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Key Documents

200018

Sigma-Aldrich

2,3-Dihydrofuran

99%

Synonym(s):

2,3-DHF

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About This Item

Empirical Formula (Hill Notation):
C4H6O
CAS Number:
Molecular Weight:
70.09
Beilstein:
103168
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

vapor pressure

14.46 psi ( 55 °C)
3.67 psi ( 20 °C)

Quality Level

Assay

99%

form

liquid

refractive index

n20/D 1.423 (lit.)

bp

54-55 °C (lit.)

density

0.927 g/mL at 25 °C (lit.)

functional group

ether

storage temp.

2-8°C

SMILES string

C1CC=CO1

InChI

1S/C4H6O/c1-2-4-5-3-1/h1,3H,2,4H2

InChI key

JKTCBAGSMQIFNL-UHFFFAOYSA-N

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General description

The enantioselective Heck arylation of 2,3-dihydrofuran with aryl iodides was studied.

Application

2,3-Dihydrofuran is a versatile reagent used in lanthanide-catalyzed Diels-Alder reactions with 2-pyrones and in Rh(II)-stabilized cycloadditions with vinylcarbenoids.

Pictograms

FlameExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Flam. Liq. 2

Supplementary Hazards

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

-11.2 °F - closed cup

Flash Point(C)

-24 °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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The Journal of Organic Chemistry, 59, 4535-4535 (1994)
Tetrahedron, 50, 4557-4557 (1994)
Synlett, 431-431 (1994)
Raúl Pérez-Ruiz et al.
Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology, 5(1), 51-55 (2006-01-06)
The bicyclic oxetanes and resulting from photocycloaddition of aromatic aldehydes to 2,3-dihydrofuran, were efficiently cleaved by means of electron-transfer reduction, photoinduced by the electronically excited reductants 1-methoxynaphthalene (MN) and 2,7-dimethoxynaphthalene (DMN) in acetonitrile. The fluorescence quenching rates of DMN/MN by
Peizhong Xie et al.
Chemistry, an Asian journal, 7(7), 1533-1537 (2012-04-19)
A new domino reaction for Nazarov reagents: An efficient approach was developed for the construction of highly functionalized conjugated 2,3-dihydrofuran skeletons. Nazarov reagents were used for the first time in a phosphine-catalyzed domino reaction and successfully used to construct five-membered

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