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- When 3-methyl-1-butene is reacted with 9-borabicyclo[3.3.1]nonane, the "1-ol" product is formed. What is the detailed reactin scheme for the transformation? Describe the purification procedure.Provide a reasonable arrow-pushing mechanism for Reaction 5b, and explain the the stereochemical outcome. 5d belowTreatment of but-1-ene with hot KMno4/OH- gives product D, and subsequent acidification of the mixture gives product E. What are D and E. Give reaction equations.
- cis-4-Bromocyclohexanol and trans-4-bromocyclohexanol form the same elimination product but a different substitution product when they reactwith HO-. a. Why do they form the same elimination product?b. Explain, by showing the mechanisms, why different substitution products are obtained.c. How many stereoisomers does each of the elimination and substitution reactions form?Explain how the reaction of (CH3)2CHCH(Cl)CH3 with H2O yields two substitutionproducts, (CH3)2CHCH(OH)CH3 and (CH3)2C(OH)CH2CH3Reaction of (CH3)3CCHO with (C6H5)3P=C(CH3)OCH3, followed bytreatment with aqueous acid, affords R (C7H14O). R has a strong absorption in its IR spectrum at 1717 cm−1 and three singlets in its 1H NMR spectrum at 1.02 (9 H), 2.13 (3 H), and 2.33 (2 H) ppm. What is thestructure of R?
- Elimination occurs when (Z)-3-bromohex-3-ene is treated with NaNH2. Under the same conditions, 1-bromocyclohexeneundergoes elimination much more sluggishly. Explain whyAcetoxybenzene (PhOC(=O)OCH3) is much less reactive than ethoxybenzene (PhOCH2CH3) in electrophilic aromatic substitution reactions. Suggest an explanation for this result, based on an analysis of the inductive and resonance electronic effects of the two substituents on the stability of theWheland intermediate for para substitution by an electrophile E+The spirocyclic pentadiene derivative F shown below is converted stereospecificallyinto compound G on heating. The transformation involves two consecutive pericyclicreactions of the same type, and proceeds via compound H which is not isolated. Identify the type of pericyclic reaction occurring, and determine the structure ofcompound H.
- Give to all parts? (a) Give the complete mechanism for the reaction of trans-2-butene with Br2 in excess H2O. (b) Name the products (including stereochemistry). (c) Give the complete mechanism for the reaction of trans-2-butene with Br2 in excess H2O. (d) Name the products (including stereochemistry).A. propose the efficient synthesis and the mechanism B. give the products for each step and the final productExplainwhythefollowingdeuterated1-bromo-2-methylcyclohexaneundergoes dehydrohalogenation by the E2 mechanism, to give only the indicated product. Two other alkenes are not observed.