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200018

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
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
214-747-7
Beilstein/REAXYS Number:
103168
MDL number:
Assay:
99%
Form:
liquid
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Quality Level

vapor pressure

14.46 psi ( 55 °C), 3.67 psi ( 20 °C)

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

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

signalword

Danger

Hazard Classifications

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

supp_hazards

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

-11.2 °F - closed cup

flash_point_c

-24 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves


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Claudia G Cobo-Angel et al.
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The Journal of Organic Chemistry, 59, 4535-4535 (1994)
Tetrahedron, 50, 4557-4557 (1994)
Synlett, 431-431 (1994)
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

Global Trade Item Number

SKUGTIN
200018-100ML04061838763587
200018-1L04061837713828
200018-20L04065267907161

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