Merck
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40725

Sigma-Aldrich

1,3-Dimethyl-2-imidazolidinone

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

Synonym(s):
N,N′-Dimethylethyleneurea, DMEU, DMI
Empirical Formula (Hill Notation):
C5H10N2O
CAS Number:
Molecular Weight:
114.15
Beilstein:
108808
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

grade

absolute

Quality Level

assay

≥99.5% (GC)

form

liquid

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.)

SMILES string

CN1CCN(C)C1=O

InChI

1S/C5H10N2O/c1-6-3-4-7(2)5(6)8/h3-4H2,1-2H3

InChI key

CYSGHNMQYZDMIA-UHFFFAOYSA-N

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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.

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.

Packaging

100, 500 mL in Sure/Seal™

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.

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Repr. 2

Storage Class Code

10 - Combustible liquids

WGK

WGK 2

Flash Point(F)

219.2 °F - closed cup

Flash Point(C)

104 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

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Certificate of Origin

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