Determine the necessary mass, volume, or concentration for preparing a solution.
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100μg/ml in Acetonitrile for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at 2-8°C Ships Wet ice 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 11 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
| Canonical Smiles | C1=CC=C2C(=C1)C=CC3=CC4=C(C=CC5=CC=CC=C54)C=C32 |
|---|---|
| IUPAC Name | naphtho[1,2-b]phenanthrene |
| InChIKey | LHRCREOYAASXPZ-UHFFFAOYSA-N |
| INCHI | 1S/C22H14/c1-3-7-19-15(5-1)9-11-17-14-22-18(13-21(17)19)12-10-16-6-2-4-8-20(16)22/h1-14H |
| Isomeric SMILES | C1=CC=C2C(=C1)C=CC3=CC4=C(C=CC5=CC=CC=C54)C=C32 |
| WGK Germany | 3 |
| RTECS | HN2625000 |
| UN Number | 3077 |
| Packing Group | III |
| Molecular Weight | 278.35 |
| Beilstein | 1912416 |
| Reaxy-Rn | 1912416 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1912416&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 | Phenanthrenes and derivatives |
| Subclass | Not available |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Phenanthrenes and derivatives |
| Alternative Parents | Anthracenes Aromatic hydrocarbons Polycyclic hydrocarbons Unsaturated hydrocarbons |
| Molecular Framework | Aromatic homopolycyclic compounds |
| Substituents | Phenanthrene - Anthracene - Aromatic hydrocarbon - Polycyclic hydrocarbon - Unsaturated hydrocarbon - Hydrocarbon - Aromatic homopolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as phenanthrenes and derivatives. These are polycyclic compounds containing a phenanthrene moiety, which is a tricyclic aromatic compound with three non-linearly fused benzene. |
| External Descriptors | ortho-fused polycyclic arene |
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| Boil Point(°C) | 524°C |
|---|---|
| Melt Point(°C) | 262-265°C |
| Molecular Weight | 278.300 g/mol |
| XLogP3 | 6.500 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 0 |
| Rotatable Bond Count | 0 |
| Exact Mass | 278.11 Da |
| Monoisotopic Mass | 278.11 Da |
| Topological Polar Surface Area | 0.000 Ų |
| Heavy Atom Count | 22 |
| Formal Charge | 0 |
| Complexity | 361.000 |
| 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. Shaolin Xie, Bing Yang, Siying Li, Liangjun Ge, Min Li, Qingshi Chen, Xian Qing, Jixing Zou. (2023) Generation and application of a novel transgenic zebrafish line Tg(GAcyp1a:eGFP/Luc) as an in vivo assay to sensitive and specific monitoring of DLCs in the environment. ECOTOXICOLOGY AND ENVIRONMENTAL SAFETY, [PMID:37729807] [10.1016/j.ecoenv.2023.115471] |
| 2. Yuanji Gao, Hongru Feng, Bing Xia, Lei He, Congling Yang, Lijuan Zhao, Yuanjiang Pan. (2023) Ultrasensitive and Green Bubbling Extraction Strategies: An Extensible Solvent-Free Re-Enrichment Approach for Ultratrace Pollutants in Aqueous Samples. ANALYTICAL CHEMISTRY, [PMID:37624983] [10.1021/acs.analchem.3c02807] |
| 3. Shaolin Xie, Yongyong Feng, Aiguo Zhou, Zhiyuan Lu, JixingZou. (2023) Comparative analysis of two new zebrafish models: The cyp1a low-expression line and cyp1a knockout line under PAHs exposure. GENE, [PMID:36966979] [10.1016/j.gene.2023.147391] |
| 4. Yuan Peng, Si-Yuan He, Fang-Huan Wang, Hao-Bo Zheng, Zhe Meng. (2022) Determination of polycyclic aromatic hydrocarbons in edible oil by magnetic solid phase extraction based on a mesoporous molybdenum disulfide/graphite prior to gas chromatography-mass spectrometry. MICROCHEMICAL JOURNAL, [PMID:] [10.1016/j.microc.2022.108146] |
| 5. Zifang Peng, Wenfen Zhang, Dan Yin, Xu Zhang, Shuo Liu, Wuduo Zhao, Jian Mao, Yanhao Zhang, Jianping Xie. (2022) Novel magnetic single-layer nano-MXene as a highly effective adsorbent and new SALDI-TOF-MS matrix for enrichment and rapid determination of p-Phenylenediamine antioxidants in water. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2022.139978] |
| 6. Li Zhansheng, Zhao Hongxia, Li Xintong, Bekele Tadiyose Girma. (2021) Characteristics and sources of environmentally persistent free radicals in PM2.5 in Dalian, Northeast China: correlation with polycyclic aromatic hydrocarbons. ENVIRONMENTAL SCIENCE AND POLLUTION RESEARCH, 29 (17): (24612-24622). [PMID:34822091] [10.1007/s11356-021-17688-9] |
| 7. Bin Qiao, Yansong Li, Pan Hu, Yu Sun, Zhaozhao Si, Shiying Lu, Honglin Ren, Zengshan Liu, Ying Zhang, Lei Meng, Yu Zhou. (2018) EuNPs-MAb fluorescent probe based immunochromatographic strip for rapid and sensitive detection of fluorene. SENSORS AND ACTUATORS B-CHEMICAL, [PMID:] [10.1016/j.snb.2018.01.231] |
| 8. Yong Li, Ling Long, Jing Ge, Li-xuan Yang, Jin-jin Cheng, Ling-xiang Sun, Changying Lu, Xiang-yang Yu. (2017) Presence, distribution and risk assessment of polycyclic aromatic hydrocarbons in rice-wheat continuous cropping soils close to five industrial parks of Suzhou, China. CHEMOSPHERE, [PMID:28641227] [10.1016/j.chemosphere.2017.06.055] |
| 9. Zifang Peng, Yanhao Zhang, Yide Dong, Wuduo Zhao, Jian Mao, Qidong Zhang, Gangfeng Ouyang, Shusheng Zhang, Jianping Xie. (2025) A cheap 3D-printed boron, nitrogen, sulfur-MXene quantum dots-based target plate for multi-dimensional MALDI MS imaging of small-molecule environmental pollutants. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2025.160596] |
| 10. Qian Zhang, Xinyan Xu, Chenzhuo Song, Dengke Zhang, Yi Kong, Xinyi Cui. (2024) Effect of UV exposure and natural aging on the in vitro PAHs bioaccessibility associated with tire wear particles in soil. SCIENCE OF THE TOTAL ENVIRONMENT, [PMID:39197782] [10.1016/j.scitotenv.2024.175751] |
| 11. Linfeng Chen, Xike Tian, Yong Li, Chao Yang, Yunjie Huang, Yulun Nie. (2021) Rapid and sensitive screening of multiple polycyclic aromatic hydrocarbons by a reusable fluorescent sensor array. JOURNAL OF HAZARDOUS MATERIALS, [PMID:34785436] [10.1016/j.jhazmat.2021.127694] |