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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

Signal Word

Warning

Hazard Statements

H226

Hazard Classifications

Flam. Liq. 3

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

109.4 °F - closed cup

Flash Point(C)

43 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 2 petroleums
Hazardous rank III
Water insoluble liquid

JAN Code

331597-BULK:
331597-5G:
331597-VAR:
331597-1G:

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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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)
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
Bond cleavage reactions in substituted thiophenes by a rhodium complex.
Myers AW, et al.
Inorgorganica Chimica Acta, 361(11), 3263-3270 (2008)
Reversible carbon protonation in the hydrolysis of heterocyclic enol methyl ethers.
Capon B and Kwok F-C.
Tetrahedron, 43(1), 69-76 (1987)

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