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| Names | |
|---|---|
| Preferred IUPAC name Prop-2-en-1-amine[1] | |
| Other names 2-Propen-1-amine 2-Propenamine Allyl amine 3-Amino-prop-1-ene 3-Aminopropene 3-Aminopropylene Monoallylamine | |
| Identifiers | |
| |
3D model (JSmol) | |
| ChEMBL | |
| ChemSpider |
|
| ECHA InfoCard | 100.003.150 |
| EC Number |
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| RTECS number |
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| UNII | |
| UN number | 2334 |
| |
| |
| Properties | |
| C3H7N | |
| Molar mass | 57.096 g·mol−1 |
| Appearance | Colorless liquid |
| Density | 0.7630 g/cm3, liquid |
| Melting point | −88 °C (−126 °F; 185 K) |
| Boiling point | 55 to 58 °C (131 to 136 °F; 328 to 331 K) |
| Acidity (pKa) | 9.49 (conjugate acid; H2O)[2] |
| Hazards | |
| Occupational safety and health (OHS/OSH): | |
Main hazards | Lachrymatory |
| GHS labelling: | |
     | |
| Danger | |
| H225,H301,H310,H315,H319,H330,H335,H371,H373,H411 | |
| P210,P233,P240,P241,P242,P243,P260,P262,P264,P270,P271,P273,P280,P284,P301+P310,P302+P350,P302+P352,P303+P361+P353,P304+P340,P305+P351+P338,P309+P311,P310,P312,P314,P320,P321,P330,P332+P313,P337+P313,P361,P362,P363,P370+P378,P391,P403+P233,P403+P235,P405,P501 | |
| NFPA 704 (fire diamond) | |
| Flash point | −28 °C (−18 °F; 245 K) |
| 374 °C (705 °F; 647 K) | |
| Explosive limits | 2-22% |
| Lethal dose or concentration (LD, LC): | |
LD50 (median dose) | 106 mg/kg |
| Related compounds | |
Relatedamine | Propylamine |
Related compounds | Allyl alcohol |
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). | |
Allylamine is anorganic compound with the formula C3H5NH2. This colorless liquid is the simplest stableunsaturatedamine.
All three allylamines, mono-, di-, andtriallylamine, are produced by the treatingallyl chloride withammonia followed by distillation.[3] Or by the reaction of allyl chloride withhexamine.[4] Pure samples can be prepared by hydrolysis ofallyl isothiocyanate.[5] It behaves as a typical amine.[6]
Polymerization can be used to prepare the homopolymer (polyallylamine) or copolymers. The polymers are promising membranes for use inreverse osmosis.[3]
Diallylamine is a precursor to industrial products. Functionalized allylamines have pharmaceutical applications. Pharmaceutically important allylamines includeflunarizine andnaftifine; the latter spurred the development ofPetasis'borono-Mannich reaction. Flunarizine aids in the relief of migraines while naftifine acts to fight commonfungus causing infections such asathlete's foot,jock itch, andringworm.[7]
Allylamine, like other allyl derivatives is alachrymator and skin irritant. Its oralLD50 is 106 mg/kg for rats.
