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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
Assay:
97.5 % (GC)
Form:
liquid
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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.)

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

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.

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signalword

Danger

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

Hazard Classifications

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

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

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Certificates of Analysis (COA)

Lot/Batch Number
03725CJ
06021EH
03422EH
03423CH
08619TE

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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)
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
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Global Trade Item Number

SKUGTIN
193453-1KG04061838760784
193453-100G04061838118462
193453-25G04061838760791