1,5-Diazacyclooctane

Chemical compound From Wikipedia, the free encyclopedia

1,5-Diazacyclooctane is an organic compound with the formula (CH2CH2CH2NH)2. It is a colorless oil. 1,5-Diazacyclooctane is a cyclic diamine.[1]

Quick facts Names, Identifiers ...
1,5-Diazacyclooctane
Names
Preferred IUPAC name
1,5-Diazocane
Other names
DACO, octahydro-1,5-diazocine
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C6H14N2/c1-3-7-5-2-6-8-4-1/h7-8H,1-6H2
    Key: HTSQWLLKIZBMEO-UHFFFAOYSA-N
  • C1CNCCCNC1
Properties
C6H14N2
Molar mass 114.192 g·mol−1
Appearance colorless liquid
Boiling point 78–80 Â°C (172–176 Â°F; 351–353 K) 16 Torr
Except where otherwise noted, data are given for materials in their standard state (at 25 Â°C [77 Â°F], 100 kPa).
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Synthesis and reactions

It is prepared in low yield by the alkylation of ammonia with 1,3-dibromopropane.[2]

The N-H centers can be replaced with many other groups. As a bis secondary amine, it condenses with aldehydes to give bicyclic derivatives.[3] When treated with transition metal salts, it serves as a chelating ligand.[1]

References

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