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Chapter 1: Q1-24P (page 82)

Which of the following compounds show cis-trans isomerism? Draw the cis and trans isomers of those that do.

  1. CHF=CHF
  2. F2C=CH2
  3. CH2=CH-CH2-CH3

e.

f.

Short Answer

Expert verified

Only compound (a) will show cis-trans isomerism.

Step by step solution

01

Cis-trans isomerism

Cis-trans isomerism is observed in alkenes and alicyclic compounds. For an alkene to show cis-trans isomerism, it must have two different substituents. Cis-trans isomers are geometric isomers that are the subset of stereoisomers.

02

Rules for displaying cis-trans isomerism

The compounds with the following substitution pattern would not show cis-trans isomerism.

Cis-trans isomerism would not be observed for alkenes with this substitution pattern.

03

Determination of compounds that show cis-trans isomerism

Compounds (b), (c), and (d) would not show cis-trans isomerism.

Cis-trans notation cannot be used for alkenes with more than two different substituents. Hence, the compound (e) and (f) would not show cis-trans isomerism. For these compounds E/Z notation system is appropriate.

The only compound that will exhibit cis-trans isomerism is compound (a). Cis-trans isomers of compound (a) are,

Cis-trans isomerism of compound (a).

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Most popular questions from this chapter

Question: In most amines, the nitrogen atom is sp3 hybridized, with a pyramidal structure and bond angles close to 109o.In urea, both nitrogen atoms are found to be planer, with bond angles close to 120o. Explain this surprising finding. (Hint: consider resonance forms and the overlap needed in them.)

(a) Nitrogen has relatively stable isotopes (half-life greater than 1 second) of mass numbers 13, 14, 15, 16, and 17. (All exceptandare radioactive.) Calculate how many protons and neutrons are in each of these isotopes of nitrogen.

(b) Write the electronic configurations of the third-row elements shown in the partial periodic table in Figure 1-6.

(a) Two compounds of formula C4H10

(b) Two compounds of formula C2H6O

(c) Two compounds of formula C2H7N

(d) Three compounds of formula C2H7NO

(e) Three compounds of formula C3H8O2

(f) Three compounds of formula C2H4O

For each of these ions, draw the important resonance forms and predict which resonance form is likely to be the major contributor.

Question: Draw a Lewis structure for each species.

  1. N2H4
  2. N2H2
  3. (CH3)2NH2Cl
  4. CH3CN
  5. CH3CHO
  6. CH3S(O)CH3
  7. H2SO4
  8. CH3NCO
  9. CH3OSO2OCH3
  10. CH3C(NH)CH3
  11. (CH3)3CNO
See all solutions

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