2-Methoxypropene

2-Methoxypropene
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 Edit this at Wikidata
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 liquid[1]
Density 0.753 g/mL[2]
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

  1. ^ a b Whitaker, K. Sinclair; Whitaker, D. Todd (2001). "2-Methoxypropene". Encyclopedia of Reagents for Organic Synthesis. doi:10.1002/047084289X.rm124. ISBN 0471936235.
  2. ^ a b 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.