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318183

Sigma-Aldrich

Methyl sulfate sodium salt

Synonym(s):

Monomethyl ester sulfuric acid sodium salt, Sodium methyl sulfate

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About This Item

Linear Formula:
CH3OSO3Na
CAS Number:
Molecular Weight:
134.09
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

form

powder

impurities

<3% methanol
<5% water

mp

210 °C (lit.)

SMILES string

[Na+].COS([O-])(=O)=O

InChI

1S/CH4O4S.Na/c1-5-6(2,3)4;/h1H3,(H,2,3,4);/q;+1/p-1

InChI key

DZXBHDRHRFLQCJ-UHFFFAOYSA-M

Application

Methyl sulfate sodium salt can be used to synthesize:
  • Methylsulfate anion based 1,3,4-trialkyl-1,2,3-triazolium ionic liquids for use in Morita–Baylis–Hillman reaction.
  • Anisole by reacting with phenol.
  • Hydroxyanilino quinolines for use as RET kinase inhibitors.

Reactant or reagent involved in:
  • Studying lamellar structure formation in hybrid nanomaterials created by miniemulsion
  • EPR studies of radical ions radiolytically generated from ionic liquids, used as a reference
  • Micellular studies specifically the rate-retarding effects on hydrolysis of substituted 1-benzoyl-1,2,4-triazoles and self-assembly / microstructure of mixed micelles

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

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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Synthesis of anisole from phenol and sodium methyl sulfate, a byproduct from synthesis of medicine intermediates
Guoping W, et al.
Petrochemical Technology, 45(11), 1337-1337 (2016)
The discovery of substituted 4-(3-hydroxyanilino)-quinolines as potent RET kinase inhibitors
Robinett R G, et al.
Bioorganic & Medicinal Chemistry Letters, 17(21), 5886-5893 (2007)
Jung Su Park et al.
Science (New York, N.Y.), 329(5997), 1324-1327 (2010-09-11)
Ion binding often mediates electron transfer in biological systems as a cofactor strategy, either as a promoter or as an inhibitor. However, it has rarely, if ever, been exploited for that purpose in synthetic host-guest assemblies. We report here that
V Chatsudthipong et al.
The Journal of pharmacology and experimental therapeutics, 288(3), 993-1001 (1999-02-23)
The transport step for p-aminohippurate (PAH) from cell to lumen across the luminal membrane of rabbit proximal tubules has not been adequately defined. To examine this process more closely, we determined the effects of possible transport inhibitors and substitutes for
J Lännergren et al.
The Journal of physiology, 526 Pt 3, 597-611 (2000-08-02)
Isolated, living muscle fibres from either Xenopus or mouse were observed in a confocal microscope and t-tubules were visualized with sulforhodamine B. Observations were made before and after fatiguing stimulation. In addition, experiments were performed on fibres observed in an

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