2,3-Dihydrofuran

2,3-Dihydrofuran is a heterocyclic compound. It is one of the simplest enol ethers and a position isomer of 2,5-dihydrofuran. It is a colorless volatile liquid.

2,3-Dihydrofuran
Skeletal formula of 2,3-dihydrofuran
Ball-and-stick model of the 2,3-dihydrofuran molecule
Names
Preferred IUPAC name
2,3-Dihydrofuran
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.013.407
UNII
  • InChI=1S/C4H6O/c1-2-4-5-3-1/h1,3H,2,4H2 checkY
    Key: JKTCBAGSMQIFNL-UHFFFAOYSA-N checkY
  • InChI=1/C4H6O/c1-2-4-5-3-1/h1,3H,2,4H2
    Key: JKTCBAGSMQIFNL-UHFFFAOYAF
  • O1\C=C/CC1
Properties
C4H6O
Molar mass 70.091 g·mol−1
Density 0,927 g/mL
Boiling point 54.6 °C (130.3 °F; 327.8 K)[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

It undergoes lithiation upon treatment with butyl lithium.[2]

2,3-Dihydrofurans are intermediates in the Feist–Benary synthesis of furans from α-halogen ketones and β-dicarbonyl compounds.[3]

References
  1. Wilson, Christopher L. (December 1947). "Reactions of Furan Compounds. VII. Thermal Interconversion of 2,3-Dihydrofuran and Cyclopropane Aldehyde". Journal of the American Chemical Society. 69 (12): 3002–3004. doi:10.1021/ja01204a020.
  2. Krzysztof Jarowicki; Philip J. Kocienski; Liu Qun (2002). "1,2-Metallate Rearrangement: (Z)-4-(2-Propenyl)-3-octen-1-ol". Org. Synth. 79: 11. doi:10.15227/orgsyn.079.0011.
  3. Gilchrist, Thomas L. (1997). Heterocyclic Chemistry (3rd ed.). Liverpool: Longman. p. 209-212.


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