Skip to Content
MilliporeSigma
All Photos(3)

Documents

40727

Sigma-Aldrich

1,3-Dimethyl-2-imidazolidinone

≥99.0% (GC)

Synonym(s):

N,N′-Dimethylethyleneurea, DMEU, DMI

Sign Into View Organizational & Contract Pricing
All Photos(3)

About This Item

Empirical Formula (Hill Notation):
C5H10N2O
CAS Number:
80-73-9
Molecular Weight:
114.15
Beilstein/REAXYS Number:
108808
EC Number:
201-304-8
MDL number:
MFCD00003188
UNSPSC Code:
12352005
PubChem Substance ID:
57650015
NACRES:
NA.22

Quality Level

200

assay

≥99.0% (GC)

form

liquid

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

Looking for similar products? Visit Product Comparison Guide

Related Categories

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 hexamethylphosphoric triamide (HMPA) in the synthesis of 1,2-bis(trimethylsilyl)benzene.
  • As solvent during the α-regioselective prenylation of imine.
  • As component of mobile phase for the size-exclusion chromatographic analysis of cellulose.

Other Notes

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

signalword

Danger

Hazard Classifications

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

Storage Class

10 - Combustible liquids

wgk_germany

WGK 2

flash_point_f

219.2 °F - closed cup

flash_point_c

104 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 7

1 of 7

3-Methyl-2-oxazolidinone 99.5%

Sigma-Aldrich

228001

3-Methyl-2-oxazolidinone

1-Methyl-2-pyrrolidinone anhydrous, 99.5%

Sigma-Aldrich

328634

1-Methyl-2-pyrrolidinone

4(3H)-Pyrimidinone ≥98%

Sigma-Aldrich

858064

4(3H)-Pyrimidinone

1-Methyl-2-pyrrolidinone ACS reagent, ≥99.0%

Sigma-Aldrich

443778

1-Methyl-2-pyrrolidinone

N-Methylcaprolactam 99%

Sigma-Aldrich

224766

N-Methylcaprolactam

Hexamethylphosphoramide 99%

Sigma-Aldrich

H11602

Hexamethylphosphoramide

N,N′-Trimethyleneurea ≥98.0%

Sigma-Aldrich

92468

N,N′-Trimethyleneurea

Highly selective hydrogenation of CO2 into C2+ alcohols by homogeneous catalysis.
Qian Q, et al.
Chemical Science, 6(10), 5685-5689 (2015)
Case Study of a γ-Butyrolactone Alkylation with 1,3-Dimethyl-2-imidazolidinone as a Promoter.
Li B, et al.
Organic Process Research & Development, 5(6), 609-611 (2001)
SEC-MALLS analysis of cellulose using LiCl/1, 3-dimethyl-2-imidazolidinone as an eluent.
Yanagisawa M, et al.
Cellulose, 11(2), 169-176 (2004)
Tsugio Kitamura et al.
The Journal of organic chemistry, 78(7), 3421-3424 (2013-03-20)
A practical and safe synthesis of 1,2-bis(trimethylsilyl)benzene from 1,2-dichlorobenzene and Me3SiCl was achieved by use of a hybrid metal of Mg and CuCl in the presence of LiCl in 1,3-dimethyl-2-imidazolidinone (DMI). This method does not require a toxic HMPA, provides
Li-Ming Zhao et al.
Organic letters, 14(3), 886-889 (2012-01-24)
A highly α-regioselective prenylation of imines has been successfully developed. The efficiency of this approach is confirmed by a wide range of imines including N- and C-aryl aldimines, N-alkyl aldimines, C-alkyl aldimines, and N- and C-aryl ketimines. The approach uses
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service