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Merck

193453

1,3-Dimethyl-2-imidazolidinone

reagent grade

Synonym(s):

N,N′-Dimethylethyleneurea, DMEU, DMI

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About This Item

Empirical Formula (Hill Notation):
C5H10N2O
CAS Number:
80-73-9
Molecular Weight:
114.15
NACRES:
NA.22
PubChem Substance ID:
24851595
UNSPSC Code:
12352005
EC Number:
201-304-8
MDL number:
MFCD00003188
Beilstein/REAXYS Number:
108808

Product Name

1,3-Dimethyl-2-imidazolidinone, reagent grade

SMILES string

CN1CCN(C)C1=O
CN1CCN(C)C1=O

InChI key

CYSGHNMQYZDMIA-UHFFFAOYSA-N
CYSGHNMQYZDMIA-UHFFFAOYSA-N

InChI

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

grade

reagent grade

assay

97.5 % (GC)

form

liquid

refractive index

n20/D 1.472 (lit.)

bp

224-226  °C
224-226 °C (lit.)

mp

46.8  °F

solubility

toluene: soluble(lit.)
water: miscible

density

1.056  g/mL at 25 °C
1.056 g/mL at 25 °C (lit.)

Quality Level

200

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Application

1,3-Dimethyl-2-imidazolidinone was used as substitute solvent for toxic HMPA in the synthesis of 1,2-bis(trimethylsilyl)benzene. It was employed as solvent during α-regioselective prenylation of imines.

General description

1,3-Dimethyl-2-imidazolidinone constitutes the mobile phase during 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

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

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF7802V
SDBB5027
SDBB5169
SDBB2284
STBL4155

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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)
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
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
K Krüger et al.
Scandinavian journal of medicine & science in sports, 25(3), e283-e291 (2014-09-30)
Different types of exercise are characterized by the ability to induce specific physiological stimuli that might be able to induce the mobilization of progenitor cells. The aim of the current study was to investigate the mobilization of hematopoietic progenitor cells
Yolanda T Chong et al.
Cell, 161(6), 1413-1424 (2015-06-06)
Proteomics has proved invaluable in generating large-scale quantitative data; however, the development of systems approaches for examining the proteome in vivo has lagged behind. To evaluate protein abundance and localization on a proteome scale, we exploited the yeast GFP-fusion collection
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