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33100-27-5,MFCD00005110
Catalog No.:AA0032LA

33100-27-5 | 15-Crown-5

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  • Technical Information
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA0032LA
Chemical Name:
15-Crown-5
CAS Number:
33100-27-5
Molecular Formula:
C10H20O5
Molecular Weight:
220.2628
MDL Number:
MFCD00005110
SMILES:
O1CCOCCOCCOCCOCC1
Properties
Properties
 
BP:
350.9°C at 760 mmHg  
Form:
Liquid  
MP:
-20°C(lit.)  
Refractive Index:
n20/D 1.465(lit.)  
Solubility:
Miscible with organic solvents.  
Stability:
Hygroscopic  
Storage:
Inert atmosphere;Room Temperature;  

Computed Properties
 
Complexity:
86.2  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
15  
Hydrogen Bond Acceptor Count:
5  
XLogP3:
-0.5  

Literature

Title: Studies on the photochemical behavior of N-salicylidenaniline in chloroform.

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20120901

Title: [Ni(MeCN)(H2O)2(NO3)2]·(15-crown-5)·MeCN: detailed study of a four-phase sequence that includes an intermediate modulated phase.

Journal: Acta crystallographica. Section B, Structural science 20120801

Title: Synthesis and structural diversity of barium (N,N-dimethylamino)diboranates.

Journal: Inorganic chemistry 20120618

Title: Response of crown ether functionalized polythiophenes to alkaline ions.

Journal: The journal of physical chemistry. B 20120419

Title: Enhanced isosteric heat of H2 adsorption by inclusion of crown ethers in a porous metal-organic framework.

Journal: Chemical communications (Cambridge, England) 20120407

Title: Theoretical and experimental study on the molecular recognition of adrenaline by supramolecular complexation with crown ethers.

Journal: Computers in biology and medicine 20120401

Title: Di-μ-chlorido-bis-[aqua-chloridodimethyl-tin(IV)]-1,4,7,10,13-penta-oxacyclo-penta-decane (1/1).

Journal: Acta crystallographica. Section E, Structure reports online 20120401

Title: Self-assembly of the oxy-tyrosinase core and the fundamental components of phenolic hydroxylation.

Journal: Nature chemistry 20120304

Title: Diaqua-dichloridomethyl-phenyl-tin(IV)-1,4,7,10,13-penta-oxacyclo-penta-decane (1/1).

Journal: Acta crystallographica. Section E, Structure reports online 20120201

Title: [Ni(H2O)6](NO3)2·(15-crown-5)·2H2O: three phase transitions and an intermediate modulated phase stable over a range of ca 40 K.

Journal: Acta crystallographica. Section B, Structural science 20111201

Title: Synthesis, complexation, and fluorescence behavior of 3,4-dimethylthieno[2,3-b]thiophene carrying two monoaza-15-crown-5 ether groups.

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20111101

Title: Multimodal metal cation sensing with bis(macrocyclic) dye.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20110912

Title: (15-Crown-5-κO)[S-(E)-1,2-dichloro-vinyl thio-sulfato-κO]sodium.

Journal: Acta crystallographica. Section E, Structure reports online 20110701

Title: Crown ether complexes with H₃O⁺ and NH₄⁺: proton localization and proton bridge formation.

Journal: The journal of physical chemistry. A 20110630

Title: Infrared spectroscopy of divalent zinc and cadmium crown ether systems.

Journal: The journal of physical chemistry. A 20110602

Title: Synthesis of (-)-homogalanthamine from naltrexone.

Journal: The Journal of organic chemistry 20110401

Title: Detailed study of the phase transition in [Ni(H2O)6](NO3)2·(15-crown-5)·H2O and analysis in terms of mean-field theory.

Journal: Acta crystallographica. Section B, Structural science 20110401

Title: A novel fluorescent cesium ion-selective optode membrane based on 15-crown-5-anthracene.

Journal: Journal of fluorescence 20110301

Title: A comparison of complexation of Li+ ion with macrocyclic ligands 15-crown-5 and 12-crown-4 in binary nitromethane-acetonitrile mixtures by using lithium-7 NMR technique and ab initio calculation.

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20110101

Title: [Glycosides of hydroxylamine derivatives. I. phase transfer synthesis and study of isatine-3-oximes glucosaminides influence on bacterial luminescence].

Journal: Bioorganicheskaia khimiia 20110101

Title: In vivo fluorescence imaging of bacteriogenic cyanide in the lungs of live mice infected with cystic fibrosis pathogens.

Journal: PloS one 20110101

Title: The chemical synthesis of tetrodoxin: an ongoing quest.

Journal: Marine drugs 20110101

Title: Anisotropic nanomaterials: structure, growth, assembly, and functions.

Journal: Nano reviews 20110101

Title: Polynuclear and mixed-ligand mononuclear Cu(I) complexes with N-thiophosphorylated thioureas and 1,10-phenanthroline or PPh3.

Journal: Dalton transactions (Cambridge, England : 2003) 20101228

Title: Aggregation of perfluoroctanoate salts studied by 19F NMR and DFT calculations: counterion complexation, poly(ethylene glycol) addition, and conformational effects.

Journal: Langmuir : the ACS journal of surfaces and colloids 20101116

Title: Experimental and theoretical study on the supramolecular complexes of 15-crown-5 with adrenaline.

Journal: Bioorganic & medicinal chemistry letters 20100815

Title: On the sequence of three related phases of [Ni(H2O)2(15-crown-5)](HSO4)2 in the temperature range 110-295 K.

Journal: Acta crystallographica. Section B, Structural science 20100801

Title: Remarkable Mg2+-selective emission of an azacrown receptor based on Ir(III) complex.

Journal: Chemical communications (Cambridge, England) 20100614

Title: fac-Aqua-(2-carboxy-ethyl-κC,O)trichlorido-tin(IV)-1,4,7,10,13-penta-oxacyclo-penta-deca-ne-water (1/1/2).

Journal: Acta crystallographica. Section E, Structure reports online 20100501

Title: More examples of the 15-crown-5...H2O-M-OH2...15-crown-5 motif, M = Al3+, Cr3+ and Pd2+.

Journal: Acta crystallographica. Section B, Structural science 20100401

Title: Efficient conformational sampling of multiconformational cyclic molecules: application to 1,4,7,10,13-Pentaoxacyclopentadecane.

Journal: Journal of molecular modeling 20100201

Title: Supported liquid membrane transport of alkali metal cations by monoazacryptand with a partially fluorinated sidearm and the corresponding monoazacrown ethers.

Journal: Journal of oleo science 20100101

Title: Real-time two-dimensional imaging of potassium ion distribution using an ion semiconductor sensor with charged coupled device technology.

Journal: Analytical sciences : the international journal of the Japan Society for Analytical Chemistry 20100101

Title: Bis(benzo-15-crown-5-κO)barium tetrakis-(isothio-cyanato-κN)cobaltate(II).

Journal: Acta crystallographica. Section E, Structure reports online 20100101

Title: Structures and encapsulation motifs of functional molecules probed by laser spectroscopic and theoretical methods.

Journal: Sensors (Basel, Switzerland) 20100101

Title: DFT study of the carbon- and nitrogen-pivot lariat crown ethers and their complexes with alkali metal cations: Na(+), K(+).

Journal: Journal of computational chemistry 20091201

Title: Cation-induced molecular orbital modulations and supramolecular formation of a 15-crown-5-substituted tribenzotetraazachlorin-C60 conjugate.

Journal: Chemical communications (Cambridge, England) 20090621

Title: Structural features of the adenosine conjugate in means of vibrational spectroscopy and DFT.

Journal: Biophysical chemistry 20090601

Title: Crown-capped imidacloprid: a novel design and insecticidal activity.

Journal: Bioorganic & medicinal chemistry letters 20090601

Title: Structure and spectroscopic properties of phthalocyaninato zinc(II) complexes fused with different number of 15-crown-5 moieties.

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20090401

Title: A new synthesis of difluorodiazirine and the absolute reactivity of difluorocarbene.

Journal: Journal of the American Chemical Society 20090218

Title: Cationic crown ether complexes of germanium(II).

Journal: Angewandte Chemie (International ed. in English) 20090101

Title: The synthesis, molecular structure and supramolecular architecture of complexes between the ammonia adduct of tris(pentafluorophenyl)boron and a series of mono and polydentate hydrogen-bond acceptors.

Journal: Dalton transactions (Cambridge, England : 2003) 20081207

Title: The elusive [Ni(H2O)2(15-crown-5)]2+ cation and related co-crystals of nickel(II) hydrates and 15-crown-5.

Journal: Acta crystallographica. Section B, Structural science 20081201

Title: Diaqua-(1,4,7,10,13-penta-oxacyclo-penta-deca-ne)iron(II) bis-(μ-cis-1,2-dicyano-1,2-ethyl-enedithiol-ato)bis-[(cis-1,2-dicyano-1,2-ethyl-enedithiol-ato)ferrate(III)] 1,4,7,10,13-penta-oxacyclo-penta-decane disolvate.

Journal: Acta crystallographica. Section E, Structure reports online 20081201

Title: Selective fluorimetric recognition of cesium ion by 15-crown-5-anthracene.

Journal: Journal of fluorescence 20080901

Title: Synthesis of a novel D-glucose-conjugated 15-crown-5 ether with a spiro ketal structure.

Journal: Molecules (Basel, Switzerland) 20080822

Title: Evaluation of the hydrophilic property of sodium ion-pair complexes with 3m-crown-m ethers (m = 5, 6) and their benzo-derivatives by solvent extraction.

Journal: Analytical sciences : the international journal of the Japan Society for Analytical Chemistry 20080801

Title: 4'-Formyl-benzo-15-crown-5.

Journal: Acta crystallographica. Section E, Structure reports online 20080801

Title: Hydrolytic reactivity trends among potential prodrugs of the O2-glycosylated diazeniumdiolate family. Targeting nitric oxide to macrophages for antileishmanial activity.

Journal: Journal of medicinal chemistry 20080710

Title: Cation complexation behavior of pyrene- and anthracene-appended new crown ether derivatives.

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20080701

Title: Aqua-chloridodimethyl-phenyltin(IV)-15-crown-5 (2/1).

Journal: Acta crystallographica. Section E, Structure reports online 20080501

Title: Synthesis and characterisation of helical beta-peptide architectures that contain (S)-beta3-HDOPA(Crown Ether) derivatives.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20080101

Title: catena-Poly[[nickel(II)-μ(3)-1,1-dicyano-ethene-2,2-dithiol-ato-κS,S':N:N'-bis-[(15-crown-5)magnesium(II)]-μ(3)-1,1-dicyano-ethene-2,2-dithiol-ato-κN:N':S,S'] dichloride].

Journal: Acta crystallographica. Section E, Structure reports online 20080101

Title: Novel 15-crown-5 ether or beta-diketone incorporated gadolinium complexes for the detection of potassium ions or magnesium and calcium ions.

Journal: The Analyst 20071101

Title: Anomalous fluorescent responses of 9-fluorenecarboxamide derivatives possessing benzo-15-crown-5.

Journal: Analytical sciences : the international journal of the Japan Society for Analytical Chemistry 20071101

Title: Thermodynamic studies of aqueous and CCl4 solutions of 15-crown-5 at 298.15 K: an application of McMillan-Mayer and Kirkwood-Buff theories of solutions.

Journal: The journal of physical chemistry. B 20070705

Title: A PGSE diffusion and electrophoretic NMR study of Cs+ and Na+ dynamics in aqueous crown ether systems.

Journal: Magnetic resonance in chemistry : MRC 20070201

Title: Ion/molecule reactions to chemically deconvolute the electrospray ionization mass spectra of synthetic polymers.

Journal: Analytical chemistry 20061215

Title: Exploring crown ethers as shift reagents for ion mobility spectrometry.

Journal: Analytical chemistry 20061001

Title: Adsorption of copper and lead in aqueous solution onto bentonite modified by 4'-methylbenzo-15-crown-5.

Journal: Journal of hazardous materials 20060921

Title: Oxidative response of rat lung tissue after crown ethers exposure and the effects of alpha-tocopherol treatment.

Journal: Clinica chimica acta; international journal of clinical chemistry 20060801

Title: Assembly of heterometallic clusters and coordination polymers by combining Mo-S-based clusters with Mn2+.

Journal: Inorganic chemistry 20060515

Title: Heteroleptic bis(phthalocyaninato) europium(III) complexes fused with different numbers of 15-crown-5 moieties. Synthesis, spectroscopy, electrochemistry, and supramolecular structure.

Journal: Inorganic chemistry 20060501

Title: The importance of alkali cations in the [{RuCl2(p-cymene)}2]-pseudo-dipeptide-catalyzed enantioselective transfer hydrogenation of ketones.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20060412

Title: The interaction between ketamine and some crown ethers in common organic solvents studied by NMR: the effect of donating atoms and ligand structure.

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20060201

Title: Cytotoxicity and the levels of oxidative stress parameters in WI38 cells following 2 macrocyclic crown ethers treatment.

Journal: Clinica chimica acta; international journal of clinical chemistry 20060201

Title: The autoionization of [TiF4] by cation complexation with [15]crown-5 to give [TiF2([15]crown-5)][Ti4F18] containing the tetrahedral [Ti4F18]2- ion.

Journal: Angewandte Chemie (International ed. in English) 20051209

Title: Three modulation patterns in four related [M(H2O)2(15-crown-5)](NO3)2 structures.

Journal: Acta crystallographica. Section B, Structural science 20051201

Title: How trimethyl(trifluoromethyl)silane reacts with itself in the presence of naked fluoride--a one-pot synthesis of bis([15]crown-5)cesium 1,1,1,3,5,5,5-heptafluoro-2,4-bis(trifluoromethyl)pentenide.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20051104

Title: Hexafluoroantimony(V) salts of the cationic Ti(IV) fluoride non metallocene complexes [TiF3(MeCN)3]+ and [TiF2L]2+ (L = 15-Crown-5 and 18-Crown-6). Preparation, characterization and thermodynamic stability.

Journal: Dalton transactions (Cambridge, England : 2003) 20050921

Title: Stabilising small clusters: synthesis and characterisation of thermolabile [Gd4F7(15-crown-5)4][AsF6]5.6 SO2.

Journal: Dalton transactions (Cambridge, England : 2003) 20050707

Title: Fluorometric sensing of alkali metal and alkaline earth metal cations by novel photosensitive monoazacryptand derivatives in aqueous micellar solutions.

Journal: Organic & biomolecular chemistry 20050507

Title: Ultrafast dynamics of liquid poly(ethylene glycol)s and crown ethers studied by femtosecond Raman-induced Kerr effect spectroscopy.

Journal: The journal of physical chemistry. B 20050421

Title: Absorption spectroscopic study of synergistic extraction of praseodymium with benzoyl acetone in presence of crown ether.

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20050401

Title: Fluorescent metal ion indicators based on benzoannelated crown systems: a green fluorescent indicator for intracellular sodium ions.

Journal: Bioorganic & medicinal chemistry letters 20050401

Title: [A phase-transfer glucosamination of phenols catalyzed by polyethylene glycol].

Journal: Bioorganicheskaia khimiia 20050101

Title: [A synthesis of heteroaromatic S- and N-beta-glycosides of N-acetylglucosamine under phase transfer conditions].

Journal: Bioorganicheskaia khimiia 20050101

Title: Lipase-catalyzed enantioselective esterification of mono-aza-benzo-15-crown-5-ether derivatives in organic media.

Journal: Biotechnology letters 20041001

Title: Synthesis and spectroscopic characterization of new Schiff bases containing the benzo-15-crown-5 moiety.

Journal: Molecules (Basel, Switzerland) 20040930

Title: Template-assisted self assembly of two lipophilic polyion aggregates derived from sodium tetraphenyl imidodiphosphinate-complexes containing sodium ions in four different coordination environments.

Journal: Chemical communications (Cambridge, England) 20040907

Title: Heavier alkali metal complexes of 2-phenylamidopyridine: an X-ray crystallographic and theoretical study of a structurally diverse series of crown ether adducts.

Journal: Dalton transactions (Cambridge, England : 2003) 20040821

Title: Effect of adlayer structure on the host-guest recognition between calcium and crown-ether-substituted phthalocyanine arrays on Au single-crystal surfaces.

Journal: Journal of the American Chemical Society 20040630

Title: Two complexes of Sm(II) with crown ethers-electrochemical synthesis, structure and spectroscopy.

Journal: Dalton transactions (Cambridge, England : 2003) 20040307

Title: [Aromatic crown ethers as phase transfer catalysts in the synthesis of N-acetylglucosamine beta-aryl glycosides].

Journal: Bioorganicheskaia khimiia 20040101

Title: From 1D strands to extended molecular assemblies in the binary compounds of dithiooxamide and dithiobiurea with crown ethers.

Journal: Organic & biomolecular chemistry 20030821

Title: A theoretical study of the large Hg-Hg spin-spin coupling constants in Hg(2)(2+), Hg(3)(2+), and Hg(2)(2+)-crown ether complexes.

Journal: Journal of the American Chemical Society 20030423

Title: Luminescent terbium(III) complexes with pendant crown ethers responding to alkali metal ions and aromatic antennae in aqueous solution.

Journal: Chemical communications (Cambridge, England) 20020921

Title: Supramolecular cation assemblies of hydrogen-bonded (NH4+/NH2NH3+)(crown ether) in [Ni(dmit)2]-based molecular conductors and magnets.

Journal: Journal of the American Chemical Society 20020731

Title: Liquid-liquid extraction of alkali metal ions with photochromic crowned spirobenzopyrans.

Journal: Analytical chemistry 20020601

Title: Effect of structural variation within lipophilic N-(X)sulfonyl carbamoyl lariat ethers on the selectivity and efficiency of competitive alkali metal cation extraction into chloroform.

Journal: Analytical chemistry 20020501

Title: The first structurally characterized cationic lanthanide-alkyl complexes.

Journal: Chemical communications (Cambridge, England) 20020421

Title: Spectroscopic characterisation of indium(III) chloride and mixed ligand complexes.

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20020315

Title: Interaction of biotin with Mg-O bonds: bifunctional binding and recognition of biotin and related ligands by the Mg(15-crown-5)2+ unit.

Journal: Journal of the American Chemical Society 20020306

Title: Recognition of potassium ion in water by 15-crown-5 functionalized gold nanoparticles.

Journal: Analytical chemistry 20020115

Title: Effect of crown ethers on structure, stability, activity, and enantioselectivity of subtilisin Carlsberg in organic solvents.

Journal: Biotechnology and bioengineering 20010820

Title: Ion chromatography on chelating stationary phases: separation of alkali metals.

Journal: Journal of chromatography. A 20010706

Title: Simultaneous separation of common mono- and divalent cations on a zirconium-modified silica gel column by ion chromatography with non-suppressed conductimetric detection and tartaric acid-15-crown-5 as eluent.

Journal: Journal of chromatography. A 20010622

Title: [15]crown-5: an unsymmetrical bifacial hydrogen-bond acceptor in crystal engineering.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20010316

Title: Tetraaza analogues of lithium and sodium alums: synthesis and X-ray structures of the single strand polymer [Li(THF)2(Al[SO2(NtBu)2]2)] infinity and the contact ion pairs [Na(15-crown-5)][Al(SO2(NtBu)2)2] and ([Na(15-crown-5)][O2S(mu-NBn)2Al(mu-NBnSO2NBn)])2.

Journal: Inorganic chemistry 20010115

Title: [The anti-ischemic properties of crown ether derivatives].

Journal: Eksperimental'naia i klinicheskaia farmakologiia 19930101

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Tags:33100-27-5 Molecular Formula|33100-27-5 MDL|33100-27-5 SMILES|33100-27-5 15-Crown-5 |Organic_Building_Blocks