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Details

Stereochemistry ACHIRAL
Molecular Formula C8H16O4
Molecular Weight 176.2102
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 1,4,7,10-TETRAOXACYCLODODECANE

SMILES

C1COCCOCCOCCO1

InChI

InChIKey=XQQZRZQVBFHBHL-UHFFFAOYSA-N
InChI=1S/C8H16O4/c1-2-10-5-6-12-8-7-11-4-3-9-1/h1-8H2

HIDE SMILES / InChI

Molecular Formula C8H16O4
Molecular Weight 176.2102
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Aggregation of perfluoroctanoate salts studied by 19F NMR and DFT calculations: counterion complexation, poly(ethylene glycol) addition, and conformational effects.
2010-11-16
Four-coordinate iridium(I) monohydrides: reversible dinitrogen binding, bond activations, and deprotonations.
2010-07-07
(1,4,7,10-Tetra-oxacyclo-dodeca-ne)(trideuteroacetonitrile)lithium perchlorate.
2010-03-24
(μ-1,4,7,10-Tetra-oxacyclo-dodeca-ne)bis-[(1,4,7,10-tetra-oxacyclo-dodeca-ne)lithium] bis-(perchlorate).
2010-03-24
Complexation of syndiotactic polystyrene with 12-crown-4.
2010-03-16
7Li NMR chemical shift titration and theoretical DFT calculation studies: solvent and anion effects on second-order complexation of 12-crown-4 and 1-aza-12-crown-4 with lithium cation in several aprotic solvents.
2010-02
Exploring gas-phase ion-ionophore interactions: infrared spectroscopy of argon-tagged alkali ion-crown ether complexes.
2010-01-28
Structures and encapsulation motifs of functional molecules probed by laser spectroscopic and theoretical methods.
2010
Recognition of Li+ by a salophen-UO2 homodimeric complex.
2009-09-07
Si3C2-rings: from a nonconjugated trisilacyclopentadiene to an aromatic trisilacyclopentadienide and cyclic disilenide.
2009-05-13
Design, synthesis, characterization, and OFET properties of amphiphilic heteroleptic tris(phthalocyaninato) europium(III) complexes. The effect of crown ether hydrophilic substituents.
2009-01-05
Cationic crown ether complexes of germanium(II).
2009
Investigation of non-nucleophilic additives for the reduction of morphological anomalies in protein arrays.
2008-11-18
Enhancement of photocurrent generation and open circuit voltage in dye-sensitized solar cells using Li+ trapping species in the gel electrolyte.
2008-03-07
Cyclohexane as a Li+ selective ionophore.
2007-08-09
The nature of the chemical bond in linear three-body systems: from i3- to mixed chalcogen/halogen and trichalcogen moieties.
2007
Ligand-activated lithium-mediated zincation of N-phenylpyrrole.
2007
Exploring crown ethers as shift reagents for ion mobility spectrometry.
2006-10-01
Determination of labile trace metals with screen-printed electrode modified by a crown-ether based membrane.
2006-07-28
Experimental and theoretical study of the vibrational spectra of 12-crown-4-alkali metal cation complexes.
2006-07-20
Synthesis, structure and hydrosilylation activity of neutral and cationic rare-earth metal silanolate complexes.
2006-02-21
Crown bowl: metallocyclophane by self-assembly of 4'-pyridylmethyl-armed 12-crown-4 ethers with Ag+ ions.
2006-02-06
Cationic rare-earth metal trimethylsilylmethyl complexes supported by THF and 12-crown-4 ligands: synthesis and structural characterization.
2005-09-19
Conformational study of the structure of 12-crown-4-alkali metal cation complexes.
2005-09-08
Experimental and theoretical study on gas-phase ion/molecule reactions of silver trimer cation, Ag3+, with 12-crown-4.
2005-07-08
1,4,7,10-tetraoxacyclododecane-triphenylmethanethiol (1/2).
2005-07
Experimental and theoretical study of the vibrational spectra of free 12-crown-4.
2005-05-26
Conformational study of the structure of free 18-crown-6.
2005-04-28
Ultrafast dynamics of liquid poly(ethylene glycol)s and crown ethers studied by femtosecond Raman-induced Kerr effect spectroscopy.
2005-04-21
Controllable donor-acceptor neutral [2]rotaxanes.
2004-12-03
Micro patterning of cell and protein non-adhesive plasma polymerized coatings for biochip applications.
2004-12
Switchable neutral bistable rotaxanes.
2004-08-18
Li+ -induced sigma-bond metathesis: aryl for methyl exchange on boron in a methylated monocarbadodecaborate anion.
2004-04-07
Formation of molecular radical cations of aliphatic tripeptides from their complexes with CuII(12-crown-4).
2004
Comparison of theoretical and experimental data to evaluate substrate diffusional limitations for crown ether- and methyl-beta-cyclodextrin-activated serine protease subtilisin Carlsberg in tetrahydrofuran.
2003-11-05
The remarkable ability of lithium ion to reverse the stereoselectivity in the conjugate addition of Li[BuCuI] to a chiral N-crotonyl-2-oxazolidinone.
2003-09-18
From 1D strands to extended molecular assemblies in the binary compounds of dithiooxamide and dithiobiurea with crown ethers.
2003-08-21
Effect of additives on the stereochemical integrity and reactivity of alpha-alkoxycarbonyl alkenylcopper intermediates. Optimal conditions for the synthesis of isomerically pure tetrasubstituted alkenes.
2003-07-25
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.
2002-05-01
Effect of crown ethers on structure, stability, activity, and enantioselectivity of subtilisin Carlsberg in organic solvents.
2001-08-20
DFT study of the effect of sigma-ligands on the structure of ester enolates in THF, as models of the active center in the anionic polymerization of methyl methacrylate.
2001-05-30
Patents

Patents

Substance Class Chemical
Created
by admin
on Mon Mar 31 18:57:01 GMT 2025
Edited
by admin
on Mon Mar 31 18:57:01 GMT 2025
Record UNII
K6069P2C2A
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
12-CROWN-4
Preferred Name English
1,4,7,10-TETRAOXACYCLODODECANE
Systematic Name English
EOCT
Common Name English
ETHYLENE OXIDE CYCLIC TETRAMER
Common Name English
12-CROWN-4-ETHER
Common Name English
Code System Code Type Description
CHEBI
32399
Created by admin on Mon Mar 31 18:57:01 GMT 2025 , Edited by admin on Mon Mar 31 18:57:01 GMT 2025
PRIMARY
PUBCHEM
9269
Created by admin on Mon Mar 31 18:57:01 GMT 2025 , Edited by admin on Mon Mar 31 18:57:01 GMT 2025
PRIMARY
ECHA (EC/EINECS)
206-036-5
Created by admin on Mon Mar 31 18:57:01 GMT 2025 , Edited by admin on Mon Mar 31 18:57:01 GMT 2025
PRIMARY
EPA CompTox
DTXSID6059780
Created by admin on Mon Mar 31 18:57:01 GMT 2025 , Edited by admin on Mon Mar 31 18:57:01 GMT 2025
PRIMARY
WIKIPEDIA
12-CROWN-4
Created by admin on Mon Mar 31 18:57:01 GMT 2025 , Edited by admin on Mon Mar 31 18:57:01 GMT 2025
PRIMARY
FDA UNII
K6069P2C2A
Created by admin on Mon Mar 31 18:57:01 GMT 2025 , Edited by admin on Mon Mar 31 18:57:01 GMT 2025
PRIMARY
CAS
294-93-9
Created by admin on Mon Mar 31 18:57:01 GMT 2025 , Edited by admin on Mon Mar 31 18:57:01 GMT 2025
PRIMARY