyl hydrate | BB 0219905 | Tox21_201668 | A8015 | AS-11016 | STK868236 | 4-(pyridin-4-yl)pyridine | 4,4' bipyridine | 4,4'-Dipyridine | 4,4'-di-pyridine | AI3-00138 | EU-0068109 | 4-(4-Pyridyl)pyridine | B0469 | EINECS 209-036-3 | SCHEMBL9728 |
Storage
Room temperature
Shipped In
Normal
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Size
Estado
Price
Qty
1g
B105218-1g
5

58,90US$

69,90US$
Guardar 11,00 US$ (15.74%)
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Why this grade

analytical standard, anhydrous Analytical standard,Anhydrous Grade for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

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Storage & shipping

Room temperature Ships Normal Check lot-specific COA for exact specifications.

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Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

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Literature proof

Cited in 161 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Specifications

Sinónimos
4, 4'-Dipyridyl hydrate | BB 0219905 | Tox21_201668 | A8015 | AS-11016 | STK868236 | 4-(pyridin-4-yl)pyridine | 4, 4' bipyridine | 4, 4'-Dipyridine | 4, 4'-di-pyridine | AI3-00138 | EU-0068109 | 4-(4-Pyridyl)pyridine | B0469 | EINECS 209-036-3 | SCHEMBL9728 |
Especificaciones y pureza
analytical standard, anhydrous
Condiciones de almacenamiento de almacenamiento
Room temperature
Enviado en
Normal
Grado
Analytical standard, Anhydrous Grade
Nombres e identificadores
Pubchem Sid504752063
Pubchem Sid Urlhttps://pubchem.ncbi.nlm.nih.gov/substance/504752063
Sonrisas canónicasC1=CN=CC=C1C2=CC=NC=C2
IUPAC Name4-pyridin-4-ylpyridine
InChIKeyMWVTWFVJZLCBMC-UHFFFAOYSA-N
INCHI1S/C10H8N2/c1-5-11-6-2-9(1)10-3-7-12-8-4-10/h1-8H
Isómeros SMILES C1=CN=CC=C1C2=CC=NC=C2
RTECS DW1760000
Número ONU 2811
Peso molecular 156.18
Beilstein 23200
Reaxy-Rn 113176
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=113176&ln=

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

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✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

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📊 Datasheet

Quick-reference summary of product specifications and applications.

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🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassOrganoheterocyclic compounds
ClasePyridines and derivatives
SubclassBipyridines and oligopyridines
Intermediate Tree Nodes Not available
Direct ParentBipyridines and oligopyridines
Alternative Parents Heteroaromatic compounds  Azacyclic compounds  Organopnictogen compounds  Organonitrogen compounds  Hydrocarbon derivatives  
Molecular FrameworkAromatic heteromonocyclic compounds
Substituents Bipyridine - Heteroaromatic compound - Azacycle - Organic nitrogen compound - Organopnictogen compound - Hydrocarbon derivative - Organonitrogen compound - Aromatic heteromonocyclic compound
DescripciónThis compound belongs to the class of organic compounds known as bipyridines and oligopyridines. These are organic compounds containing two pyridine rings linked to each other.
External Descriptors bipyridine
Estructura 3D
Modelo de Estructura Química Interactiva





Objetivos asociados (humanos)
IDO1 Tchem Indoleamine 2,3-dioxygenase (6650 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
POLI Tchem DNA polymerase iota (116820 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
LMNA Tbio Prelamin-A/C (36751 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GMNN Tbio Geminin (128009 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CBX1 Tbio Chromobox protein homolog 1 (92434 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Objetivos asociados (no humanos)
Ppard Peroxisome proliferator-activated receptor delta (358 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mapt Microtubule-associated protein tau (6 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Nfe2l2 Nuclear factor erythroid 2-related factor 2 (214 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mecanismos de acción
Certificados (CoA, COO, BSE/TSE y tabla de análisis)
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.

3 results found

Lot NumberCertificate TypeFechaArticulo
A2608473Certificate of AnalysisDec 10, 2025 B105218
B2328374Certificate of AnalysisDec 16, 2024 B105218
I2025194Certificate of AnalysisAug 05, 2022 B105218
Propiedades químicas y físicas
SensibilidadHygroscopic
Punto de ebullición (°C)305°C
Punto de fusión (°C)109.0—112.0°C
Peso molecular156.180 g/mol
XLogP31.400
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count2
Rotatable Bond Count1
Exact Mass156.069 Da
Monoisotopic Mass156.069 Da
Topological Polar Surface Area25.800 Ų
Heavy Atom Count12
Formal Charge0
Complexity108.000
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count1
Preguntas frecuentes y artículos
Citations of This Product
Referencias
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17. Chen Zhe, Li Jili, Meng Lingshen, Li Jianan, Hao Yaming, Jiang Tao, Yang Xuejing, Li Yefei, Liu Zhi-Pan, Gong Ming.  (2023)  Ligand vacancy channels in pillared inorganic-organic hybrids for electrocatalytic organic oxidation with enzyme-like activities.  Nature Communications,  14  (1): (1-11).  [PMID:36864050] [10.1038/s41467-023-36830-4]
18. Peijiang Wang, Shanshan Jiang, Jun Zeng, Yuewen Huang, Bin Song, Bin Wang.  (2023)  A functional cobalt-organic framework constructed by triphenylamine tricarboxylate: Detect nitroaromatics by fluorescence sensing and UV-shielding.  TALANTA,      [PMID:36753886] [10.1016/j.talanta.2023.124319]
19. Yuxin Xie, Chenghao Yao, Lei Li, Zhan Lin.  (2023)  Two viologen-functionalized pyrazolide-based metal–organic frameworks for efficient CO2 photoreduction reaction.  Journal of Materials Chemistry A,  11  (8): (4261-4271).  [PMID:] [10.1039/D2TA09799K]
20. Yanfeng Gao, Dongtao Zhou, Qin Xu, Jingjing Li, Wen Luo, Jingjing Yang, Yongchun Pan, Ting Huang, Yanping Wang, Bangshun He, Yujun Song, Yuzhen Wang.  (2023)  Metal–Organic Framework-Mediated Bioorthogonal Reaction to Immobilize Bacteria for Ultrasensitive Fluorescence Counting Immunoassays.  ACS Applied Materials & Interfaces,      [PMID:36681942] [10.1021/acsami.2c21350]
21. Maosheng Chen, Chenyu Ye, Chengqin Dai, Ruixiang Li, Ruijuan Qi, Chunhua Luo, Hui Peng, Hechun Lin.  (2023)  Self-assembly formation of CuI hybrid micron phosphors with tunable emission for multifunctional applications.  JOURNAL OF COLLOID AND INTERFACE SCIENCE,      [PMID:36791481] [10.1016/j.jcis.2023.01.083]
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127. Xin Li, Mohan Zu, Linzhuo Yan, Qiang Zhao, Liu Liu.  (2024)  Synthesis of a highly stable Mo–Fe bimetallic metal–organic framework and its catalytic activity for the selective oxidation of sulfides under mild conditions.  RSC Advances,  14  (51): (38002-38008).  [PMID:39610817] [10.1039/D4RA06324D]
128. Xia Long, Wangping Xu, Tingting Duan, Liyan Lin, Yandong Guo, Xiaohong Yan, Juexian Cao, Yong Hu.  (2024)  Tuning charge transport by manipulating concentration dependent single-molecule absorption configurations.  iScience,      [PMID:38439976] [10.1016/j.isci.2024.109292]
129. Wenjing Wang, Haobo Shi, Haoyang Huang, Hongying Liu, Chengxiang Li, Yongsheng Han.  (2024)  Tuning Ni3+ Content in Ni3S2 to Boost Hydrogen Peroxide Production for Electrochemical Synthesis.  INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH,      [PMID:] [10.1021/acs.iecr.4c00436]
130. Zhenliang Zhu, Jianfei Xiao, Min Zhang, Yaoqi Huang, Shaojun Yuan.  (2024)  Two isostructural pillar-layered metal-organic frameworks with hydrophobic properties for efficient C2H6/C2H4 separation under humid conditions.  SEPARATION AND PURIFICATION TECHNOLOGY,      [PMID:] [10.1016/j.seppur.2024.131343]
131. BingTao Gui, Jun Liu, Cheng Wang, Shilong Shi, Junxiang Shu, PingPing Ding, Juan Zhai, Changsong Zhao.  (2024)  U(VI) sorption by CTAB/Bent–MOF-74 from various carbonate solutions.  Journal of Water Process Engineering,      [PMID:] [10.1016/j.jwpe.2024.105884]
132. Kai-Yuan Huang, Zhi-Qiang Yang, Ming-Rui Yang, Tian-Shui Chen, Shurong Tang, Wei-Ming Sun, Qiaofeng Yao, Hao-Hua Deng, Wei Chen, Jianping Xie.  (2024)  Unraveling a Concerted Proton-Coupled Electron Transfer Pathway in Atomically Precise Gold Nanoclusters.  Journal of the American Chemical Society,      [PMID:38487838] [10.1021/jacs.4c01180]
133. Jia Xu, Hongjian Ji, Guozhe Zhang, Jin Cheng, Qin Shi, Jie Zhang.  (2025)  Virtual screening and experimental validation of luteolin cocrystals for enhanced solubility.  JOURNAL OF MOLECULAR STRUCTURE,      [PMID:] [10.1016/j.molstruc.2025.142207]
134. Yang Chengdong, Gao Yun, Xing Zhengyu, Shu Xinxin, Zhuang Zechao, Wang Yueqing, Zheng Yijuan, Li Shuang, Cheng Chong, Wang Dingsheng, Zhang Jintao.  (2025)  Bioinspired Sulfo oxygen bridges optimize interfacial water structure for enhanced hydrogen oxidation and evolution reactions.  Nature Communications,  16  (1): (1-11).  [PMID:40651956] [10.1038/s41467-025-61871-2]
135. Sinan Zheng, Yang Wang, Bin Luo, Leilei Sun, Guosheng Duan, Zhean Bao, Li Gong, Jingyun Huang, Zhizhen Ye.  (2025)  Enhancing bromine redox conversion via electrochemical self-induced catalyst gel encapsulation strategy toward high energy efficiency bromine-based flow battery.  Journal of Energy Chemistry,      [PMID:] [10.1016/j.jechem.2025.07.030]
136. Yao Ji, Tiangang Ma, Xianwang Yang, Renshuo Wang, Ke Wang, Xiyu Liu, Xiaolong Wang, Quan Jin.  (2025)  Innovative SIFSIX-1-Cu-based microwave sensor with directionally ordered interconnected nanochannels: Revolutionizing high-performance SO2 detection.  JOURNAL OF HAZARDOUS MATERIALS,      [PMID:40816177] [10.1016/j.jhazmat.2025.139517]
137. Tian Zheng, Huanan Yu, Junhong Ruan, Haotuo Wang, Xiaopeng Shi, Jingji Zhang, Sina Chen, Xusheng Wang, Dongdong Xu, Ying Wang.  (2025)  Ultralow-loading CoNi-MOF enables ultralight graphene aerogels with superior electromagnetic wave absorption.  APPLIED SURFACE SCIENCE,      [PMID:] [10.1016/j.apsusc.2025.164491]
138. Jie Wu, Xiaoyu Bai, Jianbo Yang, Siman Li, Hua Mei, Yan Xu.  (2025)  Three new molybdovanadates modified with different organic cations: Syntheses, Structure, efficient catalysis in the hydroxylation of benzene and oxidation of benzothiophene.  JOURNAL OF MOLECULAR STRUCTURE,      [PMID:] [10.1016/j.molstruc.2025.143562]
139. Lin Yin, Chen-xin Yang, Yu-xuan Han, Hao Zhang, Feng-lu Jiang, Wen-tao Zhong, Chengbin Gong, Qian Tang.  (2025)  A semi-solid hydrogel state electrochromic device based on asymmetric disubstituted viologen containing a quaternary ammonium group with enhanced electrochromic stability.  NEW JOURNAL OF CHEMISTRY,      [PMID:] [10.1039/D5NJ02611C]
140. Shengqiang Zhang, Tengdiao Zhang, Miao Huang, Razium Ali Soomro, Xiaojie Liu.  (2025)  Harnessing functional groups in microporous carbon catalysts for accelerated sulfur redox in room temperature NaS batteries.  JOURNAL OF COLLOID AND INTERFACE SCIENCE,      [PMID:40997578] [10.1016/j.jcis.2025.139068]
141. Zhao Wang, Jing He, Xin Li, Jia Chen, Mingxia Sun, Hongdeng Qiu.  (2025)  Rapid detection of monoamine neurotransmitters by carboxyl ionic organic crystal-functionalized paper spray mass spectrometry.  SENSORS AND ACTUATORS B-CHEMICAL,      [PMID:] [10.1016/j.snb.2025.138827]
142. Yuan Chen, Hao Guo, Fan Yang, Ning Wu, Junye Zhang, Liping Peng, Bingqing Liu, Zhilan Pan, Wu Yang.  (2022)  Ni@NC@NiCo-LDH nanocomposites from a sacrificed template Ni@NC@ZIF-67 for high performance supercapacitor.  INTERNATIONAL JOURNAL OF HYDROGEN ENERGY,      [PMID:] [10.1016/j.ijhydene.2022.06.299]
143. Jianeng Zhu, Shicong Yang, Kuixian Wei.  (2025)  Effect of the characteristics of porous organic polymers on the adsorption of silver ions.  JOURNAL OF MOLECULAR STRUCTURE,      [PMID:] [10.1016/j.molstruc.2025.142339]
144. Wan-Xiong Yong, Wei-Ning Liu, Xiao-Ying Xin, Guo-Dong Fu.  (2025)  Development of self-powered multicolored smart windows utilizing viologen derivatives.  Journal of Materials Chemistry C,      [PMID:] [10.1039/D5TC00818B]
145. Luxi Huang, Huizhu Fan, Zhiying Jiang, Yin Dai, Jie Liu, Ling Dai, Junli Hong.  (2025)  Ammonia-Etched Laccase-Mimicking Nanofiber-like Enzyme with Fluorescent Properties for the Detection of Oxytetracyclin.  ACS Applied Nano Materials,      [PMID:] [10.1021/acsanm.5c00965]
146. Gengchang Lai, Zhilin Huo, Haoyu Wang, Zihui Liu, Zunbin Duan, Xiaoxiao Feng, Xiaoyi Zhang, Xin Fan, Xingchen He, Xue-Feng Yu, Jiahong Wang.  (2025)  Enhancing Stable and High-Rate Lithium Ion Storage Through Multifunctional Molecular Release in Phosphorus/Carbon-Bipyridine Hybrid Anode.  Materials Horizons,      [PMID:40377901] [10.1039/D5MH00405E]
147. Huaqiang He, Youquan Liu, Wei Yang, Siqi Liu, Jie Wang, Zicheng Peng, Shaojun Yuan.  (2025)  Functionalization of Stainless Steel with Hyperbranched Poly(viologen) Brushes for Enhanced Antimicrobial, Antifouling and Anticorrosion.  MOLECULES,  30  (11): (2427).  [PMID:40509317] [10.3390/molecules30112427]
148. Jinliang Lin, Rongying Liao, Li Li, Shuli Yao, Shengkai Li, Yun Zheng, Fei Fei.  (2025)  Bulky Ligand-Induced Hindrance in Photocatalytic CO2 Reduction over Various Tris(bipyridine)cobalt(II) Chloride Complexes.  MOLECULES,  30  (12): (2573).  [PMID:40572538] [10.3390/molecules30122573]
149. Yun-Hua Jiang, Chao Feng, Dao-Hang Du, Wen-Juan Sun, Jia Yang, Shi-Hong Zhu, Ting Tao, Shu-Li Yu, Hong Zhao, Guo-Ning Zhang, Yu-Cheng Wang.  (2025)  Using bridging ligands to regulate pyrazole carboxylic acid coordination polymers: Investigating crystal structure and electrochemiluminescence properties.  JOURNAL OF MOLECULAR STRUCTURE,      [PMID:] [10.1016/j.molstruc.2025.144234]
150. Cong Zhao, Kun Li, Jie Hao, Yanlei Wang, Hongyan He, Chuancheng Jia, Xuefeng Guo.  (2025)  Direct observation and force modulation of single-bond reactions at the ion/metal interface.  Science Advances,  11  (14):   [PMID:40173218] [10.1126/sciadv.adv4771]
151. Hanfei Deng, Simin Jia, Yu Zhang, Yuanyuan Zhang, Jiang Shao, Muhammad Wasim Afzal, Xue Liu, Dongbin Dang, Yan Bai.  (2025)  Multi-stimulus responsive polyoxometalate–viologen hybrid ionic liquids for rewritable inkless printing and environmental monitoring.  RSC Advances,  15  (48): (40491-40500).  [PMID:41140505] [10.1039/D5RA05884H]
152. Jiaqi Liang, Junyi Zhang, Qinyi Zhang, Changyan Sun.  (2025)  A “turn-on” Zn-MOF fluorescent probe for simultaneous detection of ethyl maltol and lincomycin hydrochloride in food.  MICROCHEMICAL JOURNAL,      [PMID:] [10.1016/j.microc.2025.115930]
153. Wu Xilu, Bao Bingwei, Bai Zhiyuan, Fan Qingchao, Hou Chengyi, Zhang Qinghong, Li Yaogang, Jiang Weizhong, Li Kerui, Wang Hongzhi.  (2025)  Heteroaromatic π-stacking engineered near-infrared absorption for highly stable near-zero transmittance electrochromic window.  Nature Communications,  16  (1): (9964).  [PMID:41224758] [10.1038/s41467-025-64955-1]
154. Yunyun Zhang, Haitham Saad Al-mashriqi, Shuang Zhang, Jing He, Mingxia Sun, Xin Li, Zhao Wang, Jia Chen, Hongdeng Qiu.  (2025)  Effects of Phosphonic Acid Groups and Benzene Ring Content on Crystallization Behavior and Thorium(IV) Adsorption Performance.  ACS Applied Materials & Interfaces,      [PMID:41396520] [10.1021/acsami.5c17593]
155. Nannan Ren, Ping Wang, Chao Wang, Liyun Kong, Jiangang Long.  (2025)  A nanozyme-based enzyme-linked immunosorbent assay method for the detection of MRGPRX2 in human peripheral blood serum.  MICROCHEMICAL JOURNAL,      [PMID:] [10.1016/j.microc.2025.116696]
156. Jie Liu, Qiu Ye, Hui Liu, Junliang Chen, Yi Wu, Haoran Wang, Yunan Ye, Lei Zhang, Qipeng Li, Jinjie Qian.  (2025)  Facile Synthesis of Thiophene-Based MOF-Derived Bimetallic ZnM Sulfides (M═Fe, Co, Ni) for Electrocatalytic Oxygen Reduction and Zinc Air Batteries.  Small,      [PMID:41451563] [10.1002/smll.202511568]
157. Maroof Ahmad Khan, Shaohui Huang, Xinfeng Du, Yongjie Yang, Yan Li, Yihui Yuan, Ning Wang.  (2026)  Bio-metal-organic framework with Nano-window traps for ultra-selective thorium separation.  SEPARATION AND PURIFICATION TECHNOLOGY,      [PMID:] [10.1016/j.seppur.2026.137179]
158. Shaojie Chen, Hao Tang, Xiaoliang Fan, Bohan Li, Yaomin Wang, Wei Zhou, Xiaoyu Jiang, Xiaomin Dong, Yanyi Wang, Peng Zhao, Tianwen Ye, Bolin An, Yijun Zheng, Chao Zhong.  (2026)  Bio-orthogonal functionalization of bacterial cellulose combining metabolic glycoengineering and click chemistry.  Nature Communications,      [PMID:41633993] [10.1038/s41467-026-69130-8]
159. Yunyang Wu.  (2026)  Ni–Fe bimetallic carbon nanotube catalysts derived from a two-dimensional metalloporphyrin Fe-MOF precursor for oxygen reduction and oxygen evolution reactions.  RSC Advances,  16  (17): (15490-15503).  [PMID:] [10.1039/D6RA01624C]
160. Xiaolong Shen, Ruizhi Tang, Shujuan Ma, Yangyang Bian, Zichao Tang, Junjie Ou.  (2026)  Molecular recognition-based affinity chromatography strategy for selective separation of cucurbit[5]uril and cucurbit[7]uril on hybrid monolithic materials.  ANALYTICA CHIMICA ACTA,      [PMID:] [10.1016/j.aca.2026.345404]
161. Zekuo Lv, Leipeng Zhang, Wenchao Liu, Yike Zhang, Lei Xu, Yuqiang Wang, Qiumei Jiang, Miaomiao Zhao, Rui Yang, Xingcan Han, Dongqi Liu, Jiupeng Zhao, Yao Li.  (2026)  Molecular engineering of viologens with strong electronegative groups and asymmetric substitution for electrochromic devices with high cycling stability.  DYES AND PIGMENTS,      [PMID:] [10.1016/j.dyepig.2026.113742]
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