Chapter A, Problem A.29P

Interpretation Introduction

(a)

Interpretation:

The structure from the provided IUPAC name is to be drawn.

Concept introduction:

If a molecule contains at least one ring entirely made up of carbon and hydrogen atoms, then such a ring could establish the root as a cycloalkane. Alternatively, the ring could serve as a substituent and be called a cycloalkyl group. Whether a ring is treated as a root or a substituent depends on the relative number of carbon atoms in it. If the largest carbon ring has as many or more carbons than the longest continuous straight carbon chain, then the ring serves as the parent. If the longest continuous carbon chain has more carbon atoms than the ring, then the longest continuous straight chain serves as a parent and ring serves as a substituent. When the parent is a cycloalkane, $\text{C1}$ has the greatest number of attached substituents, and numbering increases clockwise or anticlockwise around the ring so that the next substituent is encountered the earliest. Prefixes are used to indicate the number of substituents attached to the ring or to the longest continuous straight chain. A parenthesis in the IUPAC name represents a substituted branched alkane while the number just before the parenthesis denotes the point of attachment of the substituted branched alkane to the parent chain/ring.

Interpretation Introduction

(b)

Interpretation:

The structure from the given IUPAC name is to be drawn.

Concept introduction:

Interpretation Introduction

(c)

Interpretation:

The structure from the provided IUPAC name is to be drawn.

Concept introduction:

If a molecule contains at least one ring entirely made up of carbon and hydrogen atoms, then such a ring could establish the root as a “cycloalkane.” Alternatively, the ring could serve as a substituent and be called cycloalkyl groups. Whether a ring is treated as a root or a substituent depends on the relative number of carbon atoms in it. If the largest carbon ring has as many or more carbons than the longest continuous straight carbon chain, then the ring serves as the parent. If the longest continuous carbon chain has more carbon atoms than the longest continuous straight carbon chain, then the longest continuous straight chain serves as a parent and ring serves as a substituent. When the parent is a cycloalkane, then $\text{C1}$ has the greatest number of attached substituents, and numbering increases clockwise or anticlockwise around the ring so that the next substituent is encountered the earliest. Prefixes are used to indicate the number of substituents attached to the ring or to the longest continuous straight chain.