Isobutylene oxide is employed as an initiator for the preparation of polyisobutylenes. It finds application in the synthesis of 1-tert-butylperoxy-2-methyl-propan-2-ol.
Reductive lithiation with the radical anion formed from Li metal and 4,4'-Di-tert-butylbiphenyl, B21470 (LDBB) is exemplified for this epoxide. The intermediate ring-opened ß-lithioalkoxide reacts with an aldehyde to give a 1,3-diol: J. Org. Chem., 55, 1528 (1990); Org. Synth. Coll., 9, 306 (1998):
Kim, S. H.; Han, S. Y.; Kim, J. H.; Kang, Y. Y.; Lee, J.; Kim, Y. Monomeric or Dimeric Aluminum Complexes as Catalysts for Cycloaddition between CO2 and Epoxides. Eur. J. Inorg. Chem. 2015, 2015 (13), 2323-2329.
Liu, C.; Yin, Q.; Dai, L. X.; You, S. L. Synthesis of pyrroloindolines and furoindolines via cascade dearomatization of indole derivatives with carbenium ion. Chem. Commun. 2015, 51 (27), 5971-5974.
Hazard Statements: H225-H303-H314-H318
Highly flammable liquid and vapour. May be harmful if swallowed. Causes severe skin burns and eye damage. Causes serious eye damage.
Precautionary Statements: P210-P260u-P303+P361+P353-P305+P351+P338-P405-P501a
Keep away from heat/sparks/open flames/hot surfaces. - No smoking. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.