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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

Quality Level

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

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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)
Synthesis of new triazolium-based ionic liquids and their use in the Morita-Baylis-Hillman reaction
F Alioune, et al.
Tetrahedron Letters, 56(36), 5128-5131 (2015)
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)
Richard Wolfenden et al.
Proceedings of the National Academy of Sciences of the United States of America, 104(1), 83-86 (2006-12-22)
Alkyl sulfate monoesters are involved in cell signaling and structure. Alkyl sulfates are also present in many commercial detergents. Here, we show that monomethyl sulfate acts as an efficient alkylating agent in water, reacting spontaneously with oxygen nucleophiles >100-fold more
Antonio Arroyo et al.
The Journal of biological chemistry, 277(51), 49965-49975 (2002-10-12)
Resolution of inflammation requires clearance of activated neutrophils by phagocytes in a manner that protects adjacent tissues from injury. Mechanisms governing apoptosis and clearance of activated neutrophils from inflamed areas are still poorly understood. We used dimethylsulfoxide-differentiated HL-60 cells showing

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