2-Nitroaniline - analytical standard, ≥99.5% , CAS No.88-74-4

CAS: 88-74-4 Cat. No.: N108457 Peso molecular: 138.13 Beilstein Registry Number: 509275 Número EC: 201-855-4
Disponible para pedir
GRADE & PURITY Analytical standard ? Analytical standard — certified-purity material for quantitative calibration. Use to prepare calibration standards and validate analytical methods. ≥99.5%
Synonyms
Brentamine Fast Orange GR Base | o-Nitroaniline | o-nitro-aniline | 1-Amino-2-nitrobenzene | DTXSID1025726 | Azogene Fast Orange GR | CI 37025 | Azoene Fast Orange GR Base | Azoic Diazo Component 6 | CI Azoic Diazo Component 6 | NCGC00259920-01 | o-Aminon
Storage
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1g
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N108457-5g
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Why this grade

analytical standard, ≥99.5% Analytical standard for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

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Storage & shipping

Protected from light,Room temperature Ships FedEx DG Service 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 43 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Specifications

Sinónimos
Brentamine Fast Orange GR Base | o-Nitroaniline | o-nitro-aniline | 1-Amino-2-nitrobenzene | DTXSID1025726 | Azogene Fast Orange GR | CI 37025 | Azoene Fast Orange GR Base | Azoic Diazo Component 6 | CI Azoic Diazo Component 6 | NCGC00259920-01 | o-Aminon
Especificaciones y pureza
analytical standard, ≥99.5%
Condiciones de almacenamiento de almacenamiento
Protected from light, Room temperature
Enviado en
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Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.
Grado
Analytical standard
Pureza
≥99.5%
Nombres e identificadores
Pubchem Sid504751209
Pubchem Sid Urlhttps://pubchem.ncbi.nlm.nih.gov/substance/504751209
Sonrisas canónicasC1=CC=C(C(=C1)N)[N+](=O)[O-]
IUPAC Name2-nitroaniline
InChIKeyDPJCXCZTLWNFOH-UHFFFAOYSA-N
INCHI1S/C6H6N2O2/c7-5-3-1-2-4-6(5)8(9)10/h1-4H,7H2
Isómeros SMILES C1=CC=C(C(=C1)N)[N+](=O)[O-]
WGK Alemania 1
RTECS BY6650000
Número ONU 1661
Grupo de embalaje II
Peso molecular 138.13
Beilstein 509275
Reaxy-Rn 509275
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=509275&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.

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Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassBenzenoids
ClaseBenzene and substituted derivatives
SubclassNitrobenzenes
Intermediate Tree Nodes Not available
Direct ParentNitrobenzenes
Alternative Parents Nitroaromatic compounds  Aniline and substituted anilines  Propargyl-type 1,3-dipolar organic compounds  Organic oxoazanium compounds  Primary amines  Organopnictogen compounds  Organic zwitterions  Organic oxides  Hydrocarbon derivatives  
Molecular FrameworkAromatic homomonocyclic compounds
Substituents Nitrobenzene - Nitroaromatic compound - Aniline or substituted anilines - C-nitro compound - Organic nitro compound - Organic oxoazanium - Allyl-type 1,3-dipolar organic compound - Propargyl-type 1,3-dipolar organic compound - Organic 1,3-dipolar compound - Organic nitrogen compound - Organic zwitterion - Primary amine - Organonitrogen compound - Amine - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Aromatic homomonocyclic compound
DescripciónThis compound belongs to the class of organic compounds known as nitrobenzenes. These are compounds containing a nitrobenzene moiety, which consists of a benzene ring with a carbon bearing a nitro group.
External Descriptors Not available
Estructura 3D
Modelo de Estructura Química Interactiva





Objetivos asociados (humanos)
NR3C1 Tclin Glucocorticoid receptor (14987 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CXCL8 Tchem Interleukin-8 (642 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NR1H4 Tclin Bile acid receptor FXR (6228 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.

7 results found

Lot NumberCertificate TypeFechaArticulo
J2215372Certificate of AnalysisApr 02, 2026 N108457
A2626704Certificate of AnalysisJan 28, 2026 N108457
A2626705Certificate of AnalysisJan 28, 2026 N108457
A2626706Certificate of AnalysisJan 28, 2026 N108457
K2426236Certificate of AnalysisNov 08, 2024 N108457
A1822048Certificate of AnalysisMay 09, 2023 N108457
F2123273Certificate of AnalysisMar 09, 2023 N108457
Propiedades químicas y físicas
SensibilidadLight sensitive.
Punto de ebullición (°C)284°C
Punto de fusión (°C)70-74°C
Peso molecular138.120 g/mol
XLogP31.900
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count0
Exact Mass138.043 Da
Monoisotopic Mass138.043 Da
Topological Polar Surface Area71.800 Ų
Heavy Atom Count10
Formal Charge0
Complexity132.000
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
Citations of This Product
Referencias
1. Feng Li, Kai-Qi Liu, Wen-Juan Wang, Zhen-Tao Jiang, Fen-Ying Kong, Heng-Ye Li, Zhong-Xia Wang, Wei Wang.  (2023)  Selective identification of p-nitroaniline by bromine-mediated polarization of carbon dots.  ANALYST,  149  (4): (1212-1220).  [PMID:38214602] [10.1039/D3AN02080K]
2. Jingpeng Li, Rumin Ma, Sisi Yao, Daochun Qin, Yun Lu, Yuhe Chen, Zehui Jiang, Dongjiang Yang.  (2023)  Ultrafine Pd Nanoparticles Encapsulated in Mesoporous TiO2 Region Selectively Confined in Bamboo Microchannels: An Ultrastable Continuous-Flow Catalytic Hydrogenation Microreactor.  Small Structures,  (10): (2300137).  [PMID:] [10.1002/sstr.202300137]
3. Xing Shen, Kairui Liu.  (2023)  Discrete Au1(0) Stabilized by 15-Crown-5 for High-Efficiency Catalytic Reduction of Nitrophenol and Nitroaniline.  Catalysts,  13  (4): (776).  [PMID:] [10.3390/catal13040776]
4. Baoyu Wang, Mingrui Li, Songdang Zhang, Hongguo Wu, Yuhe Liao, Hu Li.  (2023)  Synergistic effect between Co single atoms and nanoparticles enables selective synthesis of bio-based benzimidazoles.  APPLIED CATALYSIS B-ENVIRONMENTAL,      [PMID:] [10.1016/j.apcatb.2023.122454]
5. Shuangying Li, Qingxiang Zhou, Zhi Li, Menghua Liu, Yanhui Li, Chunmao Chen.  (2022)  Effective and selective measurement of 2,4-dinitroaniline utilizing constructed fluorescent carbon dots sensor derived from vitamin B1.  SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY,      [PMID:36323094] [10.1016/j.saa.2022.122040]
6. Wang Cheng-Yan, Ge Qingmei, Jiang Nan, Cong Hang, Tao Zhu, Liu Mao, Fan Ying.  (2022)  A label-free electrochemical sensor constructed with layer-by-layer assembly of GCE-AuNPs-Q[7]·HAuCl4 for detection of diphenylamine.  ANALYTICAL SCIENCES,  38  (9): (1181-1188).  [PMID:35829921] [10.1007/s44211-022-00141-3]
7. Liang Zhu, Xuecui Mei, Zhengchun Peng, Jiao Yang, Yingchun Li.  (2022)  A paper-based microfluidic sensor array combining molecular imprinting technology and carbon quantum dots for the discrimination of nitrophenol isomers.  JOURNAL OF HAZARDOUS MATERIALS,      [PMID:35504132] [10.1016/j.jhazmat.2022.129012]
8. Hanxing Yang, Zhongguang Ji, Yanbo Zeng, Jian Zhang, Lifen Chen, Hailong Wang, Yiwen Yang, Longhua Guo, Lei Li.  (2022)  Aggregation-induced emission monomer-based fluorescent molecularly imprinted poly(ionic liquid) synthesized by a one-pot method for sensitively detecting 4-nitrophenol.  Analytical Methods,  14  (10): (1023-1030).  [PMID:35188146] [10.1039/D1AY02132J]
9. Hui Ma, Dan Luo, Qi Zhao, Rui Liu, Zhenzhou Zhang, Xianglin Hou, Xiaohuan Sun, Yingxiong Wang.  (2021)  Crown ether and crown ether/K+ complex assisted DOSY NMR: A versatile tool for positional isomers identification in aqueous solution.  JOURNAL OF MOLECULAR LIQUIDS,      [PMID:] [10.1016/j.molliq.2021.117884]
10. Shan Chen, Jinli Fu, Shu Zhou, Pengfei Zhao, Xiaodan Wu, Sisi Tang, Zhaohui Zhang.  (2021)  Rapid recognition of di-n-butyl phthalate in food samples with a near infrared fluorescence imprinted sensor based on zeolite imidazolate framework-67.  FOOD CHEMISTRY,      [PMID:34343813] [10.1016/j.foodchem.2021.130505]
11. Peng Zhang, Shaonan Xu, Yan Wang, Wei Zhang, Wenqing Li, Cundi Wei, Peiping Zhang, Shiding Miao.  (2021)  Fabrication of Pd/Mg2P2O7 via a Struvite-Template Way from Wastewater and Application as Chemoselective Catalyst in Hydrogenation of Nitroarenes.  CHEMISTRY-A EUROPEAN JOURNAL,  27  (41): (10666-10676).  [PMID:34009699] [10.1002/chem.202100684]
12. Huijie Liu, Ye Liu, Liming Wang, Xiaohong Qin, Jianyong Yu.  (2021)  Nanofiber based origami evaporator for multifunctional and omnidirectional solar steam generation.  CARBON,      [PMID:] [10.1016/j.carbon.2021.02.081]
13. Huizhen Deng, Juanjuan Yin, Jinming Ma, Jingxin Zhou, Lexin Zhang, Lili Gao, Tifeng Jiao.  (2020)  Exploring the enhanced catalytic performance on nitro dyes via a novel template of flake-network Ni-Ti LDH/GO in-situ deposited with Ag3PO4 NPs.  APPLIED SURFACE SCIENCE,      [PMID:] [10.1016/j.apsusc.2020.148821]
14. Qiao-Ling Mo, Xin Lin, Zhi-Quan Wei, Xiao-Cheng Dai, Shuo Hou, Tao Li, Fang-Xing Xiao.  (2020)  All-in-one: branched macromolecule-protected metal nanocrystals as integrated charge separation/motion centers for enhanced photocatalytic selective organic transformations.  Journal of Materials Chemistry A,  (32): (16392-16404).  [PMID:] [10.1039/D0TA05297C]
15. Wenhao Wu, Yuan Lan, Yaxiong Zeng, Daohui Lin, Kun Yang.  (2020)  Nonlinear sorption of phenols and anilines by organobentonites: Nonlinear partition and space limitation for partitioning.  SCIENCE OF THE TOTAL ENVIRONMENT,      [PMID:32492612] [10.1016/j.scitotenv.2020.139609]
16. Shuai Xu, Ming-Hui Huang, Tao Li, Zhi-Quan Wei, Xin Lin, Xiao-Cheng Dai, Shuo Hou, Xiao-Yan Fu, Fang-Xing Xiao.  (2020)  Modulating charge migration in photoredox organic transformation via exquisite interface engineering.  Journal of Materials Chemistry A,  (17): (8360-8375).  [PMID:] [10.1039/D0TA02122A]
17. Chen Fen, Wu Ligui, Xiao Xiaoyu, Rong Lingling, Li Mi, Zou Xiaoming.  (2020)  Mixture toxicity of zinc oxide nanoparticle and chemicals with different mode of action upon Vibrio fischeri.  Environmental Sciences Europe,  32  (1): (1-10).  [PMID:] [10.1186/s12302-020-00320-x]
18. Jianxun Zhao, Juanjuan Yin, Jinling Zhong, Tifeng Jiao, Zhenhua Bai, Sufeng Wang, Lexin Zhang, Qiuming Peng.  (2019)  Facile preparation of a self-assembled Artemia cyst shell–TiO2–MoS2 porous composite structure with highly efficient catalytic reduction of nitro compounds for wastewater treatment.  NANOTECHNOLOGY,  31  (8): (085603).  [PMID:31675731] [10.1088/1361-6528/ab53c1]
19. Wenhao Wu, Gangfen Miao, Xinxin Yan, Baoshan Xing, Kun Yang.  (2019)  Correlations and prediction of adsorption capacity and affinity of aromatic compounds on activated carbons.  SCIENCE OF THE TOTAL ENVIRONMENT,      [PMID:31837858] [10.1016/j.scitotenv.2019.135457]
20. Ren Liufen, Lin Daohui, Yang Kun.  (2019)  Correlations and nonlinear partition of nonionic organic compounds by humus-like substances humificated from rice straw.  Scientific Reports,  (1): (1-10).  [PMID:31641156] [10.1038/s41598-019-51406-3]
21. Chunli Li, Zhiguang Li, Xuehong Ren.  (2019)  Preparation and characterization of polyester fabrics coated with TiO2/Benzotriazole for UV protection.  COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS,      [PMID:] [10.1016/j.colsurfa.2019.06.030]
22. Ma Yujun, Yu Ying, Lin Bixia, Zhang Li, Cao Yujuan, Guo Manli.  (2019)  A novel signal amplification strategy based on the use of copper nanoclusters for ratiometric fluorimetric determination of o-phenylenediamine.  MICROCHIMICA ACTA,  186  (3): (1-9).  [PMID:30820671] [10.1007/s00604-019-3327-7]
23. Yujuan Cao, Song Wang, Wei Wu, Hong Peng, Ying Yu, Debin Zhu.  (2019)  Cucurbit[6]uril modified CdTe quantum dots fluorescent probe and its selective analysis of p-nitroaniline in environmental samples.  TALANTA,      [PMID:30952313] [10.1016/j.talanta.2019.02.084]
24. Qiaochu Zhang, Meiling Qi, Jinliang Wang.  (2017)  Star-shaped oligothiophene-functionalized truxene materials as stationary phases for capillary gas chromatography.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:29061474] [10.1016/j.chroma.2017.10.028]
25. Jiao Jiao, Haiyan Wang, Wanchun Guo, Ruifei Li, Kesong Tian, Zhaopeng Xu, Yin Jia, Yuehao Wu, Ling Cao.  (2016)  In Situ Confined Growth Based on a Self-Templating Reduction Strategy of Highly Dispersed Ni Nanoparticles in Hierarchical Yolk–Shell Fe@SiO2 Structures as Efficient Catalysts.  Chemistry-An Asian Journal,  11  (24): (3534-3540).  [PMID:27787941] [10.1002/asia.201601196]
26. Li-Shun Zhang, Qing-Li Zhao, Xin-Xin Li, Xi-Xi Li, Yan-Ping Huang, Zhao-Sheng Liu.  (2016)  Green synthesis of mesoporous molecular sieve incorporated monoliths using room temperature ionic liquid and deep eutectic solvents.  TALANTA,      [PMID:27769462] [10.1016/j.talanta.2016.09.030]
27. Li-Shun Zhang, Pei-Yao Du, Wen Gu, Qing-Li Zhao, Yan-Ping Huang, Zhao-Sheng Liu.  (2016)  Monolithic column incorporated with lanthanide metal-organic framework for capillary electrochromatography.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:27432788] [10.1016/j.chroma.2016.07.015]
28. Yao Shi, Xiaoliang Zhang, Yongmei Zhu, Hongliang Tan, Xiangshu Chen, Zhang-Hui Lu.  (2016)  Core–shell structured nanocomposites Ag@CeO2 as catalysts for hydrogenation of 4-nitrophenol and 2-nitroaniline.  RSC Advances,  (53): (47966-47973).  [PMID:] [10.1039/C6RA00631K]
29. Kun Yang, Jingjing Yang, Yuan Jiang, Wenhao Wu, Daohui Lin.  (2015)  Correlations and adsorption mechanisms of aromatic compounds on a high heat temperature treated bamboo biochar.  ENVIRONMENTAL POLLUTION,      [PMID:26708759] [10.1016/j.envpol.2015.12.004]
30. Wanchun Guo, Jiao Jiao, Kesong Tian, Yongfu Tang, Yin Jia, Ruifei Li, Zhaopeng Xu, Haiyan Wang.  (2015)  Controllable synthesis of core–satellite Fe3O4@polypyrrole/Pd nanoarchitectures with aggregation-free Pd nanocrystals confined into polypyrrole satellites as magnetically recoverable and highly efficient heterogeneous catalysts.  RSC Advances,  (124): (102210-102218).  [PMID:] [10.1039/C5RA17413A]
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32. Jian Cheng, Yan Dong, Hui Ma, Lixia Li, Zuliang Liu, Fengqi Zhao, Siyu Xu.  (2015)  Crystal structure, thermal decomposition, mechanical sensitivity of Na[CL-14·2H2O] and its catalytic effect on the thermal decomposition of ammonium nitrate.  RSC Advances,  (79): (64358-64367).  [PMID:] [10.1039/C5RA13156A]
33. Liu Wen-na, Fan Jun, Lin Chun, Zheng Sheng-run, Zhang Wei-guang.  (2014)  Synthesis of a New Cyclosporine-based Stationary Phase and Separation Behaviors toward Aromatic Positional Isomers by High-Performance Liquid Chromatography.  JOURNAL OF CHROMATOGRAPHIC SCIENCE,  53  (4): (548-553).  [PMID:25038034] [10.1093/chromsci/bmu083]
34. Qing Yang, Wen Su, Xinyu Jiang, Xiaoqing Chen.  (2014)  Application of vortex-assisted supramolecular solvent liquid–liquid microextraction for trace determination of nitroaniline isomers.  INTERNATIONAL JOURNAL OF ENVIRONMENTAL ANALYTICAL CHEMISTRY,      [PMID:] [10.1080/03067319.2014.900676]
35. Yan-Yan Fu, Cheng-Xiong Yang, Xiu-Ping Yan.  (2012)  Metal-organic framework MIL-100(Fe) as the stationary phase for both normal-phase and reverse-phase high performance liquid chromatography.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:23290359] [10.1016/j.chroma.2012.12.015]
36. Li Huiru, Tian Yanbo, Tan Liju, Wang Na, Qiao Yu, Wang Jiangtao.  (2024)  A double-emission molecularly imprinted ratiometric fluorescent sensor based on carbon quantum dots and fluorescein isothiocyanate for visual detection of p-nitroaniline.  MICROCHIMICA ACTA,  191  (7): (1-11).  [PMID:38850342] [10.1007/s00604-024-06466-2]
37. Hu Dongfang, Li Jiaming, Ye Zixin, Ma Zhongwang, Liu Kaixuan, Chen Desheng, Xu Jinxin, Ding Jiong.  (2024)  Characterization of thermal decomposition behavior of nitroaniline compounds with diverse functional groups by multiple calorimetric methods.  JOURNAL OF THERMAL ANALYSIS AND CALORIMETRY,      [PMID:] [10.1007/s10973-024-13663-x]
38. Kefa Sheng, Hongyu Xia, Jianping Ge.  (2024)  Highly dispersed Pd nanoparticles supported by magnetically separable Fe3O4@ SiO2 nanotube for catalytic hydrogenation of nitroaromatics.  JOURNAL OF COLLOID AND INTERFACE SCIENCE,      [PMID:39059282] [10.1016/j.jcis.2024.07.156]
39. Li Liu, Ran Cen, Zhiyou Xiao, Zhu Tao, Xin Xiao.  (2024)  Nitrogen and sulfur doped carbon nanomaterials based on cucurbiturils for visual detection of nitroaniline.  JOURNAL OF MOLECULAR STRUCTURE,      [PMID:] [10.1016/j.molstruc.2024.140504]
40. Zhuoni Jiang, Shuo Yan, Zhiqing Ge, Jingjing Shu, Mozhen Wang, Xuewu Ge.  (2025)  Preparation and properties of high-performance self-thermoregulatory electrode materials based on cage-like microspheres.  Journal of Energy Storage,      [PMID:] [10.1016/j.est.2025.117753]
41. Xu-Hui Li, Yan-Hong Li, Yuan-Yuan Cui, Cheng-Xiong Yang.  (2025)  Ionic liquid functionalized magnetic microporous organic network for efficient extraction of phenoxyacetic acid herbicides from vegetables.  FOOD CHEMISTRY,      [PMID:40729996] [10.1016/j.foodchem.2025.145699]
42. Xinyu Chen, Yingrui Nie, Wenqian Fan, Zhimin Zhao, Zhifei Wang, Yong Jiang.  (2025)  Yolk-shell magnetic hydrogel Fe3O4@P(DVB-co-MAA)@Ag composite microspheres for enhanced catalytic reduction of nitroaromatics.  COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS,      [PMID:] [10.1016/j.colsurfa.2025.138336]
43. Jing Li, Li Xu, Zhi-guo Shi.  (2018)  Waxberry-like hierarchically porous ethyl-bridged hybrid silica microsphere: A substrate for enzyme catalysis and high-performance liquid chromatography.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:30527847] [10.1016/j.chroma.2018.11.073]
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