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Label each pair of compounds as constitutional isomers, stereoisomers, or not isomers of each other.

Short Answer

Expert verified
  1. Stereoisomers
  2. Constitutional isomers
  3. Not isomers of each other
  4. Not isomers of each other

Step by step solution

01

Meaning of constitutional isomers and stereoisomers

Constitutional isomers are the structural isomers that have the molecular formula but differ from each other in terms of the connectivity between the various atoms.

Stereoisomers have the same order of bonding but differ from each other in terms of the three-dimensional arrangement of atoms in space.

02

Identification of each pair of compounds as constitutional and stereoisomers.

a. The following pair of compounds are the stereoisomers of each other.

A

Trans Isomer

B

Cis isomer

The above compounds are trans and cis isomers of each other. In the case of compound A, one of the groups is at the top, and the other is at the bottom, which means it is a trans isomer.

In compound B, both the groups are at the top, i.e., on the same side, which means it is a cis isomer.

b. The following pair of compounds are constitutional isomers.

The above two compounds have the same molecular formulaC7H14. These two compounds differ in terms of the connectivity of the two methyl groups.

c. The following pair of compounds are not isomers.

These two compounds have different molecular formulas.

d. The following two compounds are not isomers.

They have different molecular formulas.

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Most popular questions from this chapter

Draw both enantiomers for each biologically active compound.

amphetamine

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a.

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(analgesic and anti-inflammatory agent)

b.

The shrub ma huang (Section 5.4 A) contains two biologically active stereoisomers-ephedrine and pseudoephedrine-with two stereogenic centers as shown in the given structure. Ephedrine is one component of a once popular combination drug used by body builders to increase energy and alertness, while pseudoephedrine is a nasal decongestant.

a. Draw the structure of naturally occurring (โ€“)-ephedrine, which has the 1R,2Sconfiguration.

b. Draw the structure of naturally occurring (+)-pseudoephedrine, which has the 1S,2Sconfiguration.

c. How are ephedrine and pseudoephedrine related?

d. Draw all other stereoisomers of (โ€“)-ephedrine and (+)-pseudoephedrine and give the R,Sdesignation for all stereogenic centers.

e. How is each compound drawn in part (d) related to (โ€“)-ephedrine?

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  3. Draw a diastereomer of saquinavir.
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A natural product was isolated in the laboratory, and its observed rotation was +10ยฐ when measured in a 1 dm sample tube containing 1.0 g of compound in 10 mL of water. What is the specific rotation of this compound?

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