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2-Methoxypropene

2-Methoxypropene is an ether with the chemical formula C4H8O. It is a reagent used in organic synthesis to introduce a protecting group for alcohols, and the conversion diols to the acetonide group.

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2-Methoxypropene
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Names
Preferred IUPAC name
2-Methoxyprop-1-ene
Other names
Methyl isopropenyl ether
Isopropenyl methyl ether
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.003.751
UNII
  • InChI=1S/C4H8O/c1-4(2)5-3/h1H2,2-3H3
    Key: YOWQWFMSQCOSBA-UHFFFAOYSA-N
  • InChI=1/C4H8O/c1-4(2)5-3/h1H2,2-3H3
    Key: YOWQWFMSQCOSBA-UHFFFAOYAD
  • CC(=C)OC
Properties
C4H8O
Molar mass 72.107 g·mol−1
Appearance Colorless liquid1
Density 0.753 g/mL2
Boiling point 34 to 36 °C (93 to 97 °F; 307 to 309 K)2
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

2-Methoxypropene is an ether with the chemical formula C4H8O. It is a reagent used in organic synthesis to introduce a protecting group for alcohols,1 and the conversion diols to the acetonide group.3

2-Methoxypropene can be prepared by the elimination of methanol from dimethoxypropane,4 or by the addition of methanol to propyne or allene.5

References

References

  1. Whitaker, K. Sinclair; Whitaker, D. Todd (2001). "2-Methoxypropene". Encyclopedia of Reagents for Organic Synthesis. doi:10.1002/047084289X.rm124. ISBN 0471936235.
  2. 2-Methoxypropene at Sigma-Aldrich
  3. Theodora W. Greene; Peter G. M. Wuts. Protective Groups in Organic Synthesis (3rd ed.). pp. 207–215.
  4. Newman, Melvin S.; Vander Zwan, Michael C. (1973). "Improved synthesis of 2-methoxypropene". The Journal of Organic Chemistry. 38 (16): 2910. doi:10.1021/jo00956a040.
  5. Agré, B. A.; Taber, A. M.; Beregovykh, V. V.; Klebanova, F. D.; Nekrasov, N. V.; Sobolev, O. B.; Kalechits, I. V. (1983). "Kinetics of the catalytic synthesis of 2-methoxypropene". Pharmaceutical Chemistry Journal. 17 (3): 221. doi:10.1007/BF00765172. S2CID 22506880.