Chapter 7: PROBLEM 7.2 (page 250)
Give the IUPAC name for each compound
a)
b)
c)
d)
Short Answer
- 3-chloro-2-methylpentane
- 2-bromo-5,5-dimethylheptane
- 1-bromo-2-methylcyclohexane
- 6-ethyl-2-fluoro-7-isopropyldecane
Chapter 7: PROBLEM 7.2 (page 250)
Give the IUPAC name for each compound
a)
b)
c)
d)
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Get started for freeQuestion: As you will learn in Chapter 9, the epoxide is an ether with an oxygen atom in a three-membered ring. Epoxides can be made by intramolecular SN2 reactions of intermediates that contain a nucleophile and a leaving group on adjacent carbons, as shown.
Assume that each of the following starting materials can be converted to an epoxide by this reaction. Draw the product formed (including stereochemistry) from each starting material. Why might some of these reactions be more difficult than others in yielding nucleophilic substitution products?
a.
b.
c.
d.
Question: Draw the products of each SN1 reaction and indicate the stereochemistry of any stereogenic centers.
a.
b.
Question: Rank the species in each group in order of increasing leaving group ability.
a. Br-,Cl-,I-
b. NH3,H2S,H2O
Question: Suppose you have compounds A–D at your disposal. Using these compounds, devise two different ways to make E. Which one of these methods is preferred, and why?
Question: Rank the nucleophiles in each group in order of increasing nucleophilicity.
a. OH-,NH2- , H2O
b. OH- ,Br- , F-(polar aprotic solvent)
c. H2O, OH-,CH3CO2-
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