Allylamine
| Allylamine | |
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3-Amino-prop-1-ene |
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Other names
3-Aminopropene; 3-Aminopropylene; Monoallylamine; 2-Propenamine; 2-Propen-1-amine; Allyl amine |
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| Identifiers | |
| CAS number | 107-11-9  |
| ChemSpider | 13835977 |
| UNII | 48G762T011 |
| ChEMBL | CHEMBL57286 |
| RTECS number | BA5425000 |
| Jmol-3D images | Image 1 |
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| Properties | |
| Molecular formula | C3H7N |
| Molar mass | 57.09 g mol−1 |
| Appearance | Colorless liquid |
| Density | 0.7630 g/cm3, liquid |
| Melting point |
-88 °C, 185 K, -126 °F |
| Boiling point |
55-58 °C, 328-331 K, 131-136 °F |
| Acidity (pKa) | 9.49[1] |
| Hazards | |
| R-phrases | R11 R23/24/25 R51/53 |
| S-phrases | S9 S16 S24/25 S45 S61 |
| Main hazards | Lachrymatory |
| NFPA 704 |
 3
4
0
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| Flash point | -28 °C |
| Related compounds | |
| Related amine | Propylamine |
| Related compounds | Allyl alcohol |
 (verify) (what is:  / ?)Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
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| Infobox references | |
Allylamine is an organic compound with the formula C3H5NH2. This colorless liquid is the simplest stable unsaturated amine.
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[edit] Production
All three allylamines, mono-, di-, and triallylamine, are produced by the treating allyl chloride with ammonia followed by distillation.[2] Pure samples can be prepared by hydrolysis of allyl isothiocyanate.[3] It behaves as a typical amine.[4]
[edit] Reactions
Polymerization can be used to prepare the homopolymer (polyallylamine) or copolymers. The polymers are promising membranes for use in reverse osmosis.[2]
[edit] Safety
Allyl amine, like other allyl derivatives is a lacrymator and skin irritant. Its oral LD50 is 106 mg/kg for rats.
[edit] References
- ^ Hall, H.K., J. Am. Chem. Soc., 1957, 79, 5441.
- ^ a b Ludger Krähling, Jürgen Krey, Gerald Jakobson, Johann Grolig, Leopold Miksche "Allyl Compounds" in Ullmann's Encyclopedia of Industrial Chemistry, 2002, Wiley-VCH, Weinheim. doi: 10.1002/14356007.a01_425
- ^ M. T. Leffler (1943), "Allylamine", Org. Synth., http://www.orgsyn.org/orgsyn/orgsyn/prepContent.asp?prep=CV2P0024; Coll. Vol. 2: 24
- ^ Henk de Koning, W. Nico Speckamp "Allylamine" in Encyclopedia of Reagents for Organic Synthesis, 2001, John Wiley & Sons, Weinheim. doi:10.1002/047084289X.ra043 Article Online Posting Date: April 15, 2001
