(a)
To determine: The method of synthesis of given compounds by reaction of Grignard reagent and an epoxide.
Interpretation: The method of synthesis of given compounds is to be stated by reaction of Grignard reagent and an epoxide.
Concept introduction: Steric hinderance limits Grignard reactions. The yield of reaction of Grignard reagents with ethylene oxide and monsubstituted
(b)
To determine: The reagents required to synthesis given alcohols and the reason for the reaction to be unlikely to succeed with Grignard reagent.
Interpretation: The reagents required to synthesis given alcohols and the reason for the reaction to be unlikely to succeed with Grignard reagent is to be stated.
Concept introduction: Steric hinderance limits Grignard reactions. The yield of reaction of Grignard reagents with ethylene oxide and monsubstituted epoxides is high. But the yield is much lower with disubstituted epoxides. Grignard reagents hardly react with tri or tetrasubstituted epoxides.
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Organic Chemistry (9th Edition)
- Show how to prepare each Gilman reagent from an appropriate alkyl or vinylic halide. Q.Nonanearrow_forward6. Show how you would carry out the following transformations as shown. More than one step is required in each step. Show all steps clearly with reactants, reagents and products. a. b. OH ? ? OH OHarrow_forwardA Grignard reagent can be produced by combining an alkyl bromide or alkyl chloride with... A. LICI B. Mg O C. Li D: MgBr2arrow_forward
- 2. Provide reagents/conditions to accomplish the following syntheses. More than one step is required in some cases. a. b. CN Br Br CH₂ Revised F Farrow_forward1. Arrange the following alcohols in order of increasing rate of reaction with the Lucas reagent. -2-methyl-2-butanol -3-butenol -benzyl alcohol -2-butenol -phenolarrow_forward4. Devise concise syntheses for the following transformations. Clearly show the reagent and product for each step. The first three syntheses can be accomplished in two steps whereas the last synthesis requires three steps. a. Br b. H... HO OH CH3 H3C Harrow_forward
- Show how to prepare each Gilman reagent from an appropriate alkyl or vinylic halide. Q. 3-Methyloctanearrow_forwardGrignard reagents react with oxirane (ethylene oxide) to form 1° alcohols but can be prepared in tetrahydrofuran solvent. Why is this difference in behavior observed? A. There is a better leaving group in the oxirane molecule. B. Steric hindrance in the case of tetrahydrofuran precludes reaction with the Grignard. C. It is easier to obtain tetrahydrofuran in anhydrous condition. D. Oxirane is a cyclic ether, while tetrahydrofuran is a hydrocarbon. E. The oxirane ring is the more highly strained.arrow_forward2. Fill in the necessary reagents for each reaction. HO 1. A. В. 2.arrow_forward
- Show what reagents you would use to synthesize this ether by each of the following methods, show mechanism for method A and C. A. Acid-catalyzed ether formation from alcohols B. Alkoxymercuration-demercuration (do not show mechanism) C. Williamson ether synthesisarrow_forward2. Using only reagents with 3 carbons or less, synthesize the following compounds. *** Do not count the 3 phenyl rings in the Wittig reagent in your carbon count. Note that once a compound has been synthesized in one process it can be used in a different process if you reference where it was first made. HO. b. OH C.arrow_forwardWhich compound will react most rapidly with acetaldehyde? A.propylmagnesium chloride B.cyclopropyl magnesium iodide C.propenylmagnesium bromide D.propynylmagnesium bromidearrow_forward
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage LearningOrganic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning