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
InChI key
JKTCBAGSMQIFNL-UHFFFAOYSA-N
InChI
1S/C4H6O/c1-2-4-5-3-1/h1,3H,2,4H2
SMILES string
C1CC=CO1
vapor pressure
14.46 psi ( 55 °C), 3.67 psi ( 20 °C)
assay
99%
form
liquid
Quality Level
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
Related Categories
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.
signalword
Danger
hcodes
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
Regulatory Information
危险化学品
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The Journal of Organic Chemistry, 59, 4535-4535 (1994)
Tetrahedron, 50, 4557-4557 (1994)
Synlett, 431-431 (1994)
Wen-Qiong Wu et al.
Journal of the American Chemical Society, 130(30), 9717-9725 (2008-07-02)
A series of benzylic substituted P, N-ligands 1 and 2 have been synthesized. The Pd-complexes of these ligands show high catalytic activity and enantioselectivity in catalyzing the asymmetric Heck reaction. A dramatic switch in enantioselectivity is realized using ligands with
Copper-catalyzed asymmetric [4+1] cycloadditions of enones with diazo compounds to form dihydrofurans.
Sunghee Son et al.
Journal of the American Chemical Society, 129(5), 1046-1047 (2007-02-01)
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