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Propyleneimine

  (Redirected from 2-Methylaziridine)

Propyleneimine is the organic compound with the formula CH3CH(NH)CH2. It is a secondary amine]] and the smallest chiral aziridine (ring containing C2N). It is a colorless liquid.

Propyleneimine
Propyleneimine skeletal.svg
Propyleneimine.svg
Names
IUPAC name
2-Methylaziridine
Other names
1,2-Propylenimine
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.000.799
EC Number 613-033-00-6
RTECS number CM8050000
UN number 1921 (inhibited)
Properties
C3H7N
Molar mass 57.10 g·mol−1
Appearance Colorless, oily liquid[1]
Odor ammonia-like[1]
Density 0.9 g/mL[2]
Melting point −63 °C (−81 °F; 210 K)[2]
Boiling point 67 °C (153 °F; 340 K)[2]
Miscible[2]
Vapor pressure 112 mmHg (20°C)[1]
Hazards
R-phrases (outdated) R45-R11-R26/27/28-R41[2]
S-phrases (outdated) S53-S45[2]
Flash point −4 °C (25 °F; 269 K)[2]
Lethal dose or concentration (LD, LC):
500 ppm (rat, 4 hr)[3]
US health exposure limits (NIOSH):
PEL (Permissible)
TWA 2 ppm (5 mg/m3) [skin][1]
REL (Recommended)
Ca TWA 2 ppm (5 mg/m3) [skin][1]
IDLH (Immediate danger)
Ca [100 ppm][1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

The compound is mainly of academic interest, e.g. for the synthesis of dendrimers, a process that exploits the tendency of aziridines to undergo ring-opening reactions.[4][2]

ReferencesEdit

  1. ^ a b c d e f "NIOSH Pocket Guide to Chemical Hazards #0537". National Institute for Occupational Safety and Health (NIOSH).
  2. ^ a b c d e f g h Propyleneimine International Chemical Safety Card at actrav.itcilo.org
  3. ^ "Propylene imine". Immediately Dangerous to Life and Health Concentrations (IDLH). National Institute for Occupational Safety and Health (NIOSH).
  4. ^ Malik, N.; Wiwattanapatapee, R.; Klopsch, R.; Lorenz, K.; Frey, H.; Weener, J. W.; Meijer, E. W.; Paulus, W.; Duncan, R. (2000). "Dendrimers: Relationship between structure and biocompatibility in vitro, and preliminary studies on the biodistribution of 125I-labeled polyamidoamine dendrimers in vivo". Journal of Controlled Release. 65: 133–148. doi:10.1016/S0168-3659(99)00246-1.