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Chapter 3: Q 3-3-55 E (page 88)

We鈥檒l see in the next chapter that there are two isomeric substances, both named 1,2-dimethylcyclohexane. Explain.

Short Answer

Expert verified

By differentiating on the basis of the cis and trans arrangement.

Step by step solution

01

IUPAC nomenclature

It is method to give scientific name to the organic compounds recommended by the Indian Union of Pure and Applied Chemistry.

02

Nomenclature of cycloalkanes

IUPAC rules used for naming of cycloalkanes

  • Name the parent cycloalkane
  • Assign numbering to the substituents
  • Assign the first number to the bulky group
  • Halogens get the first priority
  • If both the substituent are on wedge or dash then the cis prefix is used
  • If one substituent on the wedge and the other on the dash and vice-versa then the trans prefix is used
  • Write the name of the molecule in alphabetic
03

Nomenclature of 1,2 dimethyl cyclohexane

The two isomer formed of 1,2 dimethyl cyclohexane is differentiated by the arrangement of the substituent on wedge and dash.

If both the methyl group are on wedge or dash then the cis prefix is used.

If one of the methyl groups is on the wedge and the other on das then the trans prefix is used as shown below:

Cis

Trans

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Most popular questions from this chapter

Propose structures that meet the following descriptions:

(a) Two isomeric esters with the formula C5H10O2

Increased substitution around a bond leads to increased strain. Take the four substituted butanes listed below, for example. For each compound, sight along the C2鈥揅3 bond and draw Newman projections of the most stable and least stable conformations. Use the data in Table 3-5 to assign strain-energy values to each conformation. Which of the eight conformations is most strained? Which is least strained?

(a) 2-Methylbutane

(b) 2,2-Dimethylbutane

(c) 2,3-Dimethylbutane

(d) 2,2,3-Trimethylbutane

Give IUPAC names for the following alkanes, and convert each drawing

into a skeletal structure.

How many isomers are there with the following descriptions?

(a) Alcohols with the formula C3H8O

Malic acid, C4H6O5, has been isolated from apples. Because this compound reacts with 2 molar equivalents of base, it is a dicarboxylic acid .

a) Draw at least 5 possible structures

b) If malic acid is secondary alcohol what is its structure?
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