2-Methoxypropene

2-Methoxypropene

Names
Preferred IUPAC name 2-Methoxyprop-1-ene
Other names Methyl isopropenyl ether Isopropenyl methyl ether
Identifiers
CAS Number	116-11-0  Y
3D model (JSmol)	Interactive image
ChemSpider	7999
ECHA InfoCard	100.003.751
PubChem CID	8300
UNII	15WBG0JT6B  Y
CompTox Dashboard (EPA)	DTXSID3051591
InChI 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
SMILES CC(=C)OC
Properties
Chemical formula	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). Infobox references

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. 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.