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Acetaldehyde ammonia trimer



Acetaldehyde ammonia trimer
IUPAC name Hexahydro-2,4,6-
trimethyl-1,3,5-triazine
Other names Acetaldehyde ammonia trimer
Identifiers
CAS number 58052-80-5
Properties
Molecular formula C6H15N3
Molar mass 183.25 (trihydrate)
Appearance colourless crystals
Melting point

95-97 °C

Solubility polar organic solvents
Hazards
R-phrases 36/37/38
S-phrases 26
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and 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. "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, 1973, volume 38, pp 3288 - 3295; doi:10.1021/jo00959a010
 
This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Acetaldehyde_ammonia_trimer". A list of authors is available in Wikipedia.
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