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671444

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

Quality Level

100

Assay

≥98.0% (HPLC)

impurities

≤1.0% water

functional group

phosphate

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

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

671444-50G:
671444-VAR:
671444-BULK:
671444-5G:

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Certificates of Analysis (COA)

Lot/Batch Number
BCCC9590
BCCC5159
BCBV8849
BCBZ6838
BCBW9205

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Dialkylimidazolium dimethyl phosphates as solvents and catalysts for the Knoevenagel condensation reaction.
Zicmanis A and Anteina L.
Tetrahedron Letters, 55(12), 2027-2028 (2014)
Imidazolium dialkylphosphates-a class of versatile, halogen-free and hydrolytically stable ionic liquids.
Kuhlmann E, et al.
Green Chemistry, 9(3), 233-242 (2007)
Extractive desulfurization of gasoline using imidazolium-based phosphoric ionic liquids.
Nie Y, et al.
Energy and Fuels, 20(5), 2083-2087 (2006)
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)

Global Trade Item Number

SKUGTIN
671444-50G4061838084866
671444-5G4061838120564

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