12-Crown-4 - ≥98% , CAS No.294-93-9

CAS: 294-93-9 Cat. No.: C102036 Formule: C₈H₁₆O₄ Poids moléculaire: 176.21 Beilstein Registry Number: 1363064 Numéro CE: 206-036-5

GRADE & PURITY ≥98%

Synonyms

EOCT | 12-crown-4-ether | CCRIS 157 | D89315 | FT-0607231 | CHEBI:32399 | SCHEMBL236725 | 1,4,7,10-TETRAOXACYCLODODECANE | 1,4,7,10-tetraoxacyclo-dodecane | 1,4,7,10tetraoxa-Cyclododecane | K6069P2C2A | LS-13523 | MFCD00005103 | 5-19-11-00334 (Beilstein H

Storage

Store at 2-8°C

Shipped In

Wet ice

Vue d’ensemble

12-Crown-4 is a Phase transfer catalyst, complexing-agent for lithium. Aprotic "solvent" for alkali metals, the sodium solution is a strong reducing agent.
An aprotic "solvent" for alkali metals, the sodium solution is a strong reducing agent

Specifications

Synonymes

EOCT | 12-crown-4-ether | CCRIS 157 | D89315 | FT-0607231 | CHEBI:32399 | SCHEMBL236725 | 1,4,7,10-TETRAOXACYCLODODECANE | 1,4,7,10-tetraoxacyclo-dodecane | 1,4,7,10tetraoxa-Cyclododecane | K6069P2C2A | LS-13523 | MFCD00005103 | 5-19-11-00334 (Beilstein H

Spécifications et pureté

≥98%

Conditions de stockage de stockage

Store at 2-8°C

Expédié en

Wet ice

Ce produit nécessite l'expédition en chaîne froide. Les services terrestres et autres services économiques ne sont pas disponibles.

Pureté

≥98%

Noms et identifiants

• Pubchem Sid: 504751814
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504751814
• Sourires canoniques: C1COCCOCCOCCO1
• IUPAC Name: 1,4,7,10-tetraoxacyclododecane
• InChIKey: XQQZRZQVBFHBHL-UHFFFAOYSA-N
• INCHI: 1S/C8H16O4/c1-2-10-5-6-12-8-7-11-4-3-9-1/h1-8H2
• Isomères SMILES: C1COCCOCCOCCO1
• WGK Allemagne: 3
• RTECS: XF0550000
• Numéro ONU: 2810
• Poids moléculaire: 176.21
• Beilstein: 1363064
• Reaxy-Rn: 1363064
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1363064&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Classe Organooxygen compounds
      • Subclass Ethers

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Classe: Organooxygen compounds
• Subclass: Ethers
• Intermediate Tree Nodes: Not available
• Direct Parent: Dialkyl ethers
• Alternative Parents: Oxacyclic compounds Hydrocarbon derivatives
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: Oxacycle - Organoheterocyclic compound - Dialkyl ether - Hydrocarbon derivative - Aliphatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as dialkyl ethers. These are organic compounds containing the dialkyl ether functional group, with the formula ROR', where R and R' are alkyl groups.
• External Descriptors: saturated organic heteromonocyclic parent - crown ether

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Mécanismes d'action

Propriétés chimiques et physiques

• Solubilité: Fully miscible in water.
• Sensibilité: Air sensitive.Light Sensitive
• Point de congélation (°C): 17 °C
• Indice de réfraction: 1.462-1.463
• Point d'éclair (°F): 235.4 °F
• Point d'éclair (°C): 113 °C
• Point d'ébullition (°C): 61-70°C/0.5mmHg
• Point de fusion (°C): 16°C
• Poids moléculaire: 176.210 g/mol
• XLogP3: 0.000
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 176.105 Da
• Monoisotopic Mass: 176.105 Da
• Topological Polar Surface Area: 36.900 Ų
• Heavy Atom Count: 12
• Formal Charge: 0
• Complexity: 65.099
• 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

Références

1. Tuo Xin, Rongkun Zhou, Qiuju Xu, Xiangcheng Yuan, Zilong Zheng, Yiqing Li, Qi Zhang, Jinzhang Liu.  (2022)  15-Crown-5 ether as efficient electrolyte additive for performance enhancement of aqueous Zn-ion batteries.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2022.139572]

2. Jiaqi Yang, Guorui Qu, Cuiping Liu, Shiwei Zhou, Bo Li, Yonggang Wei.  (2022)  An effective lithium ion-imprinted membrane containing 12-crown ether-4 for selective recovery of lithium.  CHEMICAL ENGINEERING RESEARCH & DESIGN,      [PMID:] [10.1016/j.cherd.2022.06.039]

3. Xianli Huang, Dongmei Zhuang, Zhihui Chen, Hao Gong, Tao Wang, Jianping He, Xiaogang Zhang.  (2021)  The investigation for electrodeposition behavior of lithium metal in a crown ether/propylene carbonate electrolyte.  JOURNAL OF ELECTROANALYTICAL CHEMISTRY,      [PMID:] [10.1016/j.jelechem.2021.115156]

4. Meng-Qi Chen, Wen-Shu Peng, Yang-Yang Lin, Hong-Liang Gu, Yong-Jun Sun, Bing-Qi Zhu, Jing Li, Jian-Guo Liu, Jian-Bo Qu.  (2020)  Crown Ether-Assisted Synthesis of Polystyrene Nanoparticles: Implications for Biomedicine and Electronics.  ACS Applied Nano Materials,      [PMID:] [10.1021/acsanm.0c02100]

5. Xuechao Xu, Yang Li, Dongya Yang, Xudong Zheng, Yuanyuan Wang, Jianming Pan, Tao Zhang, Jicheng Xu, Fengxian Qiu, Yongsheng Yan, Chunxiang Li.  (2017)  A facile strategy toward ion-imprinted hierarchical mesoporous material via dual-template method for simultaneous selective extraction of lithium and rubidium.  Journal of Cleaner Production,      [PMID:] [10.1016/j.jclepro.2017.10.023]

6. Jian Lu, Yingying Qin, Qi Zhang, Yilin Wu, Jiuyun Cui, Chunxiang Li, Liang Wang, Yongsheng Yan.  (2017)  Multilayered ion-imprinted membranes with high selectivity towards Li+ based on the synergistic effect of 12-crown-4 and polyether sulfone.  APPLIED SURFACE SCIENCE,      [PMID:] [10.1016/j.apsusc.2017.08.016]

7. Zheng Li, Xin Song, Wenke Li, Xiaolong Ding, Lianjie Li, Meijun Liu, Lanhe Zhang, Chuntao Zhu, Zicheng Chen.  (2024)  A novel high-performance IIP@PPy/rGO@PVDF composite membrane for the selective recovery of lithium-ion via an external-voltage-driven process.  SEPARATION AND PURIFICATION TECHNOLOGY,      [PMID:] [10.1016/j.seppur.2024.129581]

8. Baoying Wang, Ruirui Li, Zhenzhen Cui, Zihao Wang, Weicheng Fu, Junying Yan, Chenxiao Jiang, Liang Wu, Tongwen Xu, Yaoming Wang.  (2024)  Facile design of a crown ether-functionalized polymeric membrane for highly efficient lithium and magnesium separation during electrodialysis.  CHEMICAL ENGINEERING SCIENCE,      [PMID:] [10.1016/j.ces.2024.120865]

9. Meifeng Jiang, Xinle Lu, Maosheng Chen, Wenyi Tong, Hechun Lin, Chunhua Luo, Hui Peng, Chungang Duan.  (2024)  Supramolecular Assembly of Cesium Copper Iodine Resulting in Rich Emission Properties.  Advanced Optical Materials,  12  (27): (2401098).  [PMID:] [10.1002/adom.202401098]

10. Chuncai Wang, Shiwen Bao, Yanfeng Gong, Lei Yu, Zizhe Xu, Chul. B. Park, Kunyan Sui, Jun Gao, Xueli Liu.  (2026)  Regulating the Crystalline Structure and Ion Affinity of Covalent Organic Frameworks for Enhanced Lithium/Magnesium Separation.  Biomimetics,  11  (3): (177).  [PMID:41892100] [10.3390/biomimetics11030177]