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311308

Sigma-Aldrich

1,4,7-Triazacyclononane

95%

Synonym(s):

Octahydro-1H-1,4,7-triazonine, Triethylenetriamine

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About This Item

Empirical Formula (Hill Notation):
C6H15N3
CAS Number:
4730-54-5
Molecular Weight:
129.20
Beilstein:
773877
MDL number:
MFCD00012358
UNSPSC Code:
12352005
PubChem Substance ID:
24858511
NACRES:
NA.22

Assay

95%

form

solid

bp

110-130 °C/7 mmHg (lit.)

mp

42-45 °C (lit.)

SMILES string

C1CNCCNCCN1

InChI

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

InChI key

ITWBWJFEJCHKSN-UHFFFAOYSA-N

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Application

Starting material for the synthesis of 1,4,7-trifunctionalized derivatives which have applications in metal complexation.
Possible reagent for compleximetric titrations with high cation-binding selectivity.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup

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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Didar Asik et al.
Molecules (Basel, Switzerland), 25(10) (2020-05-18)
Complexes of Fe(III) that contain a triazacyclononane (TACN) macrocycle, two pendant hydroxyl groups, and a third ancillary pendant show promise as MRI contrast agents. The ancillary group plays an important role in tuning the solution relaxivity of the Fe(III) complex
Christopher C Scarborough et al.
Inorganic chemistry, 50(24), 12446-12462 (2011-11-17)
The electron transfer series of complexes [Cr((t)bpy)(3)](n)(PF(6))(n) (n = 3+, 2+, 1+, 0 (1-4)) has been synthesized and the molecular structures of 1, 2, and 3 have been determined by single-crystal X-ray crystallography; the structure of 4 has been investigated
Jane T Mooney et al.
Journal of chromatography. A, 1218(1), 92-99 (2010-12-17)
This study describes the screening of a peptide phage display library for amino acid sequences that bind with different affinities to a novel class of chelating ligands complexed with Ni²+ ions. These chelating ligands are based on the 1,4,7-triazacyclononane (TACN)
Piper J Klemm et al.
Contrast media & molecular imaging, 7(1), 95-99 (2012-02-22)
Commercial gadolinium magnetic resonance imaging (MRI) contrast agents are limited by low relaxivity (r₁) and coordination to only a single water molecule (q = 1). Consequently, gram quantities of these agents must be injected to obtain sufficient diagnostic contrast. In this study
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