1,5-Diazacyclooctane

1,5-Diazacyclooctane
Names
	Other names DACO, octahydro-1,5-diazocine
Identifiers
CAS Number	5687-07-0;
3D model (JSmol)	Interactive image;
ChemSpider	4416083;
PubChem CID	5248373;
	InChI InChI=1S/C6H14N2/c1-3-7-5-2-6-8-4-1/h7-8H,1-6H2 Key: HTSQWLLKIZBMEO-UHFFFAOYSA-N;
	SMILES C1CNCCCNC1;
Properties
Chemical formula	C6H14N2
Molar mass	114.192 g·mol−1
Appearance	colorless liquid
Boiling point	78–80 °C (172–176 °F; 351–353 K) 16 Torr
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
	Infobox references

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]

Synthesis and reactions

It is prepared in low yield by the alkylation of hydrazine 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]

Related compounds

gollark: U+202E is fun too but discord has no support.

gollark: I did Ctrl+alt+u262d.

gollark: U+262D HAMMER AND SICKLE EMOJI ☭ because of course this exists.

gollark: Like I said, in informational videos and stuff, usually the moving pictures would be better off as static infographics.

gollark: Informational texts are kind of less so.

References

Musker, W. Kenneth (1992). "Coordination Chemistry of Bidentate Medium Ring Ligands (Mesocycles)". Coordination Chemistry Reviews. 117: 133–57. doi:10.1016/0010-8545(92)80022-J.
Daniel K. Mills; Ivan Font; Patrick J. Farmer; et al. (1998). 1,5-Diazacyclooctane, Pendant Arm Thiolato Derivatives and [N,N'-Bis(2-mercaptoethyl)-1,5-diazacyclooctanato]nickel(II). Inorganic Syntheses. 32. pp. 89–98. doi:10.1002/9780470132630.ch15.
Billman, John H.; Dorman, Linneaus C. (1962). "Reaction of 1,5-Diazacyclooctane with Aldehydes". Journal of Organic Chemistry. 27: 2419–22. doi:10.1021/jo01054a033.

This article is issued from Wikipedia. The text is licensed under Creative Commons - Attribution - Sharealike. Additional terms may apply for the media files.

[Musker-1] Musker, W. Kenneth (1992). "Coordination Chemistry of Bidentate Medium Ring Ligands (Mesocycles)". Coordination Chemistry Reviews. 117: 133–57. doi:10.1016/0010-8545(92)80022-J.

[2] Daniel K. Mills; Ivan Font; Patrick J. Farmer; et al. (1998). 1,5-Diazacyclooctane, Pendant Arm Thiolato Derivatives and [N,N'-Bis(2-mercaptoethyl)-1,5-diazacyclooctanato]nickel(II). Inorganic Syntheses. 32. pp. 89–98. doi:10.1002/9780470132630.ch15.

[3] Billman, John H.; Dorman, Linneaus C. (1962). "Reaction of 1,5-Diazacyclooctane with Aldehydes". Journal of Organic Chemistry. 27: 2419–22. doi:10.1021/jo01054a033.