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294160

Sigma-Aldrich

2-Methylaziridine

technical grade, 90%

Synonym(s):

Propyleneimine

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About This Item

Empirical Formula (Hill Notation):
C3H7N
CAS Number:
75-55-8
Molecular Weight:
57.09
Beilstein:
102386
EC Number:
200-878-7
MDL number:
MFCD00005118
UNSPSC Code:
12352100
PubChem Substance ID:
24857707

grade

technical grade

vapor pressure

140 mmHg ( 25 °C)

Assay

90%

contains

sodium hydroxides as stabilizer

refractive index

n20/D 1.4125 (lit.)

bp

66-67 °C (lit.)

density

0.808 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

CC1CN1

InChI

1S/C3H7N/c1-3-2-4-3/h3-4H,2H2,1H3

InChI key

OZDGMOYKSFPLSE-UHFFFAOYSA-N

General description

2-Methylaziridine forms adduct with [60]fullerene, which on copolymerization with Novolac, Epon and Bisphenol A yields three dimensional polymers containing [60]fullerene with low coefficients of friction and good wear properties.

Application

2-Methylaziridine has been used in the synthesis of:
  • new metallacycles and carbine complexes
  • polyurethanes (thermoresponsive polymer) via copolymerization with supercritical CO2

Signal Word

Danger

Hazard Classifications

Acute Tox. 1 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 2 Oral - Aquatic Chronic 2 - Carc. 1B - Eye Dam. 1 - Flam. Liq. 2 - Met. Corr. 1 - Skin Corr. 1A

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

14.0 °F

Flash Point(C)

-10 °C

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Certificates of Analysis (COA)

Lot/Batch Number
05818LT
15227CS
09530MX

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Addition and cycloaddition reactions of [Cp (CO) 2Re. tplbond. CTol]+ with cis-azoarenes, epoxides, 3, 3-dimethyloxetane, 2-methylaziridine, propylene sulfide, and benzophenone hydrazone. Displacement of the cyclopentadienyl ligand from the resultant metallacycles by trimethylphosphine.
Mercando LA, et al.
Organometallics, 12(5), 1559-1574 (1993)
Fabienne Grellepois et al.
Organic & biomolecular chemistry, 9(4), 1160-1168 (2010-12-16)
We report herein the synthesis of enantiomerically pure 2-phenyl- and 2-ethyl-2-trifluoromethylaziridines by Mitsunobu-type cyclisation of the corresponding N-protected amino alcohols, and our results regarding their ring opening with selected nucleophiles. Under basic conditions, N-tosyl aziridines have been regioselectively opened at
Barbara Klajnert et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 14(23), 7030-7041 (2008-06-26)
Maltose-modified poly(propylene imine) (PPI) dendrimers were synthesized by reductive amination of unmodified second- to fifth-generation PPI dendrimers in the presence of excess maltose. The dendrimers were characterized by using (1)H NMR, (13)C NMR, and IR spectroscopies; laser-induced liquid beam ionization/desorption
Marlies Fischer et al.
Biomacromolecules, 11(5), 1314-1325 (2010-04-22)
Accumulation of PrP(Sc), an insoluble and protease-resistant pathogenic isoform of the cellular prion protein (PrP(C)), is a hallmark in prion diseases. Branched polyamines, including PPI (poly(propylene imine)) dendrimers, are able to remove protease resistant PrP(Sc) and abolish infectivity, offering possible
Osamu Ihata et al.
Chemical communications (Cambridge, England), (17)(17), 2268-2270 (2005-04-28)
Copolymeric products from 2-methylaziridine and carbon dioxide showed sharp and rapid phase transitions in response to both temperature and pH; the responsive property can be controlled by varying the reaction conditions whilst maintaining the supercritical state.
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