By Steven S. Zumdahl
Chemical ideas fifth version by way of Peter W. Atkins. W.H. Freeman,2010 (
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Additional info for Chemical Principles 5TH EDITION
Fit an oven-dried, two-necked, round-bottomed flask (100 mL), containing a Reuben D. Rieke and Mark V. Hanson Protocol 5. Continued stirring bar, with a gas adapter (with stopcock) and a septum. Connect the flask to a manifold system, and subject the flask to three evacuation/inert gas refill cycles. Under a blanket of argon, charged the flask with dry, distilled pentane (90 mL). Cool the flask to -30°C using a controlled temperature bath. 6 g, 15 mmol). 4. Add the alkylzinc bromide reagent dropwise to the cyclohexenone mixture over 20 min.
The disposal o f large amounts o f these diorganozincs is best performed b y dilution in dry cyclohexane, THF, CH2C12, or DME followed b y the slow addition o f ethanol at 0°C. Diethylzinc reacts explosively with pure oxygen even at low temperature. D u e to the hazards involving the work with neat diethylzinc, alternatives have been searched and the use of complexes o f diethylzinc with ethers was investigated. Thus, the treatment o f diethylzinc with dibutyl ether (ca. Bu20 which is far more convenient to handle.
Use of very low temperatures for the formation of the organolithium does allow the preparation of functionalized organozinc reagents: although this procedure, whilst useful in some cases, does have less broad scope than the direct zinc insertion method. For this reason, this chapter will concentrate on methods for the preparation of organozinc halides by direct reaction of organic substrates with metallic zinc. 1 It has also been shown recently that it is possible to prepare organozinc halides by transition metal promoted exchange reactions between commercially Richard F.