3-Nitrobenzaldehyde - ≥98% , CAS No.99-61-6

CAS: 99-61-6 Cat. No.: N104173 Molecular Weight: 151.12 Beilstein Registry Number: 386795 EC Number: 202-772-6

GRADE & PURITY ≥98%

Synonyms

AC-10904 | A846056 | AI3-08906 | 3-nitrobenzenealdehyde | UNII-G4O92KO71Z | NSC5504 | NSC-5504 | 3-nitro benzaldehyde | FT-0616232 | 3-Nitrobenzaldehyde, ReagentPlus(R), 99% | Benzaldehyde, 3-nitro- | 3-NITROBENZALDEHYDE | 3-nitro-benzaldehyde | BBL011958

Storage

Room temperature,Argon charged

Shipped In

Normal

Specifications

Synonyms

AC-10904 | A846056 | AI3-08906 | 3-nitrobenzenealdehyde | UNII-G4O92KO71Z | NSC5504 | NSC-5504 | 3-nitro benzaldehyde | FT-0616232 | 3-Nitrobenzaldehyde, ReagentPlus(R), 99% | Benzaldehyde, 3-nitro- | 3-NITROBENZALDEHYDE | 3-nitro-benzaldehyde | BBL011958

Specifications & Purity

≥98%

Storage

Room temperature, Argon charged

Shipped In

Normal

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 504751346
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504751346
• Canonical Smiles: C1=CC(=CC(=C1)[N+](=O)[O-])C=O
• IUPAC Name: 3-nitrobenzaldehyde
• InChIKey: ZETIVVHRRQLWFW-UHFFFAOYSA-N
• INCHI: 1S/C7H5NO3/c9-5-6-2-1-3-7(4-6)8(10)11/h1-5H
• Isomeric SMILES: C1=CC(=CC(=C1)[N+](=O)[O-])C=O
• WGK Germany: 3
• RTECS: CU7250000
• Molecular Weight: 151.12
• Beilstein: 386795
• Reaxy-Rn: 386795
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=386795&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass Nitrobenzenes

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Nitrobenzenes
• Intermediate Tree Nodes: Not available
• Direct Parent: Nitrobenzaldehydes
• 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 Framework: Aromatic 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
• Description: This 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

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

SLC6A1 Tclin GABA transporter 1 (308 Activities)

Discover Target: SLC6A1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

MPO Tchem Myeloperoxidase (1002 Activities)

Discover Target: MPO

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Slightly soluble in water.
• Sensitivity: Air sensitive.
• Boil Point(°C): 164°C
• Melt Point(°C): 58°C
• Molecular Weight: 151.120 g/mol
• XLogP3: 1.500
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 151.027 Da
• Monoisotopic Mass: 151.027 Da
• Topological Polar Surface Area: 62.900 Ų
• Heavy Atom Count: 11
• Formal Charge: 0
• Complexity: 164.000
• 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

References

1. Tong Wang, Siyu Zhu, Xueyan Nan, Liang He, Pengli Bai, Zhizhou Liu.  (2023)  A “turn off” sensor for highly sensitive and selective detection of syringaldehyde typed aromatic aldehydes based on an amino-functionalized metal–organic framework.  MICROCHEMICAL JOURNAL,      [PMID:] [10.1016/j.microc.2023.109014]

2. Kai Sun, Yuewen Shao, Cong Ming, Mengjiao Fan, Huailin Fan, Lijun Zhang, Shu Zhang, Yi Wang, Guozhu Chen, Xun Hu.  (2023)  Copper-based catalysts synthesized during hydrogenation.  CHEMICAL ENGINEERING SCIENCE,      [PMID:] [10.1016/j.ces.2023.118819]

3. Xiaoqing Yuan, Ju Liu, Yanlei Wang, Xingming Jie, Jingyu Qin, Hongyan He.  (2022)  Ionic liquids enable highly efficient Knoevenagel reaction by dual-responsive emulsion microreactor.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2022.138941]

4. 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]

5. Hongbo Yu, Weiqiang Tang, Kaijie Li, Shuangliang Zhao, Hongfeng Yin, Shenghu Zhou.  (2019)  Enhanced Catalytic Performance for Hydrogenation of Substituted Nitroaromatics over Ir-Based Bimetallic Nanocatalysts.  ACS Applied Materials & Interfaces,      [PMID:30674185] [10.1021/acsami.8b19056]

6. Xiuquan Jia, Jiping Ma, Min Wang, Xiaofang Li, Jin Gao, Jie Xu.  (2016)  Alkali α-MnO2/NaxMnO2 collaboratively catalyzed ammoxidation–Pinner tandem reaction of aldehydes.  Catalysis Science & Technology,  6  (20): (7429-7436).  [PMID:] [10.1039/C6CY00874G]

7. 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]

8. Hui Li, Zhengyu Zhang, Xiaojing Yang, Xu Mao, Ying Wang, Jian Wang, Ying Peng, Jiang Zheng.  (2019)  Electron Deficiency of Nitro Group Determines Hepatic Cytotoxicity of Nitrofurantoin.  CHEMICAL RESEARCH IN TOXICOLOGY,      [PMID:30779552] [10.1021/acs.chemrestox.8b00362]