Acetaldehyde ammonia trimer

Acetaldehyde ammonia trimer
Names
	Preferred IUPAC name 2,4,6-Trimethyl-1,3,5-triazinane
Identifiers
CAS Number	58052-80-5 ; 638-14-2;
3D model (JSmol)	Interactive image;
ChemSpider	62692 ;
ECHA InfoCard	100.201.766
EC Number	211-321-2;
PubChem CID	69486;
CompTox Dashboard (EPA)	DTXSID30980366 ;
	InChI InChI=1S/C6H15N3/c1-4-7-5(2)9-6(3)8-4/h4-9H,1-3H3 Key: MZSSRMMSFLVKPK-UHFFFAOYSA-N ; InChI=1/C6H15N3/c1-4-7-5(2)9-6(3)8-4/h4-9H,1-3H3 Key: MZSSRMMSFLVKPK-UHFFFAOYAJ;
	SMILES N1C(NC(NC1C)C)C;
Properties
Chemical formula	C6H15N3
Molar mass	129.207 g·mol−1
Appearance	Colorless crystals
Melting point	95 to 97 °C (203 to 207 °F; 368 to 370 K)
Solubility	polar organic solvents
Hazards
	GHS labelling:
Pictograms
Hazard statements	H315, H319, H335
Precautionary statements	P261, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Acetaldehyde ammonia trimer is a chemical compound described by the formula (CH₃CHNH)₃. The pure material is colourless but samples often appear light yellow or slightly beige due to the degradation by oxidation. It is hygroscopic, and can be found in a trihydrate form.

As implied by its name, it is a trimeric species formed from the reaction of acetaldehyde and ammonia:

3 CH₃CHO + 3 NH₃ → (CH₃CHNH)₃ + 3 H₂O

Studies using NMR spectroscopy indicate that the three methyl groups are equatorial, thus the molecule has C_3v point group symmetry.^[2]

The compound is related to hexamethylenetetramine, which is the condensation product of ammonia and formaldehyde.

References

^ GHS: PubChem 69486
^ Nielsen, A. T.; Atkins, R. L.; Moore, D. W.; Scott, R.; Mallory, D.; LaBerge, J. M. (1973). "Structure and Chemistry of the Aldehyde Ammonias. 1-Amino-1-alkanols, 2,4,6-Trialkyl-1,3,5-hexahydrotriazines, and N,N-Dialkylidene-1,1-Diaminoalkanes". Journal of Organic Chemistry. 38 (19): 3288–3295. doi:10.1021/jo00959a010.

External links

Material safety data sheet

[1] GHS: PubChem 69486

[2] Nielsen, A. T.; Atkins, R. L.; Moore, D. W.; Scott, R.; Mallory, D.; LaBerge, J. M. (1973). "Structure and Chemistry of the Aldehyde Ammonias. 1-Amino-1-alkanols, 2,4,6-Trialkyl-1,3,5-hexahydrotriazines, and N,N-Dialkylidene-1,1-Diaminoalkanes". Journal of Organic Chemistry. 38 (19): 3288–3295. doi:10.1021/jo00959a010.

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