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291161

Sigma-Aldrich

4,7,13,16,21-Pentaoxa-1,10-diazabicyclo[8.8.5]tricosane

98%

Synonym(s):

Kryptofix® 221

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About This Item

Empirical Formula (Hill Notation):
C16H32N2O5
CAS Number:
Molecular Weight:
332.44
Beilstein:
616444
EC Number:
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

refractive index

n20/D 1.5018 (lit.)

density

1.111 g/mL at 20 °C (lit.)

SMILES string

C1COCCN2CCOCCOCCN(CCO1)CCOCC2

InChI

1S/C16H32N2O5/c1-7-19-8-2-18-5-11-22-15-13-20-9-3-17(1)4-10-21-14-16-23-12-6-18/h1-16H2

InChI key

HDLXPNDSLDLJHF-UHFFFAOYSA-N

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Application

4,7,13,16,21-Pentaoxa-1,10-diazabicyclo[8.8.5]tricosane is a cryptand which is capable of forming complexes with metal cations. It is used to bind or trap cationic guests such as Na+, Cd2+, Zn2+ and Eu3+.

Legal Information

Kryptofix is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Electrogenerated chemiluminescence. 58. Ligand-sensitized electrogenerated chemiluminescence in europium labels.
Richter M M and Bard A J
Analytical Chemistry, 68(15), 2641-2650 (1996)
Ion-triggered spring-like motion of a double helicate accompanied by anisotropic twisting.
Miwa K, et al.
Nature Chemistry, 2(6), 444-444 (2010)
A Loiseau et al.
Biochimica et biophysica acta, 1235(1), 21-32 (1995-04-12)
The kinetics of the competitive transport of Na+ and K+ ions across the membrane of large unilamellar vesicles (LUV) were determined when transport was induced by (221)C10-cryptand, an ionizable mobile carrier. The experiments were performed at various pH values (7.7
R P Taylor et al.
Clinical biochemistry, 29(1), 33-37 (1996-02-01)
To develop methods based on enzyme activation for the analysis of sweat sodium and chloride using beta-galactosidase and alpha-amylase, respectively. Both were monitored kinetically on the Cobas Fara centrifugal analyzer. The sweat, collected with the Macroduct system, was diluted no
Amidinium carboxylate salt bridges as a recognition motif for mechanically interlocked molecules: synthesis of an optically active [2] catenane and control of its structure.
Nakatani Y, et al.
Angewandte Chemie (Weinheim an der Bergstrasse, Germany), 122(32), 5595-5599 (2010)

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