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Key Documents

73753

Sigma-Aldrich

1,7-Diaza-12-crown-4

≥97.0%

Synonym(s):

1,7-Dioxa-4,10-diazacyclododecane

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About This Item

Empirical Formula (Hill Notation):
C8H18N2O2
CAS Number:
Molecular Weight:
174.24
Beilstein/REAXYS Number:
606115
EC Number:
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

assay

≥97.0%

form

crystals

mp

80-84 °C

SMILES string

C1COCCNCCOCCN1

InChI

1S/C8H18N2O2/c1-5-11-7-3-10-4-8-12-6-2-9-1/h9-10H,1-8H2

InChI key

PWJHXHMUGFXPSN-UHFFFAOYSA-N

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Application

1,7-Diaza-12-crown-4 can be used to prepare:
  • A ligand named N,N′-bis[(6-carboxy-2-pyridyl)methyl]-1,7-diaza-12-crown-4, which is used to synthesize lanthanide metal complexes applicable as MRI contrast agents.
  • A novel chiral receptor that can be used in the separation of enantiomers using capillary electrophoresis.
  • A fluorescent anthracene based diazacrown ether, which can be used as a photoinduced electron transfer (PET) fluorescent sensor for guest cations.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Lanthanide complexes based on a 1, 7-diaza-12-crown-4 platform containing picolinate pendants: a new structural entry for the design of magnetic resonance imaging contrast agents
Mato-Iglesias M, et al.
Inorganic Chemistry, 47(17), 7840-7851 (2008)
Complexation and fluorescence behavior of diazacrown ether carrying two anthryl pendants
Kubo K, et al.
Talanta, 49(2), 339-344 (1999)
Synthesis of a new chiral receptor containing 1, 7-diaza-12-crown-4 and its application in chiral separation
Wang C, et al.
Synthetic Communications, 33(19), 3381-3386 (2003)

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