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Question: Give the structure corresponding to each IUPAC name.

  1. 3-methylhexane
  2. 3,3-dimethylpentane
  3. 3,5,5-trimethyloctane
  4. 3-ethyl-4-methylhexane
  5. 3-ethyl-5-isobutylnonane

Short Answer

Expert verified

Answer

The structures of the given compounds are shown below.

a.

b.

c.

d.

e.

Step by step solution

01

IUPAC nomenclature

IUPAC nomenclature is the chemical naming of organic compounds using a set of rules proposed by organic chemists to avoid the problem of identification.

02

IUPAC rules

The functional groups may be used as prefixes or suffixes with different names, depending on their structures.

The carbon count gives the base name of the compound. The chain is numbered in such a way that substituents attain the lowest numbers. The name changes as per the saturation of the compound.

03

Determination of structures according to IUPAC rules

a.3-Methylhexane

Structure of 3-methylhexane

The longest chain in the given IUPAC name is hexane, which means the compound has a six carbon-containing straight chain. The substituent methyl group is bonded at the third carbon atom of the parent chain.

b. 3,3-Dimethylpentane

Structure of3,3-dimethylpentane

The longest chain in the given IUPAC name is pentane, which means the compound has a five carbon-containing straight chain. Two methyl groups are bonded at the third carbon atom of the parent chain.

c. 3,5,5-Trimethyloctane

Structure of 3,5,5-trimethyloctane

The longest chain in the given IUPAC name is octane, which means the compound has an eight carbon-containing straight chain. The substituents as three methyl groups are bonded at the parent chain's third and fifth carbon atoms.

d. 3-ethyl-4-methylhexane

Structure of 3-ethyl-4-methylhexane

The longest chain in the given IUPAC name is hexane, which means the compound has a six carbon-containing straight chains. Ethyl and methyl groups are bonded at the parent chain's third and fourth carbon atoms, respectively.

e. 3-ethyl-5-isobutylnonane

Structure of 3-ethyl-5-isobutylnonane

The longest chain in the given IUPAC name is nonane, which means the compound is a six carbon-containing straight chain. The substituents ethyl and isobutyl groups are bonded at the parent chain's third and fifth carbon atoms, respectively.

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Most popular questions from this chapter

Question: a. Which compounds (B–F) are identical to A? b. Which compounds (B–F) represent an isomer of A?

Question:Give IUPAC name of each compound.

a. (CH3)3-CH2-CH-(CH2CH3)2

b.

c.CH3(CH2)3CH(CH2CH2CH3)CH(CH3)2

d.

Question: Consider the substituted cyclohexane shown in the ball-and-stick model.

  1. Label the substituents on C1, C2, and C4 as axial or equatorial.
  2. Are the substituents on C1 and C2 cis or trans to each other?
  3. Are the substituents on C2 and C4 cis or trans to each other?
  4. Draw the second possible conformation in the chair form, and classify it as more stable or less stable than the conformation shown in the three-dimensional model.

Question: Hydrocarbons like benzene are metabolized in the body to arene oxides, which rearrange to form phenols. This is an example of a general process in the body, in which an unwanted compound (benzene) is converted to a more water-soluble derivative called a metabolite, so that it can be excreted more readily from the body.

a. Classify each of these reactions as oxidation, reduction, or neither.

b. Explain why phenol is more water soluble than benzene. This means that phenol dissolves in urine, which is largely water, to a greater extent than benzene.

Question: Answer the following questions about compound A, which contains a -CH3group and OH group bonded to the carbon skeleton that consists of three six-membered rings in the conformation shown.

a. Are the -CH3and OH groups oriented cis or trans to each other?

b. Is a substituent on localid="1648626189057" Cathat is cis to the CH3 group located in the axial or equatorial position?

c. Is an equatorial Br at Cboriented cis or trans to the OH group?

d. Is the H atom on Cclocated cis or trans to the OH group?

e. Is a substituent on Cdthat is trans to the OH group located in the axial or equatorial position?

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