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75059

Sigma-Aldrich

1-Butyl-3-methylimidazolium octyl sulfate

≥95.0% (HPLC)

Synonym(s):

BMIM OSU

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About This Item

Empirical Formula (Hill Notation):
C16H32N2O4S
CAS Number:
Molecular Weight:
348.50
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

≥95.0% (HPLC)

impurities

≤1.0% water

SMILES string

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

InChI

1S/C8H15N2.C8H18O4S/c1-3-4-5-10-7-6-9(2)8-10;1-2-3-4-5-6-7-8-12-13(9,10)11/h6-8H,3-5H2,1-2H3;2-8H2,1H3,(H,9,10,11)/q+1;/p-1

InChI key

KIDIBVPFLKLKAH-UHFFFAOYSA-M

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General description

1-Butyl-3-methylimidazolium octyl sulfate is a halogen-free ionic liquid. It behaves as a surfactant when the critical micelle concentration (CMC) is above 0.031M.

Application

1-Butyl-3-methylimidazolium octyl sulfate can be used as a solvent during the hydroformylation of 1-octene to form nonanals in the presence of a rhodium catalyst.

Physical form

non halogenated ionic liquid

Other Notes

Increases the yield and enzyme stability of β-galactosidase in enzyme-catalyzed syntheses

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Determination of activity coefficients at infinite dilution of solutes in the ionic liquid 1-butyl-3-methylimidazolium octyl sulfate using gas? liquid chromatography at a temperature of 298.15 K, 313.15 K, or 328.15 K.
Letcher, Trevor M., et al.
Journal of Chemical and Engineering Data, 50.4, 1294-1298 (2005)
Volumetric properties of binary mixtures of ionic liquid 1-butyl-3-methylimidazolium octylsulfate with water or propanol in the temperature range of 278.15 K to 328.15 K.
Orchilles, A. Vicent, et al.
The Journal of Chemical Thermodynamics, 38.9, 1124-1129 (2006)
Dynamics of solvent and rotational relaxation of coumarin 153 in a room temperature ionic liquid, 1-butyl-3-methylimidazolium octyl sulfate, forming micellar structure
Seth, Debabrata, Souravi Sarkar, and Nilmoni Sarkar
Langmuir, 24.14, 7085-7091 (2008)
Micellar transitions in the aqueous solutions of a surfactant-like ionic liquid: 1-butyl-3-methylimidazolium octylsulfate
Singh, Tejwant, et al.
Physical Chemistry Chemical Physics, 12.37, 11728-11735 (2010)
1-n-Butyl-3-methylimidazolium ([bmim]) octylsulfate-an even 'greener'ionic liquid.
Wasserscheid P, et al.
Green Chemistry, 4(4), 400-404 (2002)

Protocols

One of the most popular lipase for synthetic use is the Candida antarctica lipase (CALB). CALB catalyzes the enantioselective acylation of 1-phenylethylamine with 4-pentenoic acid

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