2,3-Epoxybutane

Meso-2,3-epoxybutane.png 2,3-expoxybutane,chiral.png 2,3-Dimethyloxirane 2,3-Butyleneoxide, 2,3-Buteneoxide meso or cis S,S R,R 3266-23-7 1758-33-4 21490-63-1 1758-32-3 17595 83206 28456 4937496 18632 92162 30664 6432237 221-877-8 244-406-8 244-406-8 3271 1S/C4H8O/c1-3-4(2)5-3/h3-4H,1-2H3 1S/C4H8O/c1-3-4(2)5-3/h3-4H,1-2H3/t3-,4+ 1S/C4H8O/c1-3-4(2)5-3/h3-4H,1-2H3/t3-,4-/m0/s1 1S/C4H8O/c1-3-4(2)5-3/h3-4H,1-2H3/t3-,4-/m1/s1 PQXKWPLDPFFDJP-UHFFFAOYSA-N PQXKWPLDPFFDJP-ZXZARUISSA-N PQXKWPLDPFFDJP-IMJSIDKUSA-N PQXKWPLDPFFDJP-QWWZWVQMSA-N CC1C(O1)C C[C@@H]1[C@@H](O1)C C[C@H]1[C@@H](O1)C C[C@@H]1[C@H](O1)C 4 8 1 colorless liquid 0.837 g·cm−3 64-78 05 07 09 Danger 225 315 319 335 341 203 210 233 240 241 242 243 261 264 264+265 271 280 302+352 303+361+353 304+340 305+351+338 318 319 321 332+317 337+317 362+364 370+378 403+233 403+235 405 501 2,3-Epoxybutane is an organic compound with the formula CH3CH(O)CHCH3. It is an epoxide. The compound exists as three stereoisomers, a pair of enantiomers and the meso isomer. All are colorless liquids. Preparation and reactions 2,3-Epoxybutane is prepared from 2-butene via the chlorohydrin:Heinz Gräfje, Wolfgang Körnig, Hans-Martin Weitz, Wolfgang Reiß, Guido Steffan, Herbert Diehl, Horst Bosche, Kurt Schneider and Heinz Kieczka "Butanediols, Butenediol, and Butynediol" in Ullmann's Encyclopedia of Industrial Chemistry, 2019, Wiley-VCH, Weinheim. 10.1002/14356007.a04_455.pub2 CH3CH=CHCH3 + HOCl → CH3CH(OH)CH(Cl)CH3 CH3CH(OH)CH(Cl)CH3 → CH3CH(O)CHCH3 + HCl A common reaction is its hydration to 2,3-butanediol. Many such ring-opening reactions have been reported.Desymmetrization of Meso Epoxides with Halides: A New Catalytic Reaction Based on Mechanistic Insight Nugent, William A. Journal of the American Chemical Society 1998 120 28 7139–7140 10.1021/JA981031L 1998JAChS.120.7139N References Category:Epoxides