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Safety Information

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:
1191-99-7
Molecular Weight:
70.09
Beilstein:
103168
EC Number:
214-747-7
MDL number:
MFCD00003205
UNSPSC Code:
12352100
PubChem Substance ID:
24851953
NACRES:
NA.22

vapor pressure

14.46 psi ( 55 °C)
3.67 psi ( 20 °C)

Quality Level

100

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.)

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
GHS02,GHS07

Signal Word

Danger

Hazard Statements

H225,H302,H319

Hazard Classifications

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

Supplementary Hazards

EUH019

WGK

WGK 3

Flash Point(F)

closed cup

Flash Point(C)

closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

危险化学品

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 gold(I)-catalyzed cycloisomerization of epoxy alkynes in the presence of a nucleophile is an efficient protocol to provide ketal skeletons with high stereoselectivity. An intramolecular reaction of propargylic/homopropargylic alcohols with oxirane to produce ketal/spiroketals in moderate yields under mild conditions
Angela M Bernard et al.
Organic letters, 7(21), 4565-4568 (2005-10-08)
[reactions: see text] Regioselective synthesis of 2,4,5- or 3,4,5-trisubstituted 2,3-dihydrofurans has been realized by using donor-acceptor cyclopropanes or by a Corey ylide reaction with alpha-sulfenyl-, alpha-sulfinyl-, or alpha-sulfonylenones. The method allowed a straightforward synthesis of the natural product calyxolane B.
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
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