Cyclam

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Cyclam
Names
IUPAC name
1,4,8,11-Tetraazacyclotetradecane
Other names
14-crown-4N4
Properties
C10H24N4
Molar mass 200.330 g/mol
Appearance While crystalline solid
Density 0.861 g/cm3
Melting point 185–188 °C (365–370 °F; 458–461 K)
Boiling point 321.1 °C (610.0 °F; 594.2 K)
5 g/100 ml (20 °C)
Solubility Reacts with acids
Hazards
Safety data sheet Sigma-Aldrich
Lethal dose or concentration (LD, LC):
371 mg/kg (mouse, IP)
Related compounds
Related compounds
Cyclen
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Cyclam or 1,4,8,11-tetraazacyclotetradecane is an organic chemical compound with the formula C10H24N4. It is an aza-crown ether, an aza analogue of a crown ether.

Properties

Chemical

Cyclam will form coordination complexes with transition metal salts.

Physical

Cyclam is a colorless crystalline solid, slightly soluble in water.

Availability

Cyclam is sold by chemical suppliers and can be bought online.

Preparation

Cyclam can be prepared by the reaction of 1,3-dibromopropane and ethylenediamine:[1]

(CH2)3Br2 + (CH2)2(NH2)2 → (NHCH2CH2NHCH2CH2CH2)2

Projects

  • Metal-cyclam complexes
  • Compound collecting

Handling

Safety

There is little available data on the toxicity of cyclam, but, like all amines, it should be handled with care.

Storage

In closed bottles, away from acids.

Disposal

Can be neutralized by destroying it using an oxidizing mixture.

References

  1. https://onlinelibrary.wiley.com/doi/10.1002/recl.19370560405

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