≥97% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Room temperature,Argon charged 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 49 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
| Sonrisas canónicas | C1CC2=NCCCN2C1 |
|---|---|
| IUPAC Name | 2,3,4,6,7,8-hexahydropyrrolo[1,2-a]pyrimidine |
| InChIKey | SGUVLZREKBPKCE-UHFFFAOYSA-N |
| INCHI | 1S/C7H12N2/c1-3-7-8-4-2-6-9(7)5-1/h1-6H2 |
| Isómeros SMILES | C1CC2=NCCCN2C1 |
| WGK Alemania | 3 |
| Peso molecular | 124.18 |
| Beilstein | 2417 |
| Reaxy-Rn | 2417 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2417&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 |
| Clase | Pyrrolopyrimidines |
| Subclass | Not available |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Pyrrolopyrimidines |
| Alternative Parents | N-alkylpyrrolidines Imidolactams Hydropyrimidines Propargyl-type 1,3-dipolar organic compounds Carboximidamides Carboxamidines Azacyclic compounds Organopnictogen compounds Hydrocarbon derivatives |
| Molecular Framework | Aliphatic heteropolycyclic compounds |
| Substituents | Pyrrolopyrimidine - Hydropyrimidine - 1,4,5,6-tetrahydropyrimidine - N-alkylpyrrolidine - Imidolactam - Pyrrolidine - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Carboxylic acid amidine - Carboximidamide - Amidine - Azacycle - Organic nitrogen compound - Organonitrogen compound - Hydrocarbon derivative - Organopnictogen compound - Aliphatic heteropolycyclic compound |
| Descripción | This compound belongs to the class of organic compounds known as pyrrolopyrimidines. These are compounds containing a pyrrolopyrimidine moiety, which consists of a pyrrole ring fused to a pyrimidine. Pyrrole is 5-membered ring consisting of four carbon atoms and one nitrogen atom. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions. |
| External Descriptors | Not available |
| Solubilidad | Soluble in ether, methanol, acetone and water |
|---|---|
| Sensibilidad | air & Moisture & light sensitive |
| Índice de refracción | 1.52 |
| Punto de inflamación (°F) | 201.2 °F |
| Punto de inflamación (°C) | 98°C |
| Punto de ebullición (°C) | 108°C/15mmHg |
| Peso molecular | 124.180 g/mol |
| XLogP3 | -0.200 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 1 |
| Rotatable Bond Count | 0 |
| Exact Mass | 124.1 Da |
| Monoisotopic Mass | 124.1 Da |
| Topological Polar Surface Area | 15.600 Ų |
| Heavy Atom Count | 9 |
| Formal Charge | 0 |
| Complexity | 140.000 |
| 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. Qingqing Tao, Felipe Nunes Henriquez, Kang Ding, Wai Lun Man, Matthew Y. Lui. (2023) One-pot chitin pulping using recyclable superbase-based protic ionic liquid. CARBOHYDRATE POLYMERS, [PMID:38171690] [10.1016/j.carbpol.2023.121680] |
| 2. Miao Tian, Jianbo Shuai, Brandon A. Bishop, Wei Zhang, Jimei Chen, Xiaohui Wang. (2023) Plant cellulose-based biomimetic artificial Small-Diameter vascular materials enabled by gradient Dual-Network entanglement. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2023.146751] |
| 3. Junmeng Zhao, Wenjiao Ge, Jianbo Shuai, Xiangli Gao, Fengshan Zhang, Xiaohui Wang. (2023) Efficient Cellulose Dissolution and Film Formation Enabled by Superbase Amino Acid Ionic Liquids. MACROMOLECULAR RAPID COMMUNICATIONS, 44 (17): (2300175). [PMID:37222244] [10.1002/marc.202300175] |
| 4. Yuehan Qian, Fuhao Dong, Lizhen Guo, Shanling Lu, Xu Xu, He Liu. (2023) Self-Healing and Reprocessable Terpene Polysiloxane-Based Poly(thiourethane-urethane) Material with Reversible Thiourethane Bonds. BIOMACROMOLECULES, [PMID:36808988] [10.1021/acs.biomac.2c01230] |
| 5. Jiqing Dong, Ran Ping, Xun Dai, Dongchao Wang, Fusheng Liu, Shanshan Du, Mengshuai Liu. (2022) Pyrrolidine-2,5-dione-derived ionic liquids promoted efficient transformation of flue gas CO2 into α-alkylidene cyclic carbonates at room temperature. Journal of CO2 Utilization, [PMID:] [10.1016/j.jcou.2022.102227] |
| 6. Jinhui Chen, Qinqin Xu, Feng He, Wang Yue, Gang Hu, Jianyun Gan, Haibo Xie. (2022) Pretreatment of Corn Stover by Levulinic Acid-Based Protic Ionic Liquids for Enhanced Enzymatic Hydrolysis. ACS Sustainable Chemistry & Engineering, [PMID:] [10.1021/acssuschemeng.2c01339] |
| 7. Yanyan Xie, Hongshuai Gao, Puyu Zhang, Congwen Qin, Yi Nie, Xue Liu. (2022) Preparation of Degradable Wood Cellulose Films Using Ionic Liquids. ACS Applied Polymer Materials, [PMID:] [10.1021/acsapm.2c00167] |
| 8. Ruixia Liu, Tingting Ding, Pingping Deng, Xiaofan Yan, Fuquan Xiong, Jienan Chen, Zhiping Wu. (2021) Preparation of LCST regulable DES-lignin-g-PNVCL thermo-responsive polymer by ARGET-ATRP. INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, [PMID:34800520] [10.1016/j.ijbiomac.2021.11.077] |
| 9. Yuqing Shen, Chaoping Yuan, Xianyi Zhu, Qin Chen, Shenjun Lu, Haibo Xie. (2021) Engineering cellulose into water soluble poly(protic ionic liquid) electrolytes in the DBU/CO2/DMSO solvent system as an organocatalyst for the Knoevenagel condensation reaction. GREEN CHEMISTRY, 23 (24): (9922-9934). [PMID:] [10.1039/D1GC03148A] |
| 10. Huan Wei, Ping-An Chen, Jing Guo, Yu Liu, Xincan Qiu, Huajie Chen, Zebing Zeng, Thuc-Quyen Nguyen, Yuanyuan Hu. (2021) Low-Cost Nucleophilic Organic Bases as n-Dopants for Organic Field-Effect Transistors and Thermoelectric Devices. ADVANCED FUNCTIONAL MATERIALS, 31 (30): (2102768). [PMID:] [10.1002/adfm.202102768] |
| 11. Ran Ping, Penghui Zhao, Qianqian Zhang, Guangyu Zhang, Fusheng Liu, Mengshuai Liu. (2021) Catalytic Conversion of CO2 from Simulated Flue Gases with Aminophenol-Based Protic Ionic Liquids to Produce Quinazoline-2,4(1H,3H)-diones under Mild Conditions. ACS Sustainable Chemistry & Engineering, [PMID:] [10.1021/acssuschemeng.1c01466] |
| 12. Wenjie Xiong, Mingzhen Shi, Lingling Peng, Xiaomin Zhang, Xingbang Hu, Youting Wu. (2021) Low viscosity superbase protic ionic liquids for the highly efficient simultaneous removal of H2S and CO2 from CH4. SEPARATION AND PURIFICATION TECHNOLOGY, [PMID:] [10.1016/j.seppur.2021.118417] |
| 13. Xiaomin Zhang, Wenjie Xiong, Lingling Peng, Youting Wu, Xingbang Hu. (2020) Highly selective absorption separation of H2S and CO2 from CH4 by novel azole-based protic ionic liquids. AICHE JOURNAL, 66 (6): (e16936). [PMID:] [10.1002/aic.16936] |
| 14. Fusheng Liu, Ran Ping, Yongqiang Gu, Penghui Zhao, Bin Liu, Jun Gao, Mengshuai Liu. (2020) Efficient One Pot Capture and Conversion of CO2 into Quinazoline-2,4(1H,3H)-diones Using Triazolium-Based Ionic Liquids. ACS Sustainable Chemistry & Engineering, [PMID:] [10.1021/acssuschemeng.9b07242] |
| 15. Junjie Guo, Xianfang Meng, Hongwei Zhu, Mengmeng Sun, Yibo Wang, Weina Wang, Mingyu Xing, Fei Zhang. (2018) Boosting the performance and stability of perovskite solar cells with phthalocyanine-based dopant-free hole transporting materials through core metal and peripheral groups engineering. ORGANIC ELECTRONICS, [PMID:] [10.1016/j.orgel.2018.09.045] |
| 16. Feng Wang, Jian Lin, Hongye Wang, Shansheng Yu, Xiaoqiang Cui, Asghar Ali, Tao Wu, Yang Liu. (2018) Precise mono-Cu+ ion doping enhanced electrogenerated chemiluminescence from Cd–In–S supertetrahedral chalcogenide nanoclusters for dopamine detection. Nanoscale, 10 (34): (15932-15937). [PMID:30116817] [10.1039/C8NR05046E] |
| 17. Qiang Jia, Yue Ma, Yinxian Peng, Yanhong Liu, Wenli Zhang. (2018) Selective recognition and separation of luteolin based on the molecular imprinted hollow SnO2 and boronate affinity. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2018.02.103] |
| 18. Jun-Jie Guo, Zheng-Chen Bai, Xian-Fang Meng, Meng-Meng Sun, Jia-Hao Song, Zhen-Sheng Shen, Nan Ma, Zheng-Lei Chen, Fei Zhang. (2017) Novel dopant-free metallophthalocyanines based hole transporting materials for perovskite solar cells: The effect of core metal on photovoltaic performance. SOLAR ENERGY, [PMID:] [10.1016/j.solener.2017.05.089] |
| 19. Jian Lin, Dan-Dan Hu, Qian Zhang, Dong-Sheng Li, Tao Wu, Xianhui Bu, Pingyun Feng. (2016) Improving Photoluminescence Emission Efficiency of Nanocluster-Based Materials by in Situ Doping Synthetic Strategy. Journal of Physical Chemistry C, [PMID:] [10.1021/acs.jpcc.6b09126] |
| 20. Feng Wang, Jian Lin, Tingbi Zhao, Dandan Hu, Tao Wu, Yang Liu. (2016) Intrinsic “Vacancy Point Defect” Induced Electrochemiluminescence from Coreless Supertetrahedral Chalcogenide Nanocluster. Journal of the American Chemical Society, [PMID:27228563] [10.1021/jacs.6b03662] |
| 21. Jian Lin, Le Wang, Qian Zhang, Fei Bu, Tao Wu, Xianhui Bu, Pingyun Feng. (2016) Highly effective nanosegregation of dual dopants in a micron-sized nanocluster-based semiconductor molecular single crystal for targeting white-light emission. Journal of Materials Chemistry C, 4 (8): (1645-1650). [PMID:] [10.1039/C5TC04191K] |
| 22. Jian Lin, Qian Zhang, Le Wang, Xiaochun Liu, Wenbo Yan, Tao Wu, Xianhui Bu, Pingyun Feng. (2014) Atomically Precise Doping of Monomanganese Ion into Coreless Supertetrahedral Chalcogenide Nanocluster Inducing Unusual Red Shift in Mn2+ Emission. Journal of the American Chemical Society, [PMID:24625310] [10.1021/ja501288x] |
| 23. Bin Xu, Zhong-Ming Xia, Rui Zhan, Ke-Ke Yang. (2024) Fabricating High Strength Bio-Based Dynamic Networks from Epoxidized Soybean Oil and Poly(Butylene Adipate-co-Terephthalate). Polymers, 16 (16): (2280). [PMID:39204500] [10.3390/polym16162280] |
| 24. Wentao Zheng, Qihao Pu, Shiping Wang, Xinyue Hu, Xiankun Wu. (2024) Highly efficient nitric oxide absorption by low viscosity superbase/amide deep eutectic solvents through mutual promotion effect. JOURNAL OF MOLECULAR LIQUIDS, [PMID:] [10.1016/j.molliq.2024.124839] |
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| 26. Nan He, Qicheng Chen, Shan Cong, Nan An, Jing Fan, Fenhong Song, Xiwu Zhang. (2024) Investigation of effective CO2 capture by ternary deep eutectic solvents based on superbase. JOURNAL OF MOLECULAR LIQUIDS, [PMID:] [10.1016/j.molliq.2024.124755] |
| 27. Zixiang Chen, Lihua Zhang, Yuanlong Guo, Jili Yuan, Tianlong He, Haibo Xie. (2024) Molecularly Engineer Protic Ionic Liquids for Simultaneous Dissolution of Silk Fibroin/Cellulose and Wet-Spinning Composite Fibers Preparation through Hydrogen-Bonding-Acceptor-Strengthening Strategy. ACS Sustainable Chemistry & Engineering, [PMID:] [10.1021/acssuschemeng.4c00560] |
| 28. Yuanlong Guo, Pengcheng Liu, Lei Deng, Changwei Lui, Michael North, Gang Hu, Qitian Huang, Zongbao Kent Zhao, Haibo Xie. (2024) Molecularly engineered lignin to polyphenol via organocatalysis as an active sunscreen ingredient. Journal of Bioresources and Bioproducts, [PMID:] [10.1016/j.jobab.2024.03.003] |
| 29. Qianqian Xing, Xiaoliang Jia, Shiyu Jia, Yongqin Qi, Yuqi Wang, Yingxiong Wang, Xianglin Hou. (2024) Precise synthesis of cyclopropyl methyl ketone via proton transfer of 5-chloro-2-pentanone driven by hydrogen bonds. JOURNAL OF MOLECULAR STRUCTURE, [PMID:] [10.1016/j.molstruc.2024.140564] |
| 30. Yu Chen, Yaxue Shen, Zhuojia Shi, Ziyang Zhang, Qing Zhang, Yanlong Wang, Minghui Feng, Chenyang Wang. (2024) Recovery of all-solid-state sodium-ion batteries cathode and solid electrolyte using deep eutectic solvents as green solvents. SEPARATION AND PURIFICATION TECHNOLOGY, [PMID:] [10.1016/j.seppur.2024.130473] |
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| 32. Ming Jiang, Xintong Zhang, Mi Feng, Shijie Wang, Zhencai Zhang, Xiangping Zhang, Xingmei Lu, Fei Xu. (2024) Tunable protic ionic liquid catalysts for the efficient one-step synthesis of isosorbide-based polycarbonates. Carbon Capture Science & Technology, [PMID:] [10.1016/j.ccst.2024.100281] |
| 33. Xiao Zhu, Shuhui Liu, Ruhui Shang, Xin Chen, Yingjie Xu, Yujun Guo, Baoping Ling. (2024) Understanding on the structure of novel hydroxypyridine anion-based ionic liquids and their effect on CO2 absorption behavior. Journal of Environmental Chemical Engineering, [PMID:] [10.1016/j.jece.2024.113552] |
| 34. Zixiang Chen, Yumei Chen, Tonghui Xu, Yuanlong Guo, Tianlong He, Haibo Xie, Lihua Zhang. (2024) Upcycling of wool keratin for selective recovery of gold from aqueous solution. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2024.158324] |
| 35. Qingqing Tao, Xinbo Wang, Ruoxin Du, Chi Man Leong, Matthew Y. Lui. (2025) Sustainable Extraction and Characterization of Chitin and Chitosan from Insect Frass. ACS Sustainable Chemistry & Engineering, [PMID:] [10.1021/acssuschemeng.5c03650] |
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| 39. Yu Chen, Yaxue Shen, Zicheng Liu, Mingshuai Yang, Yuqing Zhang, Zihang Niu, Yanlong Wang, Minghui Feng, Zhuojia Shi. (2024) Natural Low-Melting Mixture Solvents for Green Recovery of Spent All-Solid-State Sodium-Ion Batteries with Superior Efficiency over Lithium-Ion Batteries. ChemSusChem, [PMID:39648947] [10.1002/cssc.202402457] |
| 40. Yu Chen, Zhuojia Shi, Zhenghui Liu, Yaxue Shen, Yanlong Wang, Minghui Feng, Qi Liu, Zheng Li. (2025) Room-temperature, time-efficient and sustainable recycling of solid electrolytes from all-solid-state lithium-ion batteries. SEPARATION AND PURIFICATION TECHNOLOGY, [PMID:] [10.1016/j.seppur.2025.134867] |
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| 42. Chunrui Rong, Dongxia Yan, Jiabao Li, Jian Feng, Jiayu Xin, Qing Zhou, Yi Li, Junli Xu, Xingmei Lu. (2025) An effective strategy for degrading waste PET plastic into regenerated DMT with nearly equivalent methanol at relatively low temperature. CHEMICAL ENGINEERING SCIENCE, [PMID:] [10.1016/j.ces.2025.121859] |
| 43. Yu Chen, Zhuojia Shi, Yuqing Zhang, Yaxue Shen, Zheng Li, Yanlong Wang, Minghui Feng, Qi Liu, Xiaojie Zhao. (2025) Screening 100 Low-Melting Mixture Solvents for Scale-Up and Tunable Recovery of Solid Electrolytes from All-Solid-State Lithium-Ion Batteries by Tailoring Acidity. INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, [PMID:] [10.1021/acs.iecr.4c04971] |
| 44. Huiyao Yang, Bingxi Song, Peihong Zhang, Qijie Zhu, Fu Ding, Yao-Feng Wang, Guliang Liu, Yanyan Diao, Hongyan Wang. (2025) Catalytic selectivity in hexafluoropropylene trimerization using tailored nucleophilic ionic liquids. NEW JOURNAL OF CHEMISTRY, [PMID:] [10.1039/D5NJ00490J] |
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| 46. Guitao Du, Wang Zhao, Jianbo Shuai, Zepeng Lei, Xiaohui Wang. (2026) Solvent-directed regeneration of nanocellulose with tunable morphology and interfacial properties. CARBOHYDRATE POLYMERS, [PMID:] [10.1016/j.carbpol.2026.124895] |
| 47. Yue Lv, Wenqiang Jia, Hongda Cai, Leiying Ma, Yating Zhang, Mingdi Chen, Chaofan Sun, Xiuhua Zhao. (2026) Study on the dissolution and recovery mechanism of bacterial cellulose by green ionic liquid designed based on COSMO-RS. FOOD CHEMISTRY, [PMID:41619662] [10.1016/j.foodchem.2026.148195] |
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| 49. Wentao Zheng, Jialing Chen, Xinwen Zhang, Lu Xu, Qian Gu, Xianku Wu, Xuehua Zhang. (2026) Dual reaction pathways toward CO2 capture enabled by 1,5-diazabicyclo[4.3.0]non-5-ene in ternary deep eutectic solvents: Mechanistic insights and performance advantages. JOURNAL OF CHEMICAL THERMODYNAMICS, [PMID:] [10.1016/j.jct.2026.107649] |
![1,5-Diazabicyclo[4.3.0]-5-nonene - ≥97% CAS No(3001-72-7) by Aladdin Scientific](https://www.aladdinsci.com/media/catalog/product/cache/207e23213cf636ccdef205098cf3c8a3/D/6/D683625.jpg)
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