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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

Dimethyl sulfoxide (DMSO) has been used as an anti-inflammatory rub for race horses. DMSO and acetone appear to have similar structures, but thecarbon atom in acetone is planar, while thesulfur atom in DMSO is pyramidal. Draw Lewis structures for DMSO and acetone, predict the hybridization, and explain these observations.

Question: Draw Lewis structure for the following compounds and ions, showing appropriate formal changes.

a. [CH3OH2]+

b. NH4Cl

c. (CH3)4NCl

d. NaOCH3

e. +CH3

f. -CH3

g. NaBH4

h. NaBH3CN

i. (CH3)2O-BF3

j. [HONH3]+

k. KOC(CH3)3

l. [H2C=OH]+

(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

(a) Use your molecular models to make thane, and compare the model with the preceding structures. (b) Make a model of butane (C4H10), and draw this model using dashed lines and wedges to represent bonds going back and coming forward.

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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