R and S Configuration Practice Problems

Assign priorities for each substituent in the given compound's chiral center and predict its absolute configuration (R or S).

Sketch the structure with the IUPAC name (1Z,3S,6E)-7-bromo-1-chlorohepta-1,6-dien-3-ol.

Draw the structure of the compound with the name (3S,5E)-3-chloro-7-methylocta-1,5-diene.

Draw structures consistent with the names given below.

a. (2R,3R)-2,3-dibromo-4-methylpentane

b. (R)-1-bromo-1-iodopropane

c. an achiral stereoisomer of 1,2-dimethylcyclopentane

Valine has two stereoisomers. The S enantiomer occurs naturally. Identify the S-valine among the following structures.

Provide the name for the given alkyne using the IUPAC nomenclature.

For the IUPAC name (R)-3-isopropyl-6-methylhept-1-ene, draw the structure of the compound.

The naturally occurring stereoisomer of amino acid isoleucine is (2S,3S)-isoleucine. Identify the structure which represents this stereoisomer.

The structure of 3,4,4-trimethylpent-1-yne is given below. When pure (S)-3,4,4-trimethylpent-1-yne is reacted with two equivalents of hydrogen over a platinum catalyst then (R)-2,2,3-trimethylpentane is produced. The reactant is named 'S' while the product is named 'R'. Explain if this change of configuration in the product is due to inversion or something else.

Choose which of the substituents has the higher priority according to the CIP system, wherein X is the asymmetric carbon center.

Assign the (R) or (S) configuration to the asymmetric carbons in the following molecules.

Identify the (R) or (S) configuration of the asymmetric carbon atoms in the following molecules.

Arrange the following substituents in terms of increasing priority based on the CIP system, wherein X is the asymmetric carbon center.

What is the configuration (R or S) of the following compounds?

Designate the configuration of each asymmetric carbon as (R) or (S) in the following molecules.

Provide the best structure for the IUPAC name ( R )-3-chloro-4-methylpent-1-yne.

Write the systematic name for the alkyne given below.

Provide the structure appropriate for the IUPAC name ( S )-5-isopropyl-2,7-dimethyloct-3-yne.

The following synthesis is carried out using the Grignards reagent labeled with the radioactive carbon (¹⁴C) to get the isomers shown below. Identify which stereoisomer in the products is S and which one is R.

Prioritize each substituent in the following compound's chiral center and determine its absolute configuration (R or S).

What is the line-angle formula that corresponds to the following molecule?

(S,Z)-4-chloronon-2-en-7-yne

Write the systematic name for the compound given below.

Determine the priorities for each substituent in the given compound's chiral center and predict its absolute configuration (R or S).

Draw perspective formulas consistent with the compound names given below.

a. (2S,3R)-3-methylhexan-2-ol

b. (R)-1,2-dichloropentane

Assign the absolute configurations to the chiral centers in the following structures.

Sketch the structure of the compound (R)-1-chloro-8,8-dimethylnonan-4-amine.

Dextroamphetamine is a commercially available drug used as a CNS stimulant. Looking at the structure of dextroamphetamine given below, determine the absolute configuration (R or S) of its asymmetric carbon.

Draw the skeletal structure that corresponds to the name  (1R,2S)-1-bromo-2-methylcyclohexane.

Prioritize each substituent in the given compound's chiral center and predict its absolute configuration (R or S).

Provide a suitable name for the following structure using R and S nomenclature.

Using the IUPAC guidelines, write the name of the compound below.

Illustrate the line-angle formula that corresponds to the following compound.

(R)-3-chloro-3-isopropylcyclopent-1-ene

The structure of 3-bromo-4-methylpent-1-ene is given below. When (S)-3-bromo-4-methylpent-1-ene reacts with hydrogen gas in the presence of a platinum catalyst then (R)-3-bromo-2-methylpentane is produced.
a. Draw the reaction equation showing the stereochemistry of the reactant and the product. 

b. Determine whether the configuration of the chiral center was retained or inverted during hydrogenation.

Draw the structures of the following compounds.

(a) (R)-3-Bromo-1-penten-4-yne
(b) Divinylacetylene

Draw perspective formulas consistent with the compound names given below.

a. (R)-butan-2-ol

b. (S)-2,3-dichloro-2-methylhexane

Provide a suitable name for the following:

Tramadol is used as an analgesic drug. Determine the configuration of each of its chiral centers in the structure shown below.

Draw the structure of (S,E)-9-chloro-3-ethyldec-2-en-6-yne.

For the following tetrahedral carbon model, assuming a substituent priority arrangement of 1>2>3>4, determine if the chiral center is R or S.

Consider the compound with the IUPAC name (S)-3-chloro-2,3-dimethylpent-1-ene. Draw the structure.

Complete the structure of the compound by determining whether the bonds are wedge or dash, as indicated by the name.

Provide the name of the following molecule using IUPAC nomenclature.

Give the name of the following molecule using IUPAC nomenclature.

Draw the structure of the alkene with the name (4E,7S)-7-chloro-4-ethylnon-4-ene.

Sketch the structure of the alkene with the name (3R,4S)-3-bromo-4-propylcyclopentene.

Provide the name of the following alkyne using IUPAC rules.

Correct the structure of the given compound to make it suitable with the configuration (R or S) in its name.

In the compound below, correct its structure so that it matches the configuration (R or S) in its name.

Provide the name of the following alkyne using IUPAC rules.

Consider the nucleophilic substitution reaction shown below that occurred via the S_N2 mechanism.

This type of reaction results in an inversion of configuration. Show that inversion took place in the reaction by assigning the absolute configurations of the chiral center in the reactants and products.

Determine the absolute configuration of the molecule shown below.

What is the absolute configuration of the compound shown below?

Upon prioritizing each substituent in the given compound's chiral center, what is its absolute configuration (R or S)?

After prioritizing each substituent in the following compound's chiral center, what is its absolute configuration (R or S)?

Assign the R/S configuration of the chiral centers in the given disubstituted cyclopentane.

Identify (R)-3-bromohexane and (S)-3-bromohexane from the structures shown below.

The structure of arformoterol, a drug used to treat chronic obstructive pulmonary disease (COPD), is shown below. Determine the absolute configuration of the asymmetric centers in the structure.

The compound 1-bromo-4-methylhexan-3-ol has four stereoisomers. Give the name of each.

Consider the following compounds,

(i) (ii)

Encircle each asymmetric carbon atom in the compounds and determine their absolute configuration (R or S configuration).

Consider the following compound:

Box each asymmetric carbon atom in the compound and determine its absolute configuration (S or R).

Assign R or S configuration to the given structures:

Determine if the following structure is in R or S configuration:

Consider a student's proposal for determining the stereochemical configuration at asymmetric centers in L-fructose using the Fischer projection. The student suggests that an asymmetric center can be assigned an R configuration if the —OH group is on the left, and an S configuration if the —OH group is on the right. Is this method correct?

Assign R or S configuration to the stereocenters of these structures:

Determine whether the asymmetric centers of the following molecules are in R or S configuration.

Indicate which of the given compounds is (R)-2-bromoheptane and which is (S)-2-bromoheptane.

Provide the names of the following compounds:

Draw the structures of the compounds below using three-dimensional drawings:

A. (S)-2-bromo-1-butanol

B. (2R,3S)-2,3-difluoropentane

The structure of alitame is shown below.

Assign the absolute configuration for each asymmetric center in alitame.