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Sigma-Aldrich

1-Butyl-3-methylimidazolium hydrogen sulfate

greener alternative

≥95% (HPLC)

Synonym(s):

[BMIM][HSO4]

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About This Item

Empirical Formula (Hill Notation):
C8H16N2O4S
CAS Number:
Molecular Weight:
236.29
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

≥95% (HPLC)

greener alternative product characteristics

Safer Solvents and Auxiliaries
Catalysis
Learn more about the Principles of Green Chemistry.

impurities

≤1.0% water

anion traces

chloride (Cl-): ≤1%

greener alternative category

SMILES string

OS([O-])(=O)=O.CCCCn1cc[n+](C)c1

InChI

1S/C8H15N2.H2O4S/c1-3-4-5-10-7-6-9(2)8-10;1-5(2,3)4/h6-8H,3-5H2,1-2H3;(H2,1,2,3,4)/q+1;/p-1

InChI key

KXCVJPJCRAEILX-UHFFFAOYSA-M

General description

1-Butyl-3-methylimidazolium hydrogen sulfate is an acidic ionic liquid.
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Application

[BMIM][HSO4] can be used as an additive to accelerate current efficiency, lower power consumption, and enhance the surface morphology during the electrodeposition of zinc from acidic sulfate solutions. The combination of sodium nitrate and [BMIM][HSO4] can be used as a nitrating agent for the selective nitration of phenols to afford its corresponding nitro derivatives. [BMIM][HSO4] can also be used as catalyst for the preparation of 1,8-dioxo-octahydroxanthenes.

pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Skin Corr. 1B

Storage Class

8A - Combustible, corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

543.2 °F

flash_point_c

284 °C

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter


Certificates of Analysis (COA)

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Using acidic ionic liquid 1-butyl-3-methylimidazolium hydrogen sulfate in selective nitration of phenols under mild conditions.
Tajika H, et al.
Org. React., 5, 9-9 (2009)
Guillermo Reyes et al.
Polymers, 11(4), 75-77 (2019-04-25)
Forestry industries in Chile are facing an important challenge-diversifying their products using green technologies. In this study, the potential use of Ionic Liquids (ILs) to dissolve and hydrolyze eucalyptus wood (mix of Eucalyptusnitens and Eucalyptusglobulus) kraft pulp was studied. The
Effects of 1-butyl-3-methylimidazolium hydrogen sulfate-[BMIM]HSO4 on zinc electrodeposition from acidic sulfate electrolyte.
Zhang Q and Hua Y.
J. Appl. Electrochem., 39(2), 261-261 (2009)
Xiaocong Liang et al.
Bioresource technology, 325, 124726-124726 (2021-01-25)
Quantitative recovery is necessary for scale-up application of acidic ionic liquids (AILs). Ultrafiltration and bipolar membrane electrodialysis (BMED) was employed for the recovery and regeneration of acidic ionic liquid 1-butyl-3-methylimidazolium hydrogen sulphate (Bmim[HSO4]) after biomass pretreatment. Ultrafiltration was designed for
1-Butyl-3-methylimidazolium Hydrogen Sulfate [Bmim]HSO4: An Efficient Reusable Acidic Ionic Liquid for the Synthesis of 1, 8-Dioxo-Octahydroxanthenes.
Niknam K and Damya M.
J. Chin. Chem. Soc., 56(3), 659-665 (2009)

Articles

Under the trade name BASIONICS™, BASF offers a portfolio of Ionic Liquids—mainly based on imidazolium cations. The BASIONICS™ portfolio opens up a broad range of basic properties of Ionic Liquids and is classified into standard, acidic, basic, liquid at RT and low viscosity products and opens up a wide range of possible applications.

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