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331597

Sigma-Aldrich

2-Methoxythiophene

97%

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About This Item

Empirical Formula (Hill Notation):
C5H6OS
CAS Number:
16839-97-7
Molecular Weight:
114.17
EC Number:
240-863-2
MDL number:
MFCD00014526
UNSPSC Code:
12352100
PubChem Substance ID:
24859979
NACRES:
NA.22

assay

97%

form

liquid

refractive index

n20/D 1.528 (lit.)

bp

151-152 °C/762 mmHg (lit.)

density

1.133 g/mL at 25 °C (lit.)

SMILES string

COc1cccs1

InChI

1S/C5H6OS/c1-6-5-3-2-4-7-5/h2-4H,1H3

InChI key

OKEHURCMYKPVFW-UHFFFAOYSA-N

General description

2-Methoxythiophene is a heterocyclic methyl enol ether and its reaction with o-quinone monoimide was studied. The intramolecular and intermolecular geometries of crystals of 2-methoxythiophene were investigated. Kinetics of the hydronium-ion catalysed hydrolysis of 2-methoxythiophene was reported.

Application

2-Methoxythiophene was used in thermal reaction (60°C) of (C5Me5)Rh(PMe3)(Ph)H.

pictograms

Flame
GHS02

signalword

Warning

hcodes

H226

Hazard Classifications

Flam. Liq. 3

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

109.4 °F - closed cup

flash_point_c

43 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

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Reactions of an o-quinone monoimide with 1, 3, 5-trimethoxybenzene, 2-methoxythiophene, 2-methoxyfuran, and 1-methyl-, 2-methyl-, and 1, 2-dimethylindoles.
Heine HW, et al.
The Journal of Organic Chemistry, 52(1), 97-101 (1987)
Reversible carbon protonation in the hydrolysis of heterocyclic enol methyl ethers.
Capon B and Kwok F-C.
Tetrahedron, 43(1), 69-76 (1987)
Bond cleavage reactions in substituted thiophenes by a rhodium complex.
Myers AW, et al.
Inorgorganica Chimica Acta, 361(11), 3263-3270 (2008)
Blake et al.
Acta crystallographica. Section B, Structural science, 55(Pt 6), 963-974 (2000-08-06)
The intramolecular and intermolecular geometries of six thiophenes carrying oxygen-containing substituents have been determined. Crystals of 2-methoxythiophene and 3-methoxythiophene were grown in situ on a diffractometer from liquid samples. The 2-methoxy group introduces significant distortions to the thiophene nucleus and

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