Cyclohexane-1,4-diamine

Structural formula
	Simplified structural formula without specifying the relative stereochemistry
General
Surname	Cyclohexane-1,4-diamine
other names	Cyclohexane-1,4-diylenediamine; 1,4-diaminocyclohexane; cis -1,4-diaminocyclohexane; trans -1,4-diaminocyclohexane;
Molecular formula	C 6 H 14 N 2
Brief description	brownish crystal pulp with an amine-like odor
External identifiers / databases
EC number	221-483-6
ECHA InfoCard	100.019.530
PubChem	18374
Wikidata	Q24417329
properties
Molar mass	114.19 g mol −1
Physical state	liquid or solid, depending on the composition
density	approx. 0.9 g cm −3
Melting point	approx. 58 ° C ; 68-72 ° C ( trans );
boiling point	119.5 ° C; 197 ° C ( trans );
solubility	soluble in water
safety instructions
H and P phrases	H: 302-312-314
	P: 280-305 + 351 + 338-310
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Cyclohexane-1,4-diamine is a chemical compound from the group of aliphatic amines .

Isomers

Cyclohexane-1,4-diamine occurs in two isomeric forms :

cis -cyclohexane-1,4-diamine and

trans -cyclohexane-1,4-diamine.

Extraction and presentation

Cyclohexane-1,4-diamine can be obtained by amination of cyclohexane-1,4-diol in supercritical ammonia at high pressure.

properties

Cyclohexane-1,4-diamine, as a mixture of isomers, is a brownish crystal paste with an amine-like odor, which is soluble in water. Its physical state (liquid or solid) depends on the composition. The cis isomer is liquid, the mixture of isomers is solid. Its aqueous solution has an alkaline reaction.

use

trans -cyclohexane-1,4-diamine is used to make fully aliphatic polyimides . It is also used as a structure-directing agent in the synthesis of novel two-dimensionally layered zinc phosphates.

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h Entry on cyclohexane-1,4-diamine in the GESTIS substance database of the IFA , accessed on December 27, 2016(JavaScript required) .
↑ ^a ^b ^c ^d data sheet trans-1,4-diaminocyclohexane, ≥98.0% (GC) from Sigma-Aldrich , accessed on December 27, 2016 ( PDF ).
↑ External identifiers or database links for cis-1,4-cyclohexanediamine : CAS number: 15827-56-2, EC number: 640-359-6, ECHA InfoCard: 100.167.991 , Wikidata : Q64027380 .
↑ External identifiers or database links for trans-1,4-cyclohexanediamine : CAS number: 2615-25-0, EC number: 640-403-4, ECHA InfoCard: 100.168.150 , Wikidata : Q64027383 .
↑ A. Fischer, T. Mallat, A. Baiker: Synthesis of 1,4-Diaminocyclohexane in Supercritical Ammonia. In: Journal of Catalysis. 182, 1999, p. 289, doi : 10.1006 / jcat.1999.2410 .

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h Entry on cyclohexane-1,4-diamine in the GESTIS substance database of the IFA , accessed on December 27, 2016(JavaScript required) .

[Sigma-2] ta sheet trans-1,4-diaminocyclohexane, ≥98.0% (GC) from Sigma-Aldrich , accessed on December 27, 2016 ( PDF ).

[3] External identifiers or database links for cis-1,4-cyclohexanediamine : CAS number: 15827-56-2, EC number: 640-359-6, ECHA InfoCard: 100.167.991 , Wikidata : Q64027380 .

[4] External identifiers or database links for trans-1,4-cyclohexanediamine : CAS number: 2615-25-0, EC number: 640-403-4, ECHA InfoCard: 100.168.150 , Wikidata : Q64027383 .

[DOI10.1006/jcat.1999.2410-5] A. Fischer, T. Mallat, A. Baiker: Synthesis of 1,4-Diaminocyclohexane in Supercritical Ammonia. In: Journal of Catalysis. 182, 1999, p. 289, doi : 10.1006 / jcat.1999.2410 .