(i) Pick out the most stable conjugate base among the following.

(ii) Which structural feature(s) did you analyze?

Name the following alkane. List the name of the substituents alphabetically when you name the compound. 

Each of these descriptions correspond to several alkanes. Write and name two different structures that fit the description in each case. (i): an isopropylnonane; (ii): a diethylheptane.

Determine the name for the given cycloalkane. Use the IUPAC nomenclature system.

The following description applies to more than one alkane: bicyclodecane. Draw at least two structures that match this description and provide the IUPAC name for each structure drawn.

Write appropriate systematic names for the following compound:

If there are two or more substituents, list them in alphabetical order.

Draw the skeletal and condensed structures that correspond to the name given below.
isobutylacetylene

Draw all constitutional isomers with a molecular formula C₄H₆O that are open-chain alcohols excluding enols.

Determine the systematic and common names for the molecule given below, and specify if it is primary, secondary, or tertiary.

Draw the molecular structures of the compounds given below.

a.(1Z,3Z)-2,4-dichloropenta-1,3-dien-1-ol 

b. (2E,4E)-3,5-dichlorohexa-2,4-dien-2-ol

Compared to butane and other alkanes, there is no free rotation around any C-C bonds in cyclobutane. Provide a brief explanation.

Identify the most stable conformation of isobutyl bromide among the following.

Draw the Newman projection that would be observed by looking down the specified bond in the indicated direction, considering the given structures. Imagine yourself as the viewer, positioned as if you were the eyeball looking down the bond.

Starting with the least stable conformer, draw an appropriate potential energy diagram for rotation about the C−C bond of 1,2-dibromoethane through 360º if a gauche conformer of 1,2-dibromoethane has two energy barriers, 5.4 kcal/mol and 9.5 kcal/mol, and the anti conformer is more stable than a gauche conformer by 1.4 kcal/mol.

Explain why cyclopropane (C ₃H₆) and cyclobutane (C₄H₈) are more reactive than other cycloalkanes. 

Draw the chair conformation of 1,2,3,4,5,6-hexabromocyclohexane with all the bromines in axial positions.

Consider the following chair conformation:

Illustrate the planar form of the chair conformation based on its top view. 

Determine whether the cis isomer or the trans isomer of the following compound is more stable.

For the chair on the left, attach the substituents on the flipped chair. Note: The carbon to which the substituent is attached does not change but the axial/equatorial designation changes.

Consider the pair of conformations shown below. 

Determine the energy difference between the two conformations by comparing the Newman projections along the specified bonds. 

When a substituent moves from the equatorial to the axial position in a chair-chair interconversion, its A value corresponds to its ∆G° value. A values are always positive numbers because most substituents prefer to be in the equatorial position. Calculate ∆G° and K_eq for the chair-chair interconversions below using the given A value.

Based on the knowledge you have about the energetics of different conformations of substituted cyclohexanes, determine which of these two isomers of decalin derivative has the lower energy or more stable. Explain.

A. The trans isomer has the lower energy because the anti relationship between the two H atoms of the ring junction in decalin causes extra stability.
B. The trans isomer has the lower energy because all substituents occupy the equatorial position.
C. The cis isomer has the lower energy because the syn relationship between the two H atoms of the ring junction in decalin causes extra stability.
D. The cis isomer has the lower energy because all substituents occupy the axial position.

Is it possible to separate the following pair of compounds by distillation or recrystallization? Explain.

The following synthesis is carried out with a Grignard reagent containing the radioactive carbon (¹⁴C) to get the isomers shown below. Predict whether the final product would be chiral or achiral If we performed the same synthesis without using any ¹⁴C-labeled substrate.

Which among the following is a structure of the achiral stereoisomer of 4,5,6-tribromononane?