40725

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: 80-73-9
• Molecular Weight: 114.15
• Beilstein: 108808
• EC Number: 201-304-8
• MDL number: MFCD00003188
• UNSPSC Code: 12352005
• PubChem Substance ID: 57650014
• NACRES: NA.22

Properties

• grade: absolute
• 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

Description

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.

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.

Safety Information

• Pictograms: GHS08,GHS05,GHS07
• Signal Word: Danger
• Hazard Statements: H302,H318,H361fd
• Precautionary Statements: P202 - P264 - P280 - P301 + P312 - P305 + P351 + P338 - P308 + P313
• 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