≥98% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Room temperature Ships Normal Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 10 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
3-Nitrophthalonitrile is a useful dye for biological research purposes. It is used as an intermediate in the manufacture of pharmaceuticals, chemicals, dyestuff and phthalocyanine blue pigments.
| Pubchem Sid | 504757533 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/504757533 |
| Canonical Smiles | C1=CC(=C(C(=C1)[N+](=O)[O-])C#N)C#N |
| IUPAC Name | 3-nitrobenzene-1,2-dicarbonitrile |
| InChIKey | UZJZIZFCQFZDHP-UHFFFAOYSA-N |
| INCHI | 1S/C8H3N3O2/c9-4-6-2-1-3-8(11(12)13)7(6)5-10/h1-3H |
| Isomeric SMILES | C1=CC(=C(C(=C1)[N+](=O)[O-])C#N)C#N |
| RTECS | CZ1953200 |
| Molecular Weight | 173.13 |
| Reaxy-Rn | 2263686 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2263686&ln= |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Benzenoids |
| Class | Benzene and substituted derivatives |
| Subclass | Nitrobenzenes |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Nitrobenzenes |
| Alternative Parents | Nitroaromatic compounds Benzonitriles Propargyl-type 1,3-dipolar organic compounds Organic oxoazanium compounds Nitriles Organopnictogen compounds Organic oxides Hydrocarbon derivatives |
| Molecular Framework | Aromatic homomonocyclic compounds |
| Substituents | Nitrobenzene - Benzonitrile - Nitroaromatic compound - C-nitro compound - Organic nitro compound - Carbonitrile - Nitrile - Organic oxoazanium - Allyl-type 1,3-dipolar organic compound - Propargyl-type 1,3-dipolar organic compound - Organic 1,3-dipolar compound - Organonitrogen compound - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Aromatic homomonocyclic compound |
| Description | This 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 |
Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
 D2603052 | Certificate of Analysis | Apr 13, 2026 | N133867 |
| A1710022 | Certificate of Analysis | Feb 05, 2026 | N133867 |
| D2221015 | Certificate of Analysis | Oct 29, 2025 | N133867 |
| D2221131 | Certificate of Analysis | Oct 29, 2025 | N133867 |
| H1802125 | Certificate of Analysis | Oct 14, 2025 | N133867 |
| H1802126 | Certificate of Analysis | Oct 14, 2025 | N133867 |
| A2416079 | Certificate of Analysis | Oct 13, 2025 | N133867 |
| I2425343 | Certificate of Analysis | Sep 27, 2024 | N133867 |
| I2425475 | Certificate of Analysis | Jun 27, 2024 | N133867 |
| I2425476 | Certificate of Analysis | Jun 27, 2024 | N133867 |
| I2425477 | Certificate of Analysis | Jun 27, 2024 | N133867 |
| D2117349 | Certificate of Analysis | Feb 08, 2023 | N133867 |
| D2221017 | Certificate of Analysis | Feb 19, 2022 | N133867 |
| Solubility | Soluble in methanol. Insoluble in water. |
|---|---|
| Sensitivity | Strongly hygroscopic |
| Melt Point(°C) | 163 °C |
| Molecular Weight | 173.130 g/mol |
| XLogP3 | 0.700 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 0 |
| Exact Mass | 173.023 Da |
| Monoisotopic Mass | 173.023 Da |
| Topological Polar Surface Area | 93.400 Ų |
| Heavy Atom Count | 13 |
| Formal Charge | 0 |
| Complexity | 302.000 |
| 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 |
| 1. Taoyue Yuan, Shunke Ding, Fei Xue, Zhenqi Du, Xinyu Yang, Qingzhi Han, Mengtao Ma, Xiaoyan Chen. (2023) Reactivity and reaction pathways of peroxymonosulfate and peroxydisulfate with neonicotinoid insecticides. WATER RESEARCH, [PMID:37976950] [10.1016/j.watres.2023.120852] |
| 2. Huihui Lv, Yuchao Zhu, Jinping Xue, Xiao Jia, Juanjuan Chen. (2022) Targeted Drug Delivery System Based on Copper Sulfide for Synergistic Near-Infrared Photothermal Therapy/Photodynamic Therapy/Chemotherapy of Triple Negative Breast Cancer. LANGMUIR, [PMID:36508193] [10.1021/acs.langmuir.2c02667] |
| 3. Hongwu Wang, Lingling Pan, Yanqing Liu, Yinjian Ye, Su Yao. (2020) Electrochemical sensing of nitenpyram based on the binary nanohybrid of hydroxylated multiwall carbon nanotubes/single-wall carbon nanohorns. JOURNAL OF ELECTROANALYTICAL CHEMISTRY, [PMID:] [10.1016/j.jelechem.2020.113955] |
| 4. Guanqiong Na, Xiaofei Hu, Jifei Yang, Yaning Sun, Sharon Kwee, Liang Tang, Guangxu Xing, Yunrui Xing, Gaiping Zhang. (2019) A rapid colloidal gold-based immunochromatographic strip assay for monitoring nitroxynil in milk. JOURNAL OF THE SCIENCE OF FOOD AND AGRICULTURE, 100 (5): (1860-1866). [PMID:31602650] [10.1002/jsfa.10074] |
| 5. Yangqing He, Zhengrui Huang, Zhanying Ma, Binghua Yao, Haiyang Liu, Linlin Hu, Qing Zhao, Qian Yang, Dongjie Liu, Deguo Du. (2019) Highly efficient photocatalytic performance and mechanism of α-ZnTcPc/g-C3N4 composites for methylene blue and tetracycline degradation under visible light irradiation. APPLIED SURFACE SCIENCE, [PMID:] [10.1016/j.apsusc.2019.143834] |
| 6. Yufeng Zhou, Yali Yu, Longlong Gao, Yifan Fei, Ting Ye, Qiusha Li, Xiaoshun Zhou, Ning Gan, Yong Shao. (2018) Structuring polarity-inverted TBA to G-quadruplex for selective recognition of planarity of natural isoquinoline alkaloids. ANALYST, 143 (20): (4907-4914). [PMID:30238092] [10.1039/C8AN01561A] |
| 7. Yuehua Hu, Fan Lin, Tao Wu, Ying Wang, Xiao-Shun Zhou, Yong Shao. (2016) Fluorescently Sensing of DNA Triplex Assembly Using an Isoquinoline Alkaloid as Selector, Stabilizer, Inducer, and Switch-On Emitter. Chemistry-An Asian Journal, 11 (14): (2041-2048). [PMID:27252050] [10.1002/asia.201600459] |
| 8. Lihua Zhang, Hua Liu, Yong Shao, Clement Lin, Huan Jia, Gang Chen, Danzhou Yang, Ying Wang. (2014) Selective Lighting Up of Epiberberine Alkaloid Fluorescence by Fluorophore-Switching Aptamer and Stoichiometric Targeting of Human Telomeric DNA G-Quadruplex Multimer. ANALYTICAL CHEMISTRY, [PMID:25429435] [10.1021/ac503730j] |
| 9. Wenwen Zhu, Jiali Fang, Chenbo Ji, Hong Zhong, Tianying Zhong, Xianwei Cui. (2024) Maternal neonicotinoid pesticide exposure impairs glucose metabolism by deteriorating brown fat thermogenesis. ECOTOXICOLOGY AND ENVIRONMENTAL SAFETY, [PMID:39709706] [10.1016/j.ecoenv.2024.117596] |
| 10. Qinzhi Wang, Yingnan Liu, Yaowen Bai, Siyu Yao, Zijie Wei, Min Zhang, Liming Wang, Li Wang. (2018) Superhydrophobic SERS substrates based on silver dendrite-decorated filter paper for trace detection of nitenpyram. ANALYTICA CHIMICA ACTA, [PMID:30612648] [10.1016/j.aca.2018.10.039] |
