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54402

Sigma-Aldrich

2-(Methylsulfonyl)ethanol

purum, ≥98.0% (GC)

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
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grade

purum

Assay

≥98.0% (GC)

bp

148-149 °C (lit.)

mp

31-33 °C (lit.)

storage temp.

2-8°C

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

2-(Methylsulfonyl)ethanol is an asymmetric sulfone.

Application

2-(Methylsulfonyl)ethanol may be used as a reagent for the synthesis of electron deficient phenols from the corresponding fluorides.[1] It may also be used in the preparation of 2-cyanophenol.

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

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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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