Dichlorination of cyclohexane

Question

Assignment:

Q1. Write structural formulas for the following compounds:
a. 2,4-dimethylpentane
b. 3-bromo-1-chlorohexane
c. 1,2-dimethylcyclobutane
d. 2-chloro-1-methylcyclohexane

Q2. Write expanded formulas for the following compounds, and name them, using the IUPAC system:
a. CH₃CH₂C(CH₃)₂CH₃
b. CH₃CH₂Cl
c. CHCl₂CHBrCl
d. (CH₃)₃CF

Q3. What is the molecular formula for the alkane with 39 carbon atoms? What is the molecular formula for the cycloalkane with 38 carbon atoms?

Q4. Write the structural formula for all the possible isomers (the number is indicated in parentheses) for each of the following compounds, and name each isomer by the IUPAC system.
a. C₄H₉Cl (4)
b. C₄H₈Br₂ (9)

Q5. Draw all possible staggered and eclipsed conformations of 1-bromopropane (looking end-on at the bond between carbon-1 and carbon-2). Underneath each, draw the corresponding "dash-wedge" and "sawhorse" structures. Rank the structures in order of decreasing stability.

Q6. Draw the formula for the preferred chair conformation of:
a. cis-1,3-dibromocyclohexane
b. trans-1-methyl-2-ethylcyclohexane
c. trans-1-chloro-4-iodocyclohexane

Q7. Which of the following two isomers in each case will be more stable? Explain your answer by drawing conformational structures for each compound.
a. cis-1,3-dichlorocyclohexane or trans-1,3-dichlorocyclohexane
b. cis-1,2-dibromocyclohexane or trans-1,2-dibromocyclohexane

Q8. Explain the difference between structural isomerism and conformational isomerism. Give examples.

Q9. Draw structural formulas for all possible products of the dichlorination of cyclohexane. Include cis-trans isomers.

Provide complete and step by step solution for the question and show calculations and use formulas.