Acetaldehyde ammonia trimer

Acetaldehyde ammonia trimer
Names
IUPAC name
Hexahydro-2,4,6-trimethyl-1,3,5-triazine
Other names
Acetaldehyde ammonia trimer
Identifiers
58052-80-5 N
3D model (Jmol) Interactive image
ChemSpider 62692 YesY
ECHA InfoCard 100.201.766
Properties
C6H15N3
Molar mass 129.21 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
R-phrases R36/37/38
S-phrases 26
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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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 C3v point group symmetry.[1]

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

References

  1. 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

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