Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

209929

Sigma-Aldrich

2-Ethoxytetrahydrofuran

99%

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C6H12O2
CAS Number:
13436-46-9
Molecular Weight:
116.16
EC Number:
236-569-9
MDL number:
MFCD00005360
UNSPSC Code:
12352100
PubChem Substance ID:
24852603

Assay

99%

form

liquid

refractive index

n20/D 1.414 (lit.)

bp

170-172 °C (lit.)

density

0.908 g/mL at 25 °C (lit.)

SMILES string

CCOC1CCCO1

InChI

1S/C6H12O2/c1-2-7-6-4-3-5-8-6/h6H,2-5H2,1H3

InChI key

JQYYUWHWGCJWTN-UHFFFAOYSA-N

General description

2-Ethoxytetrahydrofuran undergoes Ln(OTf)3-catalyzed-Povarov coupling reaction with anilines and cyclopentadiene to yield tetrahydroquinolines. Transacetalization of 2-ethoxytetrahydrofuran with various alcohols catalyzed by Fe(ClO4)3 has been reported.

Application

2-Ethoxytetrahydrofuran was used to investigate quantitative, regioselective, O-acylative cleavage of tetrahydrofurans using organic acid halides in the presence of Bi(III) halides.

Pictograms

Flame
GHS02

Signal Word

Danger

Hazard Statements

H225

Hazard Classifications

Flam. Liq. 2

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

60.8 °F - closed cup

Flash Point(C)

16 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
48196MM
00226CH
00212JG
00113JS
13919HQ

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Bi (III) halides as efficient catalysts for the O-acylative cleavage of tetrahydrofurans: an expeditious entry to tetralins.
Coles SJ, et al.
Tetrahedron, 61(18), 4447-4452 (2005)
Lanthanide (III)-catalyzed multi-component aza-Diels-Alder reaction of aliphatic N-arylaldimines with cyclopentadiene.
Powell DA and Batey RA.
Tetrahedron Letters, 44(41), 7569-7573 (2003)
Fe3+-Catalyzed transacetalization of 2-alkoxytetrahydrofurans with alcohols.
Yamanaka D, et al.
Tetrahedron Letters, 49(1), 53-56 (2008)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service