When cyclohexene is treated with m-chloroperbenzoic acid and H,0, trans-cyclohexane-1,2-diol is produced. Propose a mechanism for this reaction, accounting for the observed stereochemistry. Hint: Recall what a МСРВА + Enantiomer H2O "OH peroxyacid does to an alkene.
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- Suggest a detailed mechanism for the reaction below. Represent the product in the most stable conformation and also its stereochemistry (Identify stereogenic centers as R or S)Explainwhythefollowingdeuterated1-bromo-2-methylcyclohexaneundergoes dehydrohalogenation by the E2 mechanism, to give only the indicated product. Two other alkenes are not observed.Suggest a detailed mechanism for the reaction below. Represent the product in the most stable conformation and also its stereochemistry.
- Draw the products formed when both cis- and trans-but-2-ene are treated with OsO4, followed by hydrolysis with NaHSO3 + H2O. Explain how these reactions illustrate that syn dihydroxylation is stereospecic.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?Give a mechanism for the following reaction. Indicate electron flow with arrows. Show the structures of intermediates. Be sure your mechanism explains the observed stereochemistry (syn or anti).
- Draw all of the substitution and elimination products formed from thegiven alkyl halide with each reagent: (a) CH3OH; (b) KOH. Indicate thestereochemistry around the stereogenic centers present in the products,as well as the mechanism by which each product is formed.1-methylcyclohexene is reacted with the following reactants. Write products. Write which stereochemistry is valid (syn/anti, racemization, antimarkovnikof, etc). 1- Br2/ H2O 2- CH2N2/heatAddition of hydrochloride acid to 1-isopropenyl-1-methylcyclopentane generates 1-chloro-1,2,2 trimethylcyclohexane. Draw the complete mechanism, including intermediates, to illustrate electron flow in the reaction.
- Two products are formed when methylenecyclohexane reacts with NBS? Show how each is formed. Disregard stereoisomers.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).Addition of HBr to allene (CH2=C=CH2) forms 2-bromoprop-1-ene rather than 3-bromoprop-1-ene, even though 3-bromoprop-1-ene is formed from an allylic carbocation. Considering the arrangement of orbitals in the allene reactant, explain this result.