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5. Chirality

What is the Relationship Between Isomers?

5. Chirality

What is the Relationship Between Isomers?

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Different atoms or different connectivity.

Different atoms or different connectivity.

Johnny Betancourt

Same atoms, same connectivity, 0 chiral centers.

Same atoms, same connectivity, 0 chiral centers.

Johnny Betancourt

Same atoms, same connectivity, 1 chiral center.

Same atoms, same connectivity, 1 chiral center.

Johnny Betancourt

Same atoms, same connectivity, 2 or more chiral centers.

Same atoms, same connectivity, 2 or more chiral centers.

Johnny Betancourt

Same atoms, same connectivity, 1 or more trigonal centers.

Same atoms, same connectivity, 1 or more trigonal centers.

Johnny Betancourt

When to use R and S, when you don’t have to.

When to use R and S, when you don’t have to.

Johnny Betancourt

Showing 6 of 6 videos

Practice this topic

Multiple Choice

Identify the relationship between the following organic compounds:

Multiple Choice

Identify the relationship between the following organic compounds:

Multiple Choice

Identify the relationship between the following organic compounds:

Multiple Choice

Identify the relationship between the following organic compounds:

Textbook Question

Are the following pairs identical, enantiomers, diastereomers, or constitutional isomers? a.

Textbook Question

Are the following pairs identical, enantiomers, diastereomers, or constitutional isomers? a.

Textbook Question

Are the following pairs identical, enantiomers, diastereomers, or constitutional isomers? a.

Textbook Question

Indicate whether each of the structures in the second row is an enantiomer of, is a diastereomer of, or is identical to the structure in the top row.

Textbook Question

a. Stereoisomers with two asymmetric centers are called ___ if the configuration of both asymmetric centers in one stereoisomer is the opposite of the configuration of the symmetric centers in the other stereoisomer. b. Stereoisomers with two asymmetric centers are called ___ if the configuration of both asymmetric centers in one stereoisomer is the same as the configuration of the asymmetric centers in the other stereoisomer. c. Stereoisomers with two asymmetric centers are called ___ if one of the asymmetric centers has the same configuration in both stereoisomers and the other asymmetric center has the opposite configuration in the two stereoisomers.

Textbook Question

c. Identify 5. achiral compounds 6. meso compounds 7. enantiomers 8. diastereomers

Textbook Question

Are the following pairs identical, enantiomers, diastereomers, or constitutional isomers? e.

Textbook Question

Are the following pairs identical, enantiomers, diastereomers, or constitutional isomers? c.

Textbook Question

(•••) Define the relationship between each set of two molecules as chain isomers, positional isomers, functional group isomers, enantiomers, diastereomers, conformational isomers, or identical (d)

Textbook Question

In Assessment 9.26, what is the relationship between the enantiomers of compound A and the enantiomers of compound B?

Textbook Question

What type of isomerism is indicated by each of the following pairs of molecules? Be as specific as possible.

(d) <IMAGE>

Textbook Question

What type of isomerism is indicated by each of the following pairs of molecules? Be as specific as possible.

(e) <IMAGE>

Textbook Question

(i) Which of the following pairs of compounds would you expect to have different physical properties? (ii) What is the relationship between each of the pairs? (iii) Assign the absolute configuration of each stereocenter to confirm your answer.

(b) <IMAGE>

Textbook Question

Are the following pairs identical, enantiomers, diastereomers, or constitutional isomers?

c. <IMAGE>

d. <IMAGE>

Textbook Question

Do the following structures represent identical compounds or a pair of enantiomers?

<IMAGE>

Textbook Question

For each of the stereocenters (circled) in [FIGURE 5-5] <IMAGE> <IMAGE> <IMAGE>,

a. draw the compound with two of the groups on the stereocenter interchanged.

b. give the relationship of the new compound to the original compound.

Textbook Question

When pure (S)-lactic acid is esterified by racemic butan-2-ol, the product is 2-butyl lactate, with the following structure:

<IMAGE>

(a) Draw three-dimensional structures of the two stereoisomers formed, specifying the configuration at each asymmetric carbon atom. (Using your models may be helpful.)

(b) Determine the relationship between the two stereoisomers you have drawn

Textbook Question

What type of isomerism is indicated by each of the following pairs of molecules? Be as specific as possible. (a)

Textbook Question

c. Identify 1. constitutional isomers 2. stereoisomers 3. cis–trans isomers 4. chiral compounds

Textbook Question

Draw the mirror image of the following molecule. Then, using the mirror image generated, switch the spatial orientation at the asymmetric center. Is the final structure the enantiomer of the original? If not, what is it?

<IMAGE>

Textbook Question

For each pair, give the relationship between the two compounds. Making models will be helpful.

h. <IMAGE> and <IMAGE>

Textbook Question

Make a model and draw a three-dimensional structure for each compound.

Then draw the mirror IMAGE of your original structure and determine whether the mirror IMAGE is the same compound.

Label each structure as being chiral or achiral, and label pairs of enantiomers.

e. <IMAGE>

f. <IMAGE>

Textbook Question

For the molecules shown, (i) count the number of stereocenters present and (ii) draw all possible stereoisomers. (iii) Identify the relationships between stereoisomers as enantiomers or diastereomers. (a)

Textbook Question

(i) Which of the following pairs of compounds would you expect to have different physical properties? (ii) What is the relationship between each of the pairs? (iii) Assign the absolute configuration of each stereocenter to confirm your answer. (a)

Textbook Question

Draw the structure for a compound with molecular formula C2H2I2F2 a. that is optically inactive because it does not have an asymmetric center. b. that is optically inactive because it is a meso compound.

Showing 29 of 29 practice