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Sigma-Aldrich

1,3-Dimethylimidazolium dimethyl phosphate

≥98.0% (HPLC)

Synonym(s):

[MMIM][DMP]

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About This Item

Empirical Formula (Hill Notation):
C7H15N2O4P
CAS Number:
654058-04-5
Molecular Weight:
222.18
MDL number:
MFCD08275369
UNSPSC Code:
12352100
PubChem Substance ID:
329760423
NACRES:
NA.22

assay

≥98.0% (HPLC)

impurities

≤1.0% water

SMILES string

COP([O-])(=O)OC.Cn1cc[n+](C)c1

InChI

1S/C5H9N2.C2H7O4P/c1-6-3-4-7(2)5-6;1-5-7(3,4)6-2/h3-5H,1-2H3;1-2H3,(H,3,4)/q+1;/p-1

InChI key

GSGLHYXFTXGIAQ-UHFFFAOYSA-M

Related Categories

General description

1,3-Dimethylimidazolium dimethyl phosphate is an imidazolium-based phosphoric ionic liquid that can be prepared by reacting 1-methylimidazole with trimethyl phosphate. The pretreatment of sugarcane bagasse with [MMIM][DMP] yields glucose and xylose via enzymatic saccharification.

Application

1,3-Dimethylimidazolium dimethyl phosphate ([MMIM][DMP]) can be used as a catalyst and a solvent for the preparation of ethyl 2-cyano-3-phenylpropenoate from benzaldehyde and ethyl cyanoacetate via Knoevenagel condensation. It can also be used to produce bioethanol from sugarcane bagasse by enzymatic hydrolysis.

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Faceshields, Gloves, Goggles, 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’.

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Imidazolium dialkylphosphates-a class of versatile, halogen-free and hydrolytically stable ionic liquids.
Kuhlmann E, et al.
Green Chemistry, 9(3), 233-242 (2007)
Samaneh Bahrani et al.
Bioresource technology, 185, 411-415 (2015-03-26)
In this study, an imidazolium-based ionic liquid (IL), 1,3-dimethylimidazolium dimethyl phosphate ([Mmim][DMP]), was applied for pretreating sugarcane bagasse to produce bioethanol. The main goal of this study was to investigate the feasibility of bagasse pretreatment with this IL, and to
Extractive desulfurization of gasoline using imidazolium-based phosphoric ionic liquids.
Nie Y, et al.
Energy and Fuels, 20(5), 2083-2087 (2006)
Dialkylimidazolium dimethyl phosphates as solvents and catalysts for the Knoevenagel condensation reaction.
Zicmanis A and Anteina L.
Tetrahedron Letters, 55(12), 2027-2028 (2014)
Major improvement in the rate and yield of enzymatic saccharification of sugarcane bagasse via pretreatment with the ionic liquid 1-ethyl-3-methylimidazolium acetate ([Emim][Ac]).
da Silva ASA, et al.
Bioresource Technology, 102(22), 10505-10509 (2011)

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