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40725 Aldrich

1,3-Dimethyl-2-imidazolidinone

absolute, over molecular sieve (H2O ≤0.04%), ≥99.5% (GC)

Synonym: N,N′-Dimethylethyleneurea, DMEU, DMI

  • CAS Number 80-73-9

  • Empirical Formula (Hill Notation) C5H10N2O

  • Molecular Weight 114.15

  •  Beilstein Registry Number 108808

  •  EC Number 201-304-8

  •  MDL number MFCD00003188

  •  PubChem Substance ID 57650014

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Properties

Related Categories Building Blocks, Chemical Synthesis, Heterocyclic Building Blocks, Imidazolines/Imidazolidines
InChI Key   CYSGHNMQYZDMIA-UHFFFAOYSA-N
grade   absolute
assay   ≥99.5% (GC)
quality   over molecular sieve (H2O ≤0.04%)
refractive index   n20/D 1.472(lit.)
bp   224-226 °C(lit.)
solubility   toluene: soluble(lit.)
  water: miscible
density   1.056 g/mL at 25 °C(lit.)

Description

Other Notes

Aprotic, dipolar solvent which often can be used as a substitute for the carcinogenic HMPA

Solvent used in various synthetic organic transformations. Studied in the formation of functionally stabilized hydrosilanediyl-transition metal complexes produced photochemically from arylsilanes.

Packaging

100, 500 mL in Sure/Seal™

Application

1,3-Dimethyl-2-imidazolidinone may be used:
• As substitute solvent for HMPA in the synthesis of 1,2-bis(trimethylsilyl)benzene.
• As solvent during the α-regioselective prenylation of imines.
• A component of mobile phase during size-exclusion chromatographic analysis of cellulose.

General description

1,3-Dimethyl-2-imidazolidinone (DMI) is an imidazolidine derivative. It is reported to act as a promoter by minimizing the formation of dialkylation byproducts and accelerating the rate of monoalkylation of γ-butyrolactone. Conversion of CO2 to form lower alcohols by homogeneous catalytic hydrogenation using DMI as solvent has been investigated.

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Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Precautionary statements 
Target organs 
Testes
RIDADR 
NONH for all modes of transport
WGK Germany 
3
RTECS 
NJ0660000
Flash Point(F) 
203 °F
Flash Point(C) 
95 °C
Protocols & Articles
Peer-Reviewed Papers
15

References

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