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406554

Sigma-Aldrich

Diethyl malonimidate dihydrochloride

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About This Item

Linear Formula:
C2H5OC(=NH)CH2C(=NH)OC2H5·2HCl
CAS Number:
10344-69-1
Molecular Weight:
231.12
MDL number:
MFCD00054633
UNSPSC Code:
12352100
PubChem Substance ID:
24865386
NACRES:
NA.22

impurities

<5% ammonium chloride

mp

122 °C (dec.) (lit.)

SMILES string

Cl.Cl.CCOC(=N)CC(=N)OCC

InChI

1S/C7H14N2O2.2ClH/c1-3-10-6(8)5-7(9)11-4-2;;/h8-9H,3-5H2,1-2H3;2*1H

InChI key

TWUQXVGHXWRUBR-UHFFFAOYSA-N

Application

Diethyl malonimidate dihydrochloride may be used in the preparation of chiral bis(oxazoline) ligands. It may be used in the preparation of intramolecularly cross-linked urokinase.
Reactant for:
  • Preparation of rhenium cyanobis(oxazoline) oxo complexes as enantioselective reduction catalysts
  • Synthesis of chiral bis(oxazoline)-copper complexes immobilized by donor-acceptor interactions on insoluble organic supports as reusable catalysts for asymmetric Diels-Alder cycloaddition
  • Preparation of nonracemic bis(oxazoline)ruthenium p-cymene complexes and silica-supported analogs as catalysts for the enantioselective transfer hydrogenation of ketones to secondary alcohols

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Chemical modification of urokinase with bis-imidoesters and properties of the intramolecularly cross-linked enzyme.
Yokoigawa K, et al.
Agricultural and Biological Chemistry, 53(7), 1837-1842 (1989)
New chiral bis (oxazoline) Rh (I)-, Ir (I)-and Ru (II)-complexes for asymmetric transfer hydrogenations of ketones.
Debono N, et al.
Tetrahedron Letters, 45(10), 2235-2238 (2004)

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