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Sigma-Aldrich

1,4,7-Triazacyclononane trihydrochloride

97%

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About This Item

Empirical Formula (Hill Notation):
C6H15N3 · 3HCl
CAS Number:
58966-93-1
Molecular Weight:
238.59
Beilstein/REAXYS Number:
5287631
MDL number:
MFCD00074887
UNSPSC Code:
12352005
PubChem Substance ID:
24859794
NACRES:
NA.22

assay

97%

form

solid

mp

288 °C (dec.) (lit.)

SMILES string

Cl[H].Cl[H].Cl[H].C1CNCCNCCN1

InChI

1S/C6H15N3.3ClH/c1-2-8-5-6-9-4-3-7-1;;;/h7-9H,1-6H2;3*1H

InChI key

HNPMVNQYFPWBKI-UHFFFAOYSA-N

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Application

1,4,7-Triazacyclononane trihydrochloride can be used as a reagent to prepare:
  • Nonadentate ligand, 1,4,7-tris[(6-carboxypyridin-2-yl)methyl]-1,4,7-triazacyclononane (H3tpatcn), which is used to prepare lanthanide complexes with high water solubility and rigid C3 symmetric structures.
  • Dansyl cryptands as fluorescent indicators via amination of (bromobenzyl)triazacycloalkane and oxadiamines.
  • [1,4,7-tri(3-butenyl)-1,4,7-triazacyclononane and 1,4,7-tri(2-propenyl)-1,4,7-triazacyclononane] by reacting with corresponding alkenyl halide.

Possible reagent for compleximetric titrations with high cation-binding selectivity.

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 3

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Certificates of Analysis (COA)

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An investigation into alkenyl-functionalized 1, 4, 7-triazacyclononanes: Synthesis, metal complexation, and attempted olefin metathesis
Baker MV, et al.
Australian Journal of Chemistry, 55(10), 655-660 (2002)
Synthesis of Dansyl-Substituted Cryptands Containing Triazacycloalkane Moieties and their Evaluation as Fluorescent Chemosensors
Chernichenko NM, et al.
Synlett, 28(20), 2800-2806 (2017)
Solid-state and solution properties of the lanthanide complexes of a new nonadentate tripodal ligand derived from 1, 4, 7-triazacyclononane
Gateau C, et al.
Dalton Transactions, 2428-2433 (2003)

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