Organic Chemistry 331 – Sapling Learning CH 4

Draw all the structural isomers for the molecular formula C3H8O. Be careful not to draw any structures by crossing one line over another; the system needs to know where you intend connections to be between atoms.

Determine whether a spiral screw would be chiral or achiral

Chiral

Determine whether a computer keyboard would be chiral or achiral

Chiral

Select the choice that best describes the relationship of the following pair of compounds.

Indicate whether the following molecule is chiral or achiral.

Indicate whether the following molecule is chiral or achiral.

Some sugar substitutes are made from derivatives of sucrose. SucraloseTM is a sweetener found in soft drinks and low-calorie foods such as yogurt. The structure of Sucralose is shown below in both 2D and 3D representations. Highlight the chirality centers…

For the stereoisomers below, use the R/S configuration given in the compound name to finish drawing the structure by connecting the appropriate groups. Be sure to specify the stereochemistry via wedge-and-dash bonds. If needed, you may restore a module to its orignal state by clicking on the module and then clicking on the red over-under arrows.

Indicate the configuration at the 3-position only. (The configurations at the 2- and 5-positions are unspecified; those groups are used to determine priorities for the configuration at the 3-position.)

Indicate whether the following substance is optically active or not

Indicate whether the following mixture is optically active or not.

Select all of the asymmetric carbon atoms in the following structure. A selected atom will turn green

Highlight, by clicking on, the asymmetric carbons (if any) in each structure. A selected atom will turn green

Indicate whether each compound contains a plane of symmetry (internal mirror plane) or not.

Select the correct (R) or (S) designation for the stereocenter carbon atom in the following molecule

Select the correct (R) or (S) designation for the stereocenter carbon atom in the following molecule.

Indicate the stereochemical configuration for the tetrahedral centers shown below.

Indicate the stereochemical configuration for the tetrahedral centers shown below.

Select the proper IUPAC name for the following compound, including the (R) or (S) designation where appropriate

Select the proper IUPAC name for the following compound, including the (R) or (S) designation where appropriate.

Select the complete IUPAC name for the following compound, including the correct (R) or (S) designation.

Which of the following properties would you expect to be different for the two enantiomers of 2-pentanol?

Classify the following pair of compounds as the same compound, enantiomers, constitutional isomers, or not isomeric.

Classify the following pair of compounds as the same compound, enantiomers, diastereomers, constitutional isomers, or not isomeric. Also, select the correct IUPAC name, including the correct (R) or (S) designation, for each.

Indicate the relationship between the two structures in the pair. Are they chair conformations of the same molecule? If so, are they conformational diastereomers, conformational enantiomers, or identical? If they are not conformations of the same molecule, what is their stereochemical relationship?

Classify the following pair as the same compound, enantiomers, diastereomers, constitutional isomers, or not isomeric.

Indicate whether the asymmetric atom in each of the following compounds has the R or S configuration.

Name the compound

For each pair of disubstituted cyclohexane structures below, determine whether they are identical, diastereomers, or enantiomers.

Classify the following pair of compounds as the same compound, enantiomers, constitutional isomers, or not isomeric.

Classify the following pair of compounds as the same compound, enantiomers, constitutional isomers, or not isomeric.

Indicate the relationship of the following pairs of compounds.

Indicate the relationship of the following pairs of compounds.

Classify the following pair of compounds as the same compound, enantiomers, constitutional isomers, or not isomeric.

Classify the following pair of compounds as the same compound, enantiomers, diastereomers, constitutional isomers, or not isomeric. Also, select the correct IUPAC name, including the correct (R) or (S) designation, for each.

Classify the following pair of compounds as the same compound, enantiomers, diastereomers, constitutional isomers, or not isomeric. Also, select the correct IUPAC name, including the correct (R) or (S) designation, for each.

Draw every stereoisomer for 1,2-difluoro-1,2-dimethylcyclopentane. Use wedge-and-dash bonds for the substituent groups, and be sure that they are drawn on the outside of the ring, adjacent to each other. The skeletal structure of one molecule is included to indicate the proper format; modify the X\’s on the given structure to create the first stereoisomer.

Unsure

Select the proper IUPAC name for the following compound, including the (R) or (S) designation where appropriate

Two disubstituted cyclohexane molecules are depicted below. Classify the following pair as the same compound, enantiomers, diastereomers, constitutional isomers, or not isomeric.

Classify the following pair as the same compound, enantiomers, diastereomers, constitutional isomers, or not isomeric.

Classify the following pair of compounds as the same compound, enantiomers, diastereomers, constitutional isomers, or not isomeric. Also, select the correct IUPAC name, including the correct (R) or (S) designation, for each.

What is the relationship of the two structures in each set? That is, are they identical molecules, enantiomers, or diastereomers?

Which of the following compounds can in principle be isolated in optically active form at room temperature? Select all valid choices.

Indicate whether the following substance is optically active or not.

Indicate whether the following mixture is optically active or not.