Suitable for microbiology Suitable for microbiology for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Room temperature Ships FedEx DG Service 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 49 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
α-Naphtylamine and sulfanilic acid are used for detection of nitrate reduction by bacteria. Organisms containing nitrate reductase reduce nitrate to nitrite, which forms a diazonium salt with sulfanilic acid and reacts with α-naphtylamine to form a red azo dye.
| Canonical Smiles | C1=CC=C2C(=C1)C=CC=C2N |
|---|---|
| IUPAC Name | naphthalen-1-amine |
| InChIKey | RUFPHBVGCFYCNW-UHFFFAOYSA-N |
| INCHI | 1S/C10H9N/c11-10-7-3-5-8-4-1-2-6-9(8)10/h1-7H,11H2 |
| Isomeric SMILES | C1=CC=C2C(=C1)C=CC=C2N |
| WGK Germany | 2 |
| RTECS | QM1400000 |
| UN Number | 2077 |
| Packing Group | III |
| Molecular Weight | 143.19 |
| Beilstein | 386133 |
| Reaxy-Rn | 386133 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=386133&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 | Naphthalenes |
| Subclass | Not available |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Naphthalenes |
| Alternative Parents | Primary amines Organopnictogen compounds Hydrocarbon derivatives |
| Molecular Framework | Aromatic homopolycyclic compounds |
| Substituents | Naphthalene - Organic nitrogen compound - Organopnictogen compound - Hydrocarbon derivative - Primary amine - Organonitrogen compound - Amine - Aromatic homopolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as naphthalenes. These are compounds containing a naphthalene moiety, which consists of two fused benzene rings. |
| External Descriptors | naphthylamine |
| Flash Point(°F) | 314.6 °F |
|---|---|
| Flash Point(°C) | 157℃ |
| Boil Point(°C) | 301°C |
| Melt Point(°C) | 50°C |
| Molecular Weight | 143.180 g/mol |
| XLogP3 | 2.200 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 1 |
| Rotatable Bond Count | 0 |
| Exact Mass | 143.073 Da |
| Monoisotopic Mass | 143.073 Da |
| Topological Polar Surface Area | 26.000 Ų |
| Heavy Atom Count | 11 |
| Formal Charge | 0 |
| Complexity | 133.000 |
| 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. Yali Yang, Jia Chen, Xiaojing Liang, Bei Liu, Kaijun Quan, Xiuhui Liu, Hongdeng Qiu. (2024) Adjustable chromatographic performance of silica-based mixed-mode stationary phase through the control of co-grafting amounts of imidazole and C18 chain. JOURNAL OF CHROMATOGRAPHY A, [PMID:38598894] [10.1016/j.chroma.2024.464889] |
| 2. Yanyan Chen, Hao Deng, Pengliang Liang, Heng Yang, Long Jiang, Jing Yin, Jia Liu, Shuying Shi, Huiqiang Liu, Yuxiang Li, Ying Xiong. (2024) Antagonistic Effect of Nitrate Conversion on Photocatalytic Reduction of Aqueous Pertechnetate and Perrhenate. ENVIRONMENTAL SCIENCE & TECHNOLOGY, [PMID:39570644] [10.1021/acs.est.4c09431] |
| 3. Xuening Chen, Changkun Chen, Chengmiao Luo, Jianyong Liu, Zhonghui Lin. (2024) Discovery of UMI-77 as a novel Ku70/80 inhibitor sensitizing cancer cells to DNA damaging agents in vitro and in vivo. EUROPEAN JOURNAL OF PHARMACOLOGY, [PMID:38754534] [10.1016/j.ejphar.2024.176647] |
| 4. Bolun Mei, Yueru Wang, Jianhua Zhou, Xingchuan Yang, Yi Yu, Li Xu, Guoji Liu. (2024) Experimental and simulation study on the solubility of 1-naphthylamine in twelve neat solvents. JOURNAL OF MOLECULAR LIQUIDS, [PMID:] [10.1016/j.molliq.2024.124760] |
| 5. Cheng Yang, Yanmei Shi, Lixin Li, Zhihong Chen, Di Zhao, Weixia Zhu, Kai Hu. (2024) Facile preparation of novel magnetic metal-organic frameworks/Ti3C2Tx composite for efficiently removal of bisphenol A from water samples. JOURNAL OF INDUSTRIAL AND ENGINEERING CHEMISTRY, [PMID:] [10.1016/j.jiec.2024.05.054] |
| 6. Chunning Chen, Jiaqi Liu, Jiaxin Lu, Yalei Wang, Jingtong Zhai, Hongkun Zhao, Nan Lu. (2024) In Situ Collection and SERS Detection of Nitrite in Exhalations on Facemasks Based on Wettability Differences. ACS Sensors, [PMID:38958469] [10.1021/acssensors.4c00857] |
| 7. Xianqing Huang, Wenxin Li, Jing Wang, Qian Li, Yue Shen, Yongxia Cheng, Tiange Li, Tianlin Wang, Yinping Wang, Lianjun Song, Yan Ma. (2024) NaCl stress on physio-biochemical, phenolics synthesis and antioxidant system of pea (Pisum sativum L.) sprouts. LWT-FOOD SCIENCE AND TECHNOLOGY, [PMID:] [10.1016/j.lwt.2024.116821] |
| 8. Zhaofen Xu, Lingfang Tang, Yuanyi Zhou, Gang Lu, Haojie Dong, Mingshan Zhu. (2024) Utilizing the immanent chloride ions in wastewater for reactive chlorine species photogeneration towards effective ammonia nitrogen removal. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2024.152589] |
| 9. Liangliang Gao, Yan Liang, Qin Xiong, Meiling Huang, Yueming Jiang, Jun Zhang. (2023) Control of citrus blue and green molds by Actinomycin X2 and its possible antifungal mechanism. PESTICIDE BIOCHEMISTRY AND PHYSIOLOGY, [PMID:38225074] [10.1016/j.pestbp.2023.105718] |
| 10. Qidong Yu, Wenmin Zhang, Hui Chen, Jingyi Wang, Zhiyong Wang, Qingqing Ding, Lan Zhang. (2023) Synthesis of stable and efficient amide-based covalent organic frameworks fiber coatings for the improved solid-phase microextraction of polar aromatic amines. ANALYTICA CHIMICA ACTA, [PMID:37996159] [10.1016/j.aca.2023.342002] |
| 11. Hengye Li, Xingwei Han, Lin Zhang, Wenjie Yu, Wenwen Bie, Meijie Wei, Zhongxia Wang, Fenying Kong, Wei Wang. (2023) Sulfonated polyhedral oligomeric silsesquioxane-cyclodextrin hybrid polymers for efficient removal of micropollutants from water. CARBOHYDRATE POLYMERS, [PMID:37059548] [10.1016/j.carbpol.2023.120832] |
| 12. Yuping Li, Yang Tao, Yunping Zhoujin, Fang Zhao, Peng-Yu Liang, Sean Parkin, Tonglei Li, Pan-Pan Zhou, Sihui Long. (2022) π–π stacking in the polymorphism of 2-(naphthalenylamino)-nicotinic acids and a comparison with their analogues. CRYSTENGCOMM, 25 (3): (432-443). [PMID:] [10.1039/D2CE01233B] |
| 13. Liqiong Sun, Zhijuan Tang, Minxin Wang, Jun Shi, Yajuan Lin, Tiefeng Sun, Zhilu Zou, Zebin Weng. (2022) Exploration of Antimicrobial Ingredients in Psoralea corylifolia L. Seed and Related Mechanism against Methicillin-Resistant Staphylococcus aureus. MOLECULES, 27 (20): (6952). [PMID:36296544] [10.3390/molecules27206952] |
| 14. Jiaping Xu, Kai Zhang, Lei Wang, Yiming Yao, Hongwen Sun. (2021) Strong but reversible sorption on polar microplastics enhanced earthworm bioaccumulation of associated organic compounds. JOURNAL OF HAZARDOUS MATERIALS, [PMID:34488102] [10.1016/j.jhazmat.2021.127079] |
| 15. Qingqing Li, Wenmin Zhang, Yuheng Guo, Hui Chen, Qingqing Ding, Lan Zhang. (2021) Oxygenated carbon nanotubes cages coated solid-phase microextraction fiber for selective extraction of migrated aromatic amines from food contact materials. JOURNAL OF CHROMATOGRAPHY A, [PMID:33857834] [10.1016/j.chroma.2021.462031] |
| 16. Zaiming Chen, Jianfei Wang, Yuefeng Wang, Bing Li, Meizhen Wang. (2021) Rapid formation of pyrogenic char (biochar) with high and low sorption capacity towards organic chemicals. ENVIRONMENTAL POLLUTION, [PMID:33460877] [10.1016/j.envpol.2021.116472] |
| 17. Zong-Da Du, Yuan-Yuan Cui, Cheng-Xiong Yang. (2020) Fabrication of spherical silica amino-functionalized microporous organic network composites for high performance liquid chromatography. TALANTA, [PMID:33076117] [10.1016/j.talanta.2020.121570] |
| 18. Huan Fu, Luna Ruan, Jianhua Liao, An Pei, Jun Liu, Li Zeng, Kai Yang, Lihua Zhu, Bing Hui Chen. (2020) PtNi/C bimetallic nanocatalyst with high catalytic performance and stability for 1-nitronaphthalene hydorgenation to 1-naphthylamine. Molecular Catalysis, [PMID:] [10.1016/j.mcat.2020.111151] |
| 19. Suya Yin, Taishun Yang, Yuan Xue, Maiying Xie, Fengfei Chen, Hualin Lin, Bin Dai, Feng Gao, Sheng Han. (2020) Influence of Tetradecyl Methacrylate-N-α-methacrylamide Copolymers as Pour Point Depressants on the Cold Flow Property of Diesel Fuel. ENERGY & FUELS, [PMID:] [10.1021/acs.energyfuels.0c00890] |
| 20. Yinhui Yang, Meiling Qi, Jinliang Wang. (2020) Tetraphenylethylene-functionalized hexaphenylbenzene with unique conformation-driven selectivity for gas chromatographic separations. NEW JOURNAL OF CHEMISTRY, 44 (7): (2890-2896). [PMID:] [10.1039/C9NJ05545B] |
| 21. Ye Changwen, He Chen, Zhang Bowen, Wang Lixuan, Wang Lufeng. (2020) Inhibition of lignification of Zizania latifolia with radio frequency treatments during postharvest. BMC Chemistry, 14 (1): (1-7). [PMID:31989116] [10.1186/s13065-019-0647-y] |
| 22. Jie-Ping Fan, Jun-Jing Luo, Xue-Hong Zhang, Bing Zhen, Chun-Yi Dong, Yan-Chen Li, Jian Shen, Yu-Tong Cheng, Hui-Ping Chen. (2019) A novel electrospun β-CD/CS/PVA nanofiber membrane for simultaneous and rapid removal of organic micropollutants and heavy metal ions from water. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2019.122232] |
| 23. Zhen Li, Mei Li, Cong Wang, Xinhui Zhou, Jianfeng Li, Daoliang Li. (2019) Highly sensitive and selective method for detection of trace amounts of nitrite in aquaculture water by SERRS coupled with diazo reaction. SENSORS AND ACTUATORS B-CHEMICAL, [PMID:] [10.1016/j.snb.2019.126757] |
| 24. Yuting Liu, Mingtao Zhang, Danrui Xu, Sean Parkin, Tonglei Li, Conggang Li, Zhaoyong Yang, Faquan Yu, Sihui Long. (2019) Effect of Substituent Size and Isomerization on the Polymorphism of 2-(Naphthalenylamino)-benzoic Acids. CRYSTAL GROWTH & DESIGN, [PMID:] [10.1021/acs.cgd.8b01902] |
| 25. Lingyu Liu, Xudong Zhu, Yanbo Zeng, Hailong Wang, Yixia Lu, Jian Zhang, Zhengzhi Yin, Zhidong Chen, Yiwen Yang, Lei Li. (2018) An Electrochemical Sensor for Diphenylamine Detection Based on Reduced Graphene Oxide/Fe3O4-Molecularly Imprinted Polymer with 1,4-Butanediyl-3,3′-bis-l-vinylimidazolium Dihexafluorophosphate Ionic Liquid as Cross-Linker. Polymers, 10 (12): (1329). [PMID:30961254] [10.3390/polym10121329] |
| 26. L Z Pei, Y Ma, F L Qiu, F F Lin, C G Fan, X Z Ling. (2018) In-situ synthesis of polynaphthylamine/graphene composites for the electrochemical sensing of benzoic acid. Materials Research Express, 6 (1): (015053). [PMID:] [10.1088/2053-1591/aae96e] |
| 27. Chenyue Zhan, Jiatian Cheng, Bowen Li, Shuailing Huang, Fang Zeng, Shuizhu Wu. (2018) A Fluorescent Probe for Early Detection of Melanoma and Its Metastasis by Specifically Imaging Tyrosinase Activity in a Mouse Model. ANALYTICAL CHEMISTRY, [PMID:29975041] [10.1021/acs.analchem.8b00594] |
| 28. Juanjuan Xie, Bo Zhou, Tiandong Zhang, Xiaoying Zeng, Mochou Yang, Wanwan Wang, Jun Yang. (2018) Preparation of nicotine surface molecularly imprinted polymers for selective solid-phase extraction of nicotine from zero-level refill liquids of electronic cigarettes. Analytical Methods, 10 (29): (3637-3644). [PMID:] [10.1039/C8AY00616D] |
| 29. Lingshuai Kong, Guodong Fang, Ya Kong, Meng Xie, Vinothkumar Natarajan, Dongmei Zhou, Jinhua Zhan. (2018) Cu2O@β-cyclodextrin as a synergistic catalyst for hydroxyl radical generation and molecular recognitive destruction of aromatic pollutants at neutral pH. JOURNAL OF HAZARDOUS MATERIALS, [PMID:29870895] [10.1016/j.jhazmat.2018.05.065] |
| 30. Xiao Jiangang, Hu Yu, Du Jianzhong. (2018) Polymer nanodisks by collapse of nanocapsules. Science China-Chemistry, 61 (5): (569-575). [PMID:] [10.1007/s11426-017-9209-3] |
| 31. Zhike Wang, Cunling Ye, Lingyun Chen, Haili Wu. (2017) Co-immobilization of 1-vinyl-3-octadecylimidazolium cations and p-styrenesulphonate anions on silica and their anti-interference performance for the adsorption of naphthols. RSC Advances, 7 (5): (2650-2657). [PMID:] [10.1039/C6RA26028D] |
| 32. Sun Wei, Zheng Yan, Zhang Xingyuan. (2016) Photoisomerization of waterborne polyurethane with side-chained phenylazonaphthalene group. POLYMER BULLETIN, 74 (8): (3109-3121). [PMID:] [10.1007/s00289-016-1895-9] |
| 33. 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] |
| 34. 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] |
| 35. Jiangang Xiao, Jianzhong Du. (2016) A multifunctional statistical copolymer vesicle for water remediation. Polymer Chemistry, [PMID:] [10.1039/C6PY00763E] |
| 36. Yuehong Pang, Yi Zhang, Wanyu Li, Hongliu Ding, Xiaofang Shen. (2016) Synergetic accumulation and simultaneous determination of naphthol isomers on electrochemically reduced graphene oxide modified electrode. JOURNAL OF ELECTROANALYTICAL CHEMISTRY, [PMID:] [10.1016/j.jelechem.2016.03.023] |
| 37. Chengjiang Zhang, Gongke Li, Zhuomin Zhang. (2015) A hydrazone covalent organic polymer based micro-solid phase extraction for online analysis of trace Sudan dyes in food samples. JOURNAL OF CHROMATOGRAPHY A, [PMID:26456513] [10.1016/j.chroma.2015.09.059] |
| 38. Junjie Li, Chunhua Lai, Xiongzhi Xiang, Lei Wang. (2015) Synthesis and characterization of poly-Schiff bases with a donor–acceptor structure containing thiophene units as thermoelectric materials. Journal of Materials Chemistry C, 3 (11): (2693-2701). [PMID:] [10.1039/C5TC00065C] |
| 39. Jiao Zhao, Yunhui Lu, Chongyang Fan, Jun Wang, Yaling Yang. (2014) Development of a cloud point extraction and spectrophotometry-based microplate method for the determination of nitrite in human urine and blood. SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, [PMID:25448978] [10.1016/j.saa.2014.09.097] |
| 40. Jie Lei, Xiangmin Zhang. (2013) Open tubular columns with mixed-mode reversed-phase and weak anion-exchange stationary phase for capillary electrochromatography. JOURNAL OF SEPARATION SCIENCE, 36 (12): (1996-2002). [PMID:23589354] [10.1002/jssc.201201146] |
| 41. 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] |
| 42. Yiran Xia, Lushuai Wang, Yang Liu, Jiawei Liu, Quan Bai. (2024) One-pot fabrication and evaluation of β-ketoenamine covalent organic frameworks@silica composite microspheres as reversed-phase/hydrophilic interaction mixed-mode stationary phase for high performance liquid chromatography. JOURNAL OF CHROMATOGRAPHY A, [PMID:38795423] [10.1016/j.chroma.2024.464998] |
| 43. Sumei Li, Min Yin, Peng Wang, Lulu Gao, Fenni Lv, Rutong Yang, Ya Li, Qing Wang, Linfang Li, Yongdong Liu, Shuan Wang. (2024) Phenolic Compounds and Antioxidant Capacity Comparison of Wild-Type and Yellow-Leaf gl1 Mutant of Lagerstroemia indica. Plants-Basel, 13 (2): (315). [PMID:38276772] [10.3390/plants13020315] |
| 44. Pengpeng Lu, Jincheng Cheng, Yifan Li, Li Li, Qiang Wang, Chiyang He. (2019) Novel porous β-cyclodextrin/pillar[5]arene copolymer for rapid removal of organic pollutants from water. CARBOHYDRATE POLYMERS, [PMID:31047051] [10.1016/j.carbpol.2019.04.015] |
| 45. Xin-Qiao He, Yuan-Yuan Cui, Cheng-Xiong Yang. (2020) Engineering of amino microporous organic network on zeolitic imidazolate framework-67 derived nitrogen-doped carbon for efficient magnetic extraction of plant growth regulators. TALANTA, [PMID:33379085] [10.1016/j.talanta.2020.121876] |
| 46. Yan Wang, Shujuan Ma, Luwei Zhang, Na Zhang, Yanan Li, Junjie Ou, Yehua Shen, Mingliang Ye. (2019) Fast fabrication of a hybrid monolithic column containing cyclic and aliphatic hydrophobic ligands via photo-initiated thiol-ene polymerization. JOURNAL OF SEPARATION SCIENCE, 42 (7): (1332-1340). [PMID:30667168] [10.1002/jssc.201801033] |
| 47. Li-Hua Liu, Cheng-Xiong Yang, Xiu-Ping Yan. (2016) Methacrylate-bonded covalent-organic framework monolithic columns for high performance liquid chromatography. JOURNAL OF CHROMATOGRAPHY A, [PMID:27939601] [10.1016/j.chroma.2016.12.004] |
| 48. Donglin Xiang, Xiao Wang, Chun Ji, Laping He, Yuangen Wu, Han Tao. (2026) An electrochemical sensing strategy for organophosphorus pesticides based on dual-enzyme synergistic catalysis of plant esterase and diatomic FeCo–NC nanozyme. FOOD CHEMISTRY, [PMID:41548273] [10.1016/j.foodchem.2026.147963] |
| 49. Shuyan Jiang, Jianhong Sun, Ning Jin, Shuya Wang, Shuchao Huang, Zhaozhuang Li, Jihua Yu, Jian Lyu, Li Jin. (2026) Effects of Combined Application of Different Nitrogen Forms on Substrate Nutrient Utilization, Root Microenvironment, and Tomato Yield. Microorganisms, 14 (1): (158). [PMID:41597677] [10.3390/microorganisms14010158] |
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