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295809

Sigma-Aldrich

1,4,10,13-Tetraoxa-7,16-diazacyclooctadecane

≥96%

Synonym(s):

1,10-Diaza-18-crown-6

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About This Item

Empirical Formula (Hill Notation):
C12H26N2O4
CAS Number:
23978-55-4
Molecular Weight:
262.35
Beilstein:
609764
EC Number:
245-965-0
MDL number:
MFCD00005112
UNSPSC Code:
12352005
PubChem Substance ID:
24857813
NACRES:
NA.22

Quality Level

100

Assay

≥96%

form

solid

mp

111-114 °C (lit.)

SMILES string

C1COCCOCCNCCOCCOCCN1

InChI

1S/C12H26N2O4/c1-5-15-9-10-17-7-3-14-4-8-18-12-11-16-6-2-13-1/h13-14H,1-12H2

InChI key

NLMDJJTUQPXZFG-UHFFFAOYSA-N

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Application

1,4,10,13-Tetraoxa-7,16-diazacyclooctadecane is a crown ether, which can be used:
  • In the spectroscopic studies of its complex-forming reaction with iodine.
  • To prepare the ligand 7,16-bis(5-t-butyl-2-hydroxybenzyl)-1,4,10,13-tetraoxa-7,16-diazacyclooctadecane.
  • As a ligand in the study of zirconium facilitated hydrolysis of a dipeptide at neutral pH.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315 - H319 - H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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2-Hydroxymethyl-18-crown-6 95%

Sigma-Aldrich

388440

2-Hydroxymethyl-18-crown-6

Spectroscopic studies of the reaction of iodine with the mixed oxygen-nitrogen cyclic base 1, 4, 10, 13-tetraoxa-7, 16-diazacyclooctadecane
Nour E
Spectrochimica Acta Part A: Molecular Spectroscopy, 47(6), 743-747 (1991)
Tuning Zr (IV)-assisted peptide hydrolysis at near-neutral pH
Kassai M and Grant KB
Inorganic Chemistry Communications, 11(5), 521-525 (2008)
Syntheses and crystal structures of copper complexes of 7, 16-bis (5-t-butyl-2-hydroxybenzyl)-1, 4, 10, 13-tetraoxa-7, 16-diazacyclooctadecane
Ma S, et al.
Polyhedron, 22(25-26), 3249-3253 (2003)
L P Varga et al.
International journal of radiation biology, 66(4), 399-405 (1994-10-01)
To date, there has been no effective therapy to counter incorporated radionuclides of strontium. In an endeavour to solve this problem, we have synthesized and evaluated various N,N'-disubstituted derivatives of 1,4,10,13-tetraoxa-7,16-diaza-cyclooctadecane(crypt and 2.2) for their ability to mobilize 85Sr2+. These
Fran Supek et al.
European journal of medicinal chemistry, 46(8), 3444-3454 (2011-06-02)
18-crown-6 ethers are known to exert their biological activity by transporting K(+) ions across cell membranes. Using non-linear Support Vector Machines regression, we searched for structural features that influence antiproliferative activity in a diverse set of 19 known oxa-, monoaza-

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