Many years ago while studying for my PhD I was interested in forming a salt that would provide direct evidence for the tetrahedral intermediate,
I had read that tertiary amines do not react with acetyl chloride,
However, when I dissolved hexamethylenetramine in dry chloroform and added acetyl chloride I produced an immediate white precipitate.
This salt was highly hygroscopic.
Elemental analysis gave conflicting results probably due to some hydrolysis,
I was sure I had produced direct evidence for the tetrahedral intermediate acetylhexaminium chloride,= and was most excited.
However, I then wondered if perhaps one or more of the methylene bridges had cleaved giving iminium salt formation.
I know Gold has done an enormous amount of work on this but sadly my imminne chemistry was most certainly not up to his standard.
I would like the opinion of others especially hexamine or immine chemistry specialists,
I would be most grateful for any input or redirection to papers etc,
I have previously posted part of my thesis which gives the experimental details and some NMR work on this,
such quarternary salts have an enormous amount of application in medical, pharmaceutical, oilfield, fungicide and surfactant industries as they are so simple to manufacture.
- Badges
- Science topic
- Similar topics
- Mathematics
- Algebra
- Matrix