2-Nitrobenzaldehyde - ≥99.9% , CAS No.552-89-6

CAS: 552-89-6 Cat. No.: N399412 Peso molecular: 151.12 Beilstein Registry Number: 742624 Número EC: 209-025-3
Disponible para pedir
GRADE & PURITY ≥99.9%
Synonyms
2-formyl-3-nitrobenzene | InChI=1/C7H5NO3/c9-5-6-3-1-2-4-7(6)8(10)11/h1-5 | Z57162107 | AH-214/25003638 | FT-0649158 | Nitrobenzaldehyde | SCHEMBL18896991 | o-nitrobenz- aldehyde | FT-0613175 | nitrobenzaldehye | o-nitrobenzaldehyd | STL185565 | 2-Nitrobe
Storage
Protected from light,Room temperature,Argon charged
Shipped In
Normal
 ·  off list, applied to all prices below.
Size
Estado
Price
Qty
25g
N399412-25g
2

138,90US$

161,90US$
Guardar 23,00 US$ (14.21%)
100g
N399412-100g
2

235,90US$

274,90US$
Guardar 39,00 US$ (14.19%)
500g
N399412-500g
1

941,90US$

1.098,90US$
Guardar 157,00 US$ (14.29%)
Enter a quantity for the sizes you want to add.
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Why this grade

≥99.9% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

🌡

Storage & shipping

Protected from light,Room temperature,Argon charged Ships Normal Check lot-specific COA for exact specifications.

📋

Quality documents

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

📚

Literature proof

Cited in 26 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Descripción general

The 2-Nitrobenzyl group of 2-nitrobenzaldehyde is photolabile that can be cleaved when exposed to UV-light.

Specifications

Sinónimos
2-formyl-3-nitrobenzene | InChI=1/C7H5NO3/c9-5-6-3-1-2-4-7(6)8(10)11/h1-5 | Z57162107 | AH-214/25003638 | FT-0649158 | Nitrobenzaldehyde | SCHEMBL18896991 | o-nitrobenz- aldehyde | FT-0613175 | nitrobenzaldehye | o-nitrobenzaldehyd | STL185565 | 2-Nitrobe
Especificaciones y pureza
≥99.9%
Condiciones de almacenamiento de almacenamiento
Protected from light, Room temperature, Argon charged
Enviado en
Normal
Pureza
≥99.9%
Nombres e identificadores
Pubchem Sid504752061
Pubchem Sid Urlhttps://pubchem.ncbi.nlm.nih.gov/substance/504752061
Sonrisas canónicasC1=CC=C(C(=C1)C=O)[N+](=O)[O-]
IUPAC Name2-nitrobenzaldehyde
InChIKeyCMWKITSNTDAEDT-UHFFFAOYSA-N
INCHI1S/C7H5NO3/c9-5-6-3-1-2-4-7(6)8(10)11/h1-5H
Isómeros SMILES C1=CC=C(C(=C1)C=O)[N+](=O)[O-]
WGK Alemania 3
RTECS CU7300000
Peso molecular 151.12
Beilstein 742624
Reaxy-Rn 742624
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=742624&ln=

Documentation

📋 Safety Data Sheet (SDS)

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

Download SDS →

✅ Certificate of Analysis (COA)

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

Look up COA →

📊 Datasheet

Quick-reference summary of product specifications and applications.

View datasheet →

🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassBenzenoids
ClaseBenzene and substituted derivatives
SubclassNitrobenzenes
Intermediate Tree Nodes Not available
Direct ParentNitrobenzaldehydes
Alternative Parents Nitroaromatic compounds  Benzoyl derivatives  Benzaldehydes  Propargyl-type 1,3-dipolar organic compounds  Organic oxoazanium compounds  Organopnictogen compounds  Organonitrogen compounds  Organic oxides  Hydrocarbon derivatives  
Molecular FrameworkAromatic homomonocyclic compounds
Substituents Nitrobenzaldehyde - Benzaldehyde - Nitroaromatic compound - Benzoyl - Aryl-aldehyde - 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 oxide - Organooxygen compound - Organonitrogen compound - Aldehyde - Organopnictogen compound - Organic nitrogen compound - Organic oxygen compound - Hydrocarbon derivative - Aromatic homomonocyclic compound
DescripciónThis compound belongs to the class of organic compounds known as nitrobenzaldehydes. These are nitrobenzenes that carry an aldehyde group at any position of the benzene ring.
External Descriptors a small molecule
Estructura 3D
Modelo de Estructura Química Interactiva





Objetivos asociados (humanos)
SLC6A1 Tclin GABA transporter 1 (308 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MPO Tchem Myeloperoxidase (1002 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Objetivos asociados (no humanos)
Salmonella typhimurium (15756 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.

8 results found

Lot NumberCertificate TypeFechaArticulo
B2217265Certificate of AnalysisDec 10, 2025 N399412
B2217270Certificate of AnalysisDec 10, 2025 N399412
F2527020Certificate of AnalysisJul 05, 2025 N399412
B2217298Certificate of AnalysisJan 17, 2022 N399412
E2305025Certificate of AnalysisJan 17, 2022 N399412
E2411006Certificate of AnalysisJan 17, 2022 N399412
E2508019Certificate of AnalysisJan 17, 2022 N399412
G2225042Certificate of AnalysisJan 17, 2022 N399412
Propiedades químicas y físicas
SolubilidadInsoluble in water.
SensibilidadLight and air sensitive
Punto de inflamación (°F)>230 °F
Punto de inflamación (°C)>110℃
Punto de ebullición (°C)153 °C23 mm Hg(lit.)
Punto de fusión (°C)41.0 to 46.0 °C
Peso molecular151.120 g/mol
XLogP31.700
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count3
Rotatable Bond Count1
Exact Mass151.027 Da
Monoisotopic Mass151.027 Da
Topological Polar Surface Area62.900 Ų
Heavy Atom Count11
Formal Charge0
Complexity164.000
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. Xuechi Yin, Yanli Tian, Yaqian Chen, Leina Dou, Jing Guo, Jingxin Hou, Yanru Wang, Jing Sun, Jianlong Wang, Daohong Zhang.  (2023)  Accurate immunochromatography with colorimetric/photothermal dual-readout to detect nitrofurazone metabolites.  SENSORS AND ACTUATORS B-CHEMICAL,      [PMID:] [10.1016/j.snb.2023.133323]
2. Qingyi Lu, Junning Qian, Feng Xu, Guohang He, Yuwen Liu, Jiangbin Xia.  (2022)  Synthesis of 2D fluorescent polyaniline derivatives as multifunctional fluorescent chemosensor.  JOURNAL OF POLYMER SCIENCE,  61  (3): (211-222).  [PMID:] [10.1002/pol.20220503]
3. Lihua Zhu, Huan Zhang, Huaze Zhu, Huan Fu, Anna Kroner, Zhiqing Yang, Hengqiang Ye, Bing Hui Chen, Rafael Luque.  (2022)  Controlling nanostructures of PtNiCo/C trimetallic nanocatalysts and relationship of structure-catalytic performance for selective hydrogenation of nitroarenes.  JOURNAL OF CATALYSIS,      [PMID:] [10.1016/j.jcat.2022.08.012]
4. Wang Zichen, Liu Yang, Li Jinhong, Meng Guoqing, Zhu Daoyu, Cui Jiandong, Jia Shiru.  (2022)  Efficient Immobilization of Enzymes on Amino Functionalized MIL-125-NH2 Metal Organic Framework.  BIOTECHNOLOGY AND BIOPROCESS ENGINEERING,  27  (1): (135-144).  [PMID:] [10.1007/s12257-020-0393-y]
5. Kelong Ding, Ze-Nan Hu, Wenhui Zhang, Jiaxing Liang, Yiming Wang, Hong Li, Zejun Sun, Qionglin Liang, Hong-bin Sun.  (2022)  Bimetallic RhIn/ZIF-8 for the catalyic chemoselective hydrogenation of nitrostyrene: Exploration of natural selectivity of hydrogen sources and enhancing intrinsic selectivity.  MICROPOROUS AND MESOPOROUS MATERIALS,      [PMID:] [10.1016/j.micromeso.2022.111693]
6. Yuqing Shen, Chaoping Yuan, Xianyi Zhu, Qin Chen, Shenjun Lu, Haibo Xie.  (2021)  Engineering cellulose into water soluble poly(protic ionic liquid) electrolytes in the DBU/CO2/DMSO solvent system as an organocatalyst for the Knoevenagel condensation reaction.  GREEN CHEMISTRY,  23  (24): (9922-9934).  [PMID:] [10.1039/D1GC03148A]
7. Yawen Rong, Md Mehedi Hassan, Qin Ouyang, Li Wang, Tianhui Jiao, Quansheng Chen.  (2021)  Ratiometric upconversion fluorometric turn-off nanosensor for quantification of furfural in foods.  SENSORS AND ACTUATORS B-CHEMICAL,      [PMID:] [10.1016/j.snb.2021.130843]
8. Xuechi Yin, Leina Dou, Huilan Hu, Ting Du, Sijie Liu, Man Zhao, Yanru Wang, Jianlong Wang, Daohong Zhang.  (2021)  An immune-scaffold relying biosensor for simultaneous detection of nitrofurazone and furazolidone.  SENSORS AND ACTUATORS B-CHEMICAL,      [PMID:] [10.1016/j.snb.2021.130399]
9. Xiaoyan Pei, Jiang Liu, Weihao Rao, Xiantao Ma, Zhiyong Li.  (2021)  CO2-Switchable Reversible Phase Transfer of Carbon Dots.  INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH,      [PMID:] [10.1021/acs.iecr.1c01287]
10. Xin Zhang, Yumei Ran, Qianqian Fu, Jianping Ge.  (2020)  Amorphous colloidal photonic crystals assembled by mesoporous silica particles for thin layer chromatography with high separation efficiency and colorimetric recognition.  Journal of Materials Chemistry C,  (48): (17202-17210).  [PMID:] [10.1039/D0TC04644B]
11. Zhu Anlian, Li Qixing, Feng Wanlu, Fan Dongshuang, Li Lingjun.  (2020)  Biocompatible Ionic Liquid Promote One-Pot Synthesis of 2-Amino-4H-Chromenes Under Ambient Conditions.  CATALYSIS LETTERS,  151  (3): (720-733).  [PMID:] [10.1007/s10562-020-03332-7]
12. Jiaxin Li, Eyoro Noah Nadine Joelle, Qian Yang, Feng Zheng, Wenyuan Liu, Jing Liu.  (2019)  Determination of residual phenylhydrazines in drug substances by high-performance liquid chromatography with pre-column derivatization.  Analytical Methods,  11  (48): (6146-6152).  [PMID:] [10.1039/C9AY02231G]
13. Man Du, Yue Zhang, Yifeng Yu, Hua Zhao, Yue Guo, Yunxu Yang.  (2019)  A highly sensitive and selective fluorescent probe based on a Pd-catalyzed reaction for detection of Pd2+.  Analytical Methods,  11  (47): (6053-6061).  [PMID:] [10.1039/C9AY02212K]
14. Liping Zhou, Hao Hu, Yi-Xin Zhang, Qing-Ye Meng, Bing Yu, You-Qing Shen, Hai-Lin Cong.  (2019)  A Near-Infrared Triggered Intracellular pH Regulative PAMAM/O-nitrobenzaldehyde Coated UCNPs for Cancer Therapy.  INTEGRATED FERROELECTRICS,      [PMID:] [10.1080/10584587.2019.1592601]
15. Zhou Liu, Tiyun Yang, Yuxing Huang, Yang Liu, Liucheng Chen, Libo Deng, Ho Cheung Shum, Tiantian Kong.  (2019)  Electrocontrolled Liquid Marbles for Rapid Miniaturized Organic Reactions.  ADVANCED FUNCTIONAL MATERIALS,  29  (19): (1901101).  [PMID:] [10.1002/adfm.201901101]
16. Hongbo Yu, Weiqiang Tang, Kaijie Li, Hongfeng Yin, Shuangliang Zhao, Shenghu Zhou.  (2018)  Design of Cu-based intermetallic nanocrystals for enhancing hydrogenation selectivity.  CHEMICAL ENGINEERING SCIENCE,      [PMID:] [10.1016/j.ces.2018.11.024]
17. Miaomiao Liu, Weiqiang Tang, Zhaohui Xie, Hongbo Yu, Hongfeng Yin, Yisheng Xu, Shuangliang Zhao, Shenghu Zhou.  (2017)  Design of Highly Efficient Pt-SnO2 Hydrogenation Nanocatalysts using Pt@Sn Core–Shell Nanoparticles.  ACS Catalysis,      [PMID:] [10.1021/acscatal.6b03109]
18. Ruoyuan Lei, Yingying Sha, Haifeng Meng, Yu Huang, Jianhuai Ye, Dan Dan Huang, Yunjiang Zhang, Yun Wu, Yongjie Li, Xinlei Ge.  (2024)  Aqueous phase photolysis of 4-nitrocatechol: Reaction kinetics, evolutions of chemical composition, light absorption and oxidation potential.  ATMOSPHERIC ENVIRONMENT,      [PMID:] [10.1016/j.atmosenv.2024.120981]
19. Zenghui Xu, Abudurexiti Reheman, Zhihao Lu, Shuiqiang Yu, Zhiwei Sun, Jinmao You.  (2024)  Determination of genotoxic impurities of aromatic aldehydes in pharmaceutical preparations by high performance liquid chromatography after derivatization with N-Cyclohexyl-4-hydrazino-1,8-naphthalenediimide.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:38581976] [10.1016/j.chroma.2024.464866]
20. Ghulam Mujtaba Mari, Weilin Wu, M. Farooque Hassan, Ambreen Laghari, Hidayatullah Soomro, Aisha Talpur, Zhanhui Wang, Xuezhi Yu.  (2024)  Hapten design, monoclonal antibody preparation and immunoassay development for direct detection of the toxic metabolite of nitrovin without derivatization from fish.  Food Bioscience,      [PMID:] [10.1016/j.fbio.2024.104309]
21. Hong Tu, Bihong Tian, Zhichao Zhao, Renjiang Guo, Ya Wang, Shunhong Chen, Jian Wu.  (2025)  Research on the influence of g-C3N4 microstructure changes on the efficiency of visible light photocatalytic degradation.  Water Research X,      [PMID:40028192] [10.1016/j.wroa.2025.100315]
22. Shuang Xue, Caihong Jiang, Yingzi Lin, Zhaohong Zhang, Jiyang Liu.  (2024)  Spectroscopic studies of the role of dissolved organic matter in acenaphthene photodegradation in liquid water and ice.  ENVIRONMENTAL POLLUTION,      [PMID:38493863] [10.1016/j.envpol.2024.123805]
23. Xinming Nie, Yuanyuan Liu, Xinting Qian, Yunsheng Shang, Luqing Chen, Xinxin Shi, Mengbao Fan, Lu-Lu Qu.  (2025)  MXene/Au/GO aerogel-based SERS sensor for selective quantification of aldehyde gas in construction machinery exhaust.  MICROCHEMICAL JOURNAL,      [PMID:] [10.1016/j.microc.2025.115054]
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25. Shuping Wang, Jun Lan, Zhiqiang Ren, Yingbo Lu, Jianying Huang, Zibin Zhang, Guping Tang, Lijun Liang, Shijun Li, Hongzhen Bai.  (2025)  Molecular Dynamics Simulations of Hybrid Cell Membrane-Coated Porphyrin Nanoparticles for Enhanced Photochemotherapy of Breast Cancer.  ADVANCED FUNCTIONAL MATERIALS,      [PMID:] [10.1002/adfm.202425101]
26. Caihong Jiang, Jiaming Chen, Meng Yuan, Shuang Xue, Yingzi Lin, Yingtan Yu.  (2026)  The dual roles of dissolved organic matter as a source and sink of hydroxyl radicals in the photodegradation of carbamazepine in liquid water and ice.  PROCESS SAFETY AND ENVIRONMENTAL PROTECTION,      [PMID:] [10.1016/j.psep.2026.108707]
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