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Key Documents

193453

Sigma-Aldrich

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:
Molecular Weight:
114.15
Beilstein/REAXYS Number:
108808
EC Number:
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

grade

reagent grade

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

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General description

1,3-Dimethyl-2-imidazolidinone constitutes the mobile phase during size-exclusion chromatographic analysis of cellulose.

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.

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)

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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
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
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)
Jose Maria Carvajal-Gonzalez et al.
Nature communications, 6, 6751-6751 (2015-04-08)
A key step in generating planar cell polarity (PCP) is the formation of restricted junctional domains containing Frizzled/Dishevelled/Diego (Fz/Dsh/Dgo) or Van Gogh/Prickle (Vang/Pk) complexes within the same cell, stabilized via Flamingo (Fmi) across cell membranes. Although models have been proposed

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