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363545

Sigma-Aldrich

2-(Methylsulfonyl)ethanol

98%

Synonym(s):

2-Hydroxyethyl methyl sulfone

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About This Item

Linear Formula:
CH3SO2CH2CH2OH
CAS Number:
15205-66-0
Molecular Weight:
124.16
Beilstein:
1746915
EC Number:
239-261-2
MDL number:
MFCD00014747
UNSPSC Code:
12352100
PubChem Substance ID:
24862203

Assay

98%

bp

148-149 °C (lit.)

mp

31-33 °C (lit.)

SMILES string

CS(=O)(=O)CCO

InChI

1S/C3H8O3S/c1-7(5,6)3-2-4/h4H,2-3H2,1H3

InChI key

KFTYFTKODBWKOU-UHFFFAOYSA-N

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General description

Reaction of 2-(methylsulfonyl)ethanol with cotton cellulose yields methylsulfonylethyl substituents in the 2-O- to 6-O-positions of the monosubstituted D-glucopyranosyl unit of cotton cellulose.

Application

2-(Methylsulfonyl)ethanol may be used as reagent in the synthesis of phenols from aryl fluorides. It may be used in the preparation of 2-(methylsulfonyl)ethyl N,N-bis(2-chloroethyl)phosphorodiamidate.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H317

Hazard Classifications

Skin Sens. 1

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113.00 °C - closed cup

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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Monish Jain et al.
Journal of medicinal chemistry, 47(15), 3843-3852 (2004-07-09)
A series of sulfonyl-group containing analogues of aldophosphamide (Aldo) were synthesized as potential anticancer prodrugs that liberate the cytotoxic phosphoramide mustards (PM, IPM, and tetrakis-PM) via beta-elimination, a nonenzymatic activation mechanism. Kinetic studies demonstrated that all these compounds spontaneously liberate
Reagent effects on distribution of methylsulfonylethyl substituents in the D-glucopyranosyl unit of cotton cellulose.
Rowland SP, et al.
Canadian Journal of Chemistry, 46(3), 451-457 (1968)
Sebastian Bonardd et al.
Polymers, 13(3) (2021-01-28)
In this work, polymethacrylates containing sulfonyl and nitrile functional groups were successfully prepared by conventional radical polymerization and reversible addition-fragmentation chain-transfer polymerization (RAFT). The thermal and dielectric properties were evaluated, for the first time, considering differences in their molecular weights
Mild conversion of electron deficient aryl fluorides to phenols using 2-(methylsulfonyl) ethanol.
Rogers JF and Green DF.
Tetrahedron Letters, 43(19), 3585-3587 (2002)
S G Cohen et al.
Journal of medicinal chemistry, 28(9), 1309-1313 (1985-09-01)
Reversible inhibitors for acetylcholinesterase, AcChE, have been studied. Sterically similar alcohols with tetra-substituted uncharged beta groups, (CH3)3SiCH2CH2OH (I), (CH3)3CCH2CH2OH (IA), and CH3S(O2)CH2CH2OH (VII), bind similarly, KI = 3-9 mM, and each binds similarly to its acetate substrate; cationic analogues, (CH3)3N+CH2CH2OH

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