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| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Distillation grade, ≥99.5% Distillation grade 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 42 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
| Canonical Smiles | C1COCCN1 |
|---|---|
| IUPAC Name | morpholine |
| InChIKey | YNAVUWVOSKDBBP-UHFFFAOYSA-N |
| INCHI | 1S/C4H9NO/c1-3-6-4-2-5-1/h5H,1-4H2 |
| Isomeric SMILES | C1COCCN1 |
| WGK Germany | 1 |
| RTECS | QD6475000 |
| UN Number | 2054 |
| Packing Group | I |
| Molecular Weight | 87.12 |
| Beilstein | 102549 |
| Reaxy-Rn | 102549 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=102549&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 | Organoheterocyclic compounds |
| Class | Oxazinanes |
| Subclass | Morpholines |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Morpholines |
| Alternative Parents | Oxacyclic compounds Dialkylamines Dialkyl ethers Azacyclic compounds Organopnictogen compounds Hydrocarbon derivatives |
| Molecular Framework | Aliphatic heteromonocyclic compounds |
| Substituents | Morpholine - Oxacycle - Azacycle - Secondary amine - Ether - Secondary aliphatic amine - Dialkyl ether - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Amine - Aliphatic heteromonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as morpholines. These are organic compounds containing a morpholine moiety, which consists of a six-member aliphatic saturated ring with the formula C4H9NO, where the oxygen and nitrogen atoms lie at positions 1 and 4, respectively. |
| External Descriptors | morpholines - saturated organic heteromonocyclic parent |
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Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
| Certificate of Analysis | Feb 04, 2026 | M109058 | |
| Certificate of Analysis | Dec 05, 2024 | M109058 | |
| Certificate of Analysis | Dec 05, 2024 | M109058 | |
| Certificate of Analysis | Dec 05, 2024 | M109058 | |
| Certificate of Analysis | Dec 05, 2024 | M109058 | |
| Certificate of Analysis | Dec 05, 2024 | M109058 | |
| Certificate of Analysis | Jun 13, 2023 | M109058 | |
| Certificate of Analysis | Jun 13, 2023 | M109058 | |
| Certificate of Analysis | Jun 13, 2023 | M109058 | |
| Certificate of Analysis | Jun 13, 2023 | M109058 | |
| Certificate of Analysis | Jul 05, 2022 | M109058 | |
| Certificate of Analysis | Apr 28, 2022 | M109058 | |
| Certificate of Analysis | Apr 28, 2022 | M109058 | |
| Certificate of Analysis | Apr 28, 2022 | M109058 |
| Solubility | It is miscible with water and can be miscible with most organic solvents. |
|---|---|
| Sensitivity | Hygroscopic |
| Refractive Index | 1.4548 |
| Flash Point(°F) | 87.8 °F |
| Flash Point(°C) | 35℃ |
| Boil Point(°C) | 128.3°C |
| Melt Point(°C) | -4.76°C |
| Molecular Weight | 87.120 g/mol |
| XLogP3 | -0.900 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 2 |
| Rotatable Bond Count | 0 |
| Exact Mass | 87.0684 Da |
| Monoisotopic Mass | 87.0684 Da |
| Topological Polar Surface Area | 21.300 Ų |
| Heavy Atom Count | 6 |
| Formal Charge | 0 |
| Complexity | 34.500 |
| 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. Jun-Tao Shi, Xian-Hui Chen, Yuan-Yuan Peng, Gui-Ping Wang, Guang-Yan Du, Quan Li. (2023) Tunable Fluorescence and Morphology of Aggregates Built from a Mechanically Bonded Amphiphilic Bistable [2]Rotaxane. CHEMISTRY-A EUROPEAN JOURNAL, 29 (59): (e202302132). [PMID:37526053] [10.1002/chem.202302132] |
| 2. Ke Wang, Liru An, Ganghui Lu, Jialu Zhang, Zilong Wang, Meiyu Si, Guiyan Liu, Yongfei Zeng. (2023) Effect of heterocyclic substituents on the thermo/pH/CO2-responsiveness of multistimuli-responsive homopolymers. POLYMER, [PMID:] [10.1016/j.polymer.2023.126039] |
| 3. Qiong Yao, Shouwu Yu. (2023) Preparation and characterisation of a triazine structure charring agent and its application in polypropylene. MATERIALS RESEARCH INNOVATIONS, [PMID:] [10.1080/14328917.2023.2212482] |
| 4. Siyuan Li, Xianrong Yu, Linlin Zeng, Yuhan Xu, Xiaolan Zhao, Wei Tang, Xinrui Duan. (2022) A Sensitive Fluorescent Probe with Large Stokes Shift for Real-Time Tracking Lysosomal pH Changes in Live Cells. ChemistrySelect, 7 (42): (e202202620). [PMID:] [10.1002/slct.202202620] |
| 5. Caiyun Lin, Yuying Li, Weishan Tang, Shufeng Zhou, Xiaoping Rao. (2021) Facile Construction of Bio-Based Supramolecular Hydrogels from Dehydroabietic Acid with a Tricyclic Hydrophenanthrene Skeleton and Stabilized Gel Emulsions. MOLECULES, 26 (21): (6526). [PMID:34770933] [10.3390/molecules26216526] |
| 6. Yingnan Liu, Yaqing Xiao, Minghui Shang, Yuting Zhuang, Li Wang. (2021) Smart fluorescent tag based on amine response for non-contact and visual monitoring of seafood freshness. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2021.132647] |
| 7. Jun Mou, Xingqi Fan, Fei Liu, Xiaodan Wang, Tianxiang Zhao, Peng Chen, Ziwei Li, Chunliang Yang, Jianxin Cao. (2021) CO2 hydrogenation to lower olefins over Mn2O3-ZnO/SAPO-34 tandem catalysts. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2021.129978] |
| 8. Faming Wang, Pengfei Ren, Katrien V. Bernaerts, Yifu Fu, Wanjun Hu, Naizhen Zhou, Tianzhu Zhang. (2020) Thermoresponsive Poly(2-propyl-2-oxazoline) Surfaces of Glass for Nonenzymatic Cell Harvesting. ACS Applied Bio Materials, [PMID:35021716] [10.1021/acsabm.0c00650] |
| 9. Shao-Lu Li, Pengfei Wu, Juntao Wang, Jing Wang, Yunxia Hu. (2019) Fabrication of high performance polyamide reverse osmosis membrane from monomer 4-morpholino-m-phenylenediamine and tailoring with zwitterions. DESALINATION, [PMID:] [10.1016/j.desal.2019.114169] |
| 10. Min Shi, Yanhong Li, Hongtao Cui. (2019) Building homogeneous nanostructure in Ni(OH)2/MWCNTs composite by electrostatic attraction. Micro & Nano Letters, 14 (11): (1151-1156). [PMID:] [10.1049/mnl.2018.5469] |
| 11. Song Wen-tao, Hu Yong-jun, Jin Shan, Li Yu-jian. (2019) Dissociative photoionization of heterocyclic molecule-morpholine under VUV synchrotron radiation. CHINESE JOURNAL OF CHEMICAL PHYSICS, 32 (2): (259-266). [PMID:] [10.1063/1674-0068/cjcp1904068] |
| 12. Yanhong Li, Jing Li, Meiri Wang, Yuanyuan Liu, Hongtao Cui. (2019) High rate performance and stabilized cycle life of Co2+-doped nickel sulfide nanosheets synthesized by a scalable method of solid-state reaction. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2019.02.066] |
| 13. Xinxin Li, Qingshan Zhao, Xiang Feng, Lei Pan, Zhuangzhuang Wu, Xiaocui Wu, Tianwen Ma, Jialiang Liu, Yuanyuan Pan, Yan Song, Mingbo Wu. (2019) Pyridinic Nitrogen-Doped Graphene Nanoshells Boost the Catalytic Efficiency of Palladium Nanoparticles for the N-Allylation Reaction. ChemSusChem, 12 (4): (858-865). [PMID:30600929] [10.1002/cssc.201802532] |
| 14. Wang Li, Li Jing, Wang Meiri, Liu Yuanyuan, Cui Hongtao. (2018) In situ synthesis of two-dimensional Co2+-doped β-Ni(OH)2 using nickel complex as template for application in supercapacitors. JOURNAL OF SOL-GEL SCIENCE AND TECHNOLOGY, 89 (2): (492-499). [PMID:] [10.1007/s10971-018-4880-y] |
| 15. Wu Hong, Wang Xianshu, Liu Fei, Cao Jianxin. (2018) Facile in situ hydrothermal crystallization synthesis of SAPO-34/ZSM-5 composite catalyst for methanol to olefin reaction. JOURNAL OF POROUS MATERIALS, 26 (3): (793-802). [PMID:] [10.1007/s10934-018-0676-2] |
| 16. Mengsi Cao, Pingping Zhang, Yanru Feng, Huayin Zhang, Huaijiao Zhu, Kaoqi Lian, Weijun Kang. (2018) Development of a Method for Rapid Determination of Morpholine in Juices and Drugs by Gas Chromatography-Mass Spectrometry. Journal of Analytical Methods in Chemistry, [PMID:29854564] [10.1155/2018/9670481] |
| 17. Huaqi Zhan, Yongjun Hu, Pengchao Wang, Jiaxin Chen. (2017) Molecular structures of gas-phase neutral morpholine and its monohydrated complexes: experimental and theoretical approaches. RSC Advances, 7 (11): (6179-6186). [PMID:] [10.1039/C6RA26582K] |
| 18. Ma Wenle, Feng Yongmei, Wang Li, Xue Junying, Cui Hongtao. (2016) Tailoring the size and electrochemical performance of Mn3O4 nanoparticles by controlling the precipitation process. JOURNAL OF SOL-GEL SCIENCE AND TECHNOLOGY, 80 (2): (326-332). [PMID:] [10.1007/s10971-016-4107-z] |
| 19. Yapeng Hu, Xiangmei Wang, Juan Li. (2016) Regulating Effect of Exfoliated Clay on Intumescent Char Structure and Flame Retardancy of Polypropylene Composites. INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, [PMID:] [10.1021/acs.iecr.6b00480] |
| 20. Wenle Ma, Li Wang, Junying Xue, Hongtao Cui. (2015) Ultra-large scale synthesis of Co–Ni layered double hydroxides monolayer nanosheets by a solvent-free bottom-up strategy. JOURNAL OF ALLOYS AND COMPOUNDS, [PMID:] [10.1016/j.jallcom.2015.12.065] |
| 21. Zhong Zheng, Yihu Song, Huilong Xu, Qiang Zheng. (2015) Thickening of the Immobilized Polymer Layer Using Trace Amount of Amine and Its Role in Promoting Gelation of Colloidal Nanocomposites. MACROMOLECULES, [PMID:] [10.1021/acs.macromol.5b02004] |
| 22. Ma Wenle, Xue Junying, Cui Hongtao. (2015) New insight on nanostructure assembling of high-performance electrode materials: synthesis of surface-modified hexagonal β-Ni(OH)2 nanosheets as an example. IONICS, 22 (4): (573-579). [PMID:] [10.1007/s11581-015-1570-4] |
| 23. Hongtao Cui, Junying Xue, Wanzhong Ren, Minmin Wang. (2015) Ultra-large scale synthesis of high electrochemical performance SnO2 quantum dots within 5 min at room temperature following a growth self-termination mechanism. JOURNAL OF ALLOYS AND COMPOUNDS, [PMID:] [10.1016/j.jallcom.2015.05.015] |
| 24. Hongtao Cui, Junyin Xue, Minmin Wang. (2014) Synthesis of high electrochemical performance Ni(OH)2 nanosheets through a solvent-free reaction for application in supercapacitor. ADVANCED POWDER TECHNOLOGY, [PMID:] [10.1016/j.apt.2014.11.016] |
| 25. Yan Liu, Zhenhu Cao, Yan Zhang, Zhengping Fang. (2014) Synthesis of zinc N-morpholinomethylphosphonic acid and its application in high density polyethylene. FIRE SAFETY JOURNAL, [PMID:] [10.1016/j.firesaf.2014.11.003] |
| 26. Ming-Hui He, Mei-Lin Su, Zhao-Hui Yu, Guang-Xue Chen, Zhao-Hua Zeng, Jian-Wen Yang. (2014) Benzoylformamides as new photocaged bases for photo-latent anion polymerization. CHINESE CHEMICAL LETTERS, [PMID:] [10.1016/j.cclet.2014.10.002] |
| 27. Minghui He, Shun Jiang, Ruixin Xu, Jianwen Yang, Zhaohua Zeng, Guangxue Chen. (2014) Domino free radical photopolymerization based on phototriggered base proliferation reaction and redox initiation. JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 52 (11): (1560-1569). [PMID:] [10.1002/pola.27149] |
| 28. Yan Liu, Zhenhu Cao, Yan Zhang, Zhengping Fang. (2013) Synthesis of Cerium N-Morpholinomethylphosphonic Acid and Its Flame Retardant Application in High Density Polyethylene. INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, [PMID:] [10.1021/ie400259f] |
| 29. Min Xie, Guichi Zhu, Yongjun Hu, Huaimin Gu. (2011) Conformations of Morpholine in Liquid and Adsorbed on Gold Nanoparticles Explored by Raman Spectroscopy and Theoretical Calculations. Journal of Physical Chemistry C, [PMID:] [10.1021/jp206544a] |
| 30. Weidong Nie, Yuanyuan Liu, Jing Li, Meiri Wang, Kaihua Liu, Hongtao Cui. (2024) A new carbon modification strategy aimed to fully address the issues of NiO as an electrode material for supercapacitors. JOURNAL OF ALLOYS AND COMPOUNDS, [PMID:] [10.1016/j.jallcom.2024.174027] |
| 31. Yiwei Sun, Xiaoli Wei, Wei Zhang, Zhen Wang, Jianhai Jiang, Fangcao Liu, Bing Liu, Wenfeng Han. (2024) Carbon-Interacted AlF3 Clusters as Robust Catalyst for Dehydrofluorination Reaction with Enhanced Undercoordination and Stability. ACS Catalysis, [PMID:] [10.1021/acscatal.3c05921] |
| 32. Zhonggeng Wang, Luzhu Fang, Sensen Ma, Xuejing Zheng, Jianfeng Wang, Yanyu Yang, Wanjie Wang, Yanxia Cao. (2025) Dispersibility study of eight types of nanofibrillated cellulose and their Hansen solubility parameters. INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, [PMID:40139590] [10.1016/j.ijbiomac.2025.142498] |
| 33. Chenyang Nie, Yuanhao Li, Xiaona Liu, Nana Yan, Chao Ma, Jiahui Zhu, Linlin Hao, Peng Guo, Zhongmin Liu. (2025) DNL-17: A Small-Pore Aluminophosphate in ABC-6 Family with 24 Stacking Layers Unraveled by Three-Dimensional Electron Diffraction. Journal of the American Chemical Society, [PMID:39888965] [10.1021/jacs.4c18190] |
| 34. Xiuzhen Zhao, Yin Cai, Jishi Chen, Aiping Fu, Fang Ge. (2024) Group transfer polymerization of polar conjugated monomers using pinacolborane and thiourea anions. JOURNAL OF POLYMER SCIENCE, [PMID:] [10.1002/pol.20240362] |
| 35. Jubao Gao, Xinyue Yang, Zichun Xing, Xueyi Song, Yixuan Liu, Zhichao Wang, Gaofeng Deng, Xinglei Zhao. (2024) Physicochemical and thermodynamic properties of binary amine-based deep eutectic solvents for carbon capture. JOURNAL OF MOLECULAR LIQUIDS, [PMID:] [10.1016/j.molliq.2024.124346] |
| 36. Fan Yun, Yan Yunhui, An Qizheng, Xia Zhongcheng, Pan Yuping, Lu Yuxuan, Zhu Zhonghuan, Wang Ruiqi, Liu Qinghua, Zou Yuqin, Li Yongjun, Wang Shuangyin. (2025) Electrochemical coupling of carbon monoxide and amine on iodide coordination stabilized Cuδ+ site. Nature Communications, 16 (1): (1-10). [PMID:40715187] [10.1038/s41467-025-62291-y] |
| 37. Mengting Zhao, Mengyun Wang, Li Jin, Boyang Cheng, Tianjiao Hou, Xuan Shen. (2025) Synthesis and Photocuring Properties of One-component Polymerizable Thioxanthone-based Photoinitiators with High Migration Stability. JOURNAL OF PHOTOPOLYMER SCIENCE AND TECHNOLOGY, 38 (1): (11-19). [PMID:] [10.2494/photopolymer.38.11] |
| 38. Cui Hongtao, Wang Minmin, Ren Wanzhong, Liu Yan, Zhao Yunan. (2013) Highly transparent silica monoliths embedded with high concentration oxide nanoparticles. JOURNAL OF SOL-GEL SCIENCE AND TECHNOLOGY, 66 (3): (512-517). [PMID:] [10.1007/s10971-013-3040-7] |
| 39. Yan Yan, Pengchong Wang, Ruiying Li, Ying Sun, Rui Zhang, Chuanchuan Huo, Jianfeng Xing, Yalin Dong. (2019) Synthesis of budesonide conjugates and their anti-inflammatory effects: a preliminary study. Drug Design Development and Therapy, [PMID:30858698] [10.2147/DDDT.S192348] |
| 40. Xiu Chen, Ying Zhang, Haidong Li, Quan Shi, Suoqi Zhao, Linzhou Zhang. (2025) Interaction of a Vanadyl Porphyrin with Basic Amines and N-Heterocycles Ligands: A High-Resolution MS, UV–vis and DFT Study. ENERGY & FUELS, [PMID:] [10.1021/acs.energyfuels.5c01603] |
| 41. Hongyin Wang, Yu Liang, Yida Yu, Yihao Wang, Ni An, Dong Cai. (2025) Chemoselectivity Profiling in the Alkylation of 2-Chloroethylurea Derivatives with Secondary Amines. LETTERS IN ORGANIC CHEMISTRY, 22 (8): (633-641). [PMID:] [10.2174/0115701786357824250117052847] |
| 42. Muhammad Owais Malik, Li Wang, Haojie Yu, Muhammad Haroon, Lei Zhang, Dileep Ahmad, Khan Manqoosh Awan, Abdul Basit, Saqlain Raza. (2026) Synthesis, properties and application of ferrocene-based compounds as burning rate catalysts in composite solid propellant. JOURNAL OF ORGANOMETALLIC CHEMISTRY, [PMID:] [10.1016/j.jorganchem.2026.124132] |
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