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1,3-Diaminopropane is commonly used in the preparation of cholinesterase inhibitors and thrombosis inhibitors. It is also used as a polymer cross linkage agent, polyurethane extender and spray coatings. It is involved in the preparation of agrochemicals and pharmaceutical intermediates. Further, it acts as a building block in the synthesis of heterocyclic compounds, which finds application in textile finishing. In addition to this, it is used as a ligand and form coordination complexes.
The potassium derivative (KAPA) is a very strong base, valuable for its ability to cause the migration of acetylenic unsaturation to the terminal positions of alkynes (known as the "zip" reaction). In the presence of excess amine, reaction occurs within seconds; the driving force is the formation of a stable acetylide anion: J. Am. Chem. Soc., 97, 891 (1975). For example, with acetylenic carbinols: J. Chem. Soc., Chem. Commun., 959 (1976); Tetrahedron Lett., 2565 (1976); Can. J. Chem., 62, 1333 (1984). For a further example (2- to 9-decynol), using a combination of Potassium tert-butoxide, A13947, and Li 3-aminopropanamide, see: Org. Synth. Coll., 8, 146 (1993). This technique avoids the use of KH. For the use of KAPA for the isomerization of ß-pinene to the thermodynamically-more stable ɑ-pinene, see: Org. Synth. Coll., 8, 553 (1993).
For procedures for the generation of Na or K 3-amino-propylamides from the metals by ultrasound irradiation or in the presence of Fe(NO3)3, see: J. Org. Chem., 49, 2494 (1984).
Bag, P.; Ghosh, A. B.; Dutta, A. K.; Flörke, U.; Nag, K. Sandwich-type lanthanide(III) complexes of a tetraiminodiphenol macrocyclic ligand derived from 4-methyl-2,6-diformylphenol and 1,3-diaminopropane: structure, NMR and luminescence. Polyhedron 2015, 102, 539-548.
Liang, K. L.; Lin, Y. F.; Leron, R. B.; Li, M. H. Molar heat capacity of aqueous solutions of 1, 3-diaminopropane and 1, 4-diaminobutane and their piperazine blends. Thermochim. Acta 2015, 616, 42-48.
Gefahrenhinweise (EU): H226-H302-H310-H314-H318
Flammable liquid and vapour. Harmful if swallowed. Fatal in contact with skin. Causes severe skin burns and eye damage. Causes serious eye damage.
Wear protective gloves/protective clothing/eye protection/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF exposed or if you feel unwell: