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526169

Sigma-Aldrich

1,8-Dimethyl-1,4,8,11-tetraazacyclotetradecane

Synonym(s):

1,8-Dimethylcyclam

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About This Item

Empirical Formula (Hill Notation):
C12H28N4
CAS Number:
214078-92-9
Molecular Weight:
228.38
MDL number:
MFCD03427012
UNSPSC Code:
12352100
PubChem Substance ID:
24874539
NACRES:
NA.22

refractive index

n20/D 1.4940 (lit.)

bp

98-99 °C (lit.)

density

0.944 g/mL at 25 °C (lit.)

SMILES string

CN1CCCNCCN(C)CCCNCC1

InChI

1S/C12H28N4/c1-15-9-3-5-14-8-12-16(2)10-4-6-13-7-11-15/h13-14H,3-12H2,1-2H3

InChI key

BNLDMZVBFXARKJ-UHFFFAOYSA-N

General description

1,8-Dimethyl-1,4,8,11-tetraazacyclotetradecane is a heterocyclic building block.

Application

1,8-Dimethyl-1,4,8,11-tetraazacyclotetradecane may be used as a precursor for the synthesis of `trans′-difunctionalized derivatives. It may also be used in the synthesis of 4,11-bis(N-pyren-1-yl-acetamide)-1,8-dimethyl-1,4,8,11-tetraazacyclotetradecane.
Reactant for:
  • Ferromagnetic coupling of copper(II) and nickel(II) complexes
  • Preparation of cyclam bridged dinuclear platinum(II) complex as an antitumor agent
  • Preparation of dimethylcyclam based fluoroionophore having Hg2+- and Cd2+-selective signaling behaviors

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

195.1 °F - closed cup

flash_point_c

90.6 °C - closed cup

ppe

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)

Certificates of Analysis (COA)

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Copper (II) and Nickel (II) Complexes oftrans'-Difunctionalized Tetraaza Macrocycles.
Comparone A and Kaden TA.
Helvetica Chimica Acta, 81(10), 1765-1772 (1998)
So-Youn Moon et al.
The Journal of organic chemistry, 70(6), 2394-2397 (2005-03-12)
[reaction: see text] A new fluoroionophore has been synthesized by appending two signaling pyrenylacetamide subunits on the binding motif of 1,8-dimethylcyclam. The designed compound exhibited highly selective and sensitive fluoroionophoric behavior toward Hg(2+) ions of excimer emission in aqueous dioxane

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