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Chapter 10: Q.8. (page 390)

Question: Draw the structure corresponding to each IUPAC name.

a. (Z)-4-ethylhept-3-ene

b. (E)-3,5,6-trimethyloct-2-ene

c. (Z)-2-bromo-1-iodohex-1-ene

Short Answer

Expert verified

Answer

Step by step solution

01

Detect the parent carbon chain

Determine the parent carbon chain from the parent name and assign groups as per the numbering.

02

Alkenes

Alkenes are numbered such that the double bonds get the lowest values, followed by the groups attached.

03

Drawing the structures of the given compounds

The alkyl groups are placed around the C=C bonds as per E and Z names.


a. The parent name “hept” indicates that the parent chain consists of seven carbon atoms. The Z isomer has the higher priority groups on the same side of C=C.

Structure of a


b. The parent name “oct” indicates that the parent chain consists of eight carbon atoms. The E isomer has higher priority groups on the opposite sides of C=C.

Structure of b

c. The parent name “hex” indicates that the parent chain consists of six carbon atoms. The Z isomer has higher priority groups on the same side of C=C.

Structure of c

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Most popular questions from this chapter

Question: What product is formed when each alkene is treated with HCl?

Question: What stereoisomers are formed when pent-1-ene is treated with H2O and H2SO4?

Question: Like other electrophiles, carbocations add to alkenes to form new carbocations, which can then undergo substitution or elimination reactions depending on the reaction conditions. With this in mind, consider the following reactions of nerol, a natural product isolated from lemon grass and other plant sources. Treatment of nerol with TsOH forms α-terpineol as the major product, whereas treatment of nerol with chlorosulfonic acid, HSO3Cl , forms a constitutional isomer, α-cyclogeraniol. Write stepwise mechanisms for both processes. Each mechanism involves the addition of an electrophile—a carbocation— to a double bond.

Question: Draw the products formed when each alkene is treated with HCl.

Question: Less stable alkenes can be isomerized to more stable alkenes by treatment with strong acid. For example, 2,3-dimethylbut-1-ene is converted to 2,3-dimethylbut-2-ene when treated with . Draw a stepwise mechanism for this isomerization process.
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