Allylamines

Allylamine

Names
Preferred IUPAC name Prop-2-en-1-amine
Other names 2-Propen-1-amine 2-Propenamine Allyl amine 3-Amino-prop-1-ene 3-Aminopropene 3-Aminopropylene Monoallylamine
Identifiers
CAS Number	107-11-9 Y
3D model (JSmol)	Interactive image
ChemSpider	13835977 Y
ECHA InfoCard	100.003.150
RTECS number	BA5425000
UNII	48G762T011 Y
InChI InChI=1S/C3H7N/c1-2-3-4/h2H,1,3-4H2 Y Key: VVJKKWFAADXIJK-UHFFFAOYSA-N Y InChI=1/C3H7N/c1-2-3-4/h2H,1,3-4H2 Key: VVJKKWFAADXIJK-UHFFFAOYAW
SMILES C=CCN
Properties
Chemical formula	C3H7N
Molar mass	57.10 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
Hazards
Main hazards	Lachrymatory
R-phrases (outdated)	R11 R23/24/25 R51/53
S-phrases (outdated)	S9 S16 S24/25 S45 S61
NFPA 704	3 4
Flash point	−28 °C (−18 °F; 245 K)
Autoignition temperature	374 °C (705 °F; 647 K)
Explosive limits	2-22%
Lethal dose or concentration (LD, LC):
LD50 (median dose)	106 mg/kg
Related compounds
Related amine	Propylamine
Related compounds	Allyl alcohol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y  (what is YN ?)
Infobox references

Allylamine is an organic compound with the formula C₃H₅NH₂. This colorless liquid is the simplest stable unsaturated amine.

All three allylamines, mono-, di-, and triallylamine, are produced by the treating allyl chloride with ammonia followed by distillation. Pure samples can be prepared by hydrolysis of allyl isothiocyanate. It behaves as a typical amine.

Polymerization can be used to prepare the homopolymer (polyallylamine) or copolymers. The polymers are promising membranes for use in reverse osmosis.

Functionalized allylamines have extensive pharmaceutical applications. Pharmaceutically important allylamines include flunarizine and naftifine. Flunarizine aids in the relief of migraines while naftifine acts to fight common fungus causing infections such as athlete's foot, jock itch, and ringworm.

Allylamine, like other allyl derivatives is a lachrymator and skin irritant. Its oral LD₅₀ is 106 mg/kg for rats.