Video Solution:  Oxymercuration of methylcyclopentene gives which of th...

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 Oxymercuration of methylcyclopentene gives which of the following products?

Provide the missing reagent or product.

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Complete the following reaction supplying the missing product and showing correct regio- and stereochemistry where applicable. If a racemic or diastereomeric mixture forms show all stereoisomers; if no reaction takes place, write N.R.

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Draw the mechanism of the following reaction. If no reaction would occur, say so. Show stereochemistry where relevant. Show the intermediate between steps 1 and 2. 

 

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Complete the mechanism for the following reaction. Draw all the arrows to indicate movement of electrons, write all lone pairs, all formal charges, and all products for each step. In the dotted boxes write which mechanistic element is involved in each step. If a racemic mixture is formed in the final product, you must draw both enantiomers and write racemic.

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Consider the strucutres below and answer the following questions. 

b. Which compound is most likely to form a secondary alcohol by oxymercuration, but a tertiary alcohol by hydration using aqueous sulfuric acid?

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Consider the strucutres below and answer the following questions. 

a. Which compound will form different products by oxymercuation and hydroboration? 

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Follows Markovnikov’s Rule

a)    Hydrogen goes to the double bonded carbon with _______ hydrogens. ( ______ substituted alkene carbon) 

b)    Hydroxide ion goes to the double bonded carbon with _______ hydrogens. ( ______ substituted alkene carbon). 

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Predict the starting material of the following reactions.

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What is the major product from this reaction?

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Predict the product:

 

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