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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

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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Claudia G Cobo-Angel et al.
Scientific reports, 9(1), 14025-14025 (2019-10-03)
Group B Streptococcus (GBS), is a leading cause of neonatal death and an emerging pathogen in adults. Additionally, GBS is a bovine pathogen causing intramammary infections. The likelihood of GBS interspecies transmission is largely unknown. We explored the potential transmission
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.
Lun-Zhi Dai et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 14(23), 7011-7018 (2008-07-08)
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
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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