SoNtion :- (1) (3 10 Br (2 1o membir long Carbon chain So, name is 1- bromo-5-chloro evo -5-cthyl - 8-muthyl decane or 1-bvomo - 5-chloro ethyl -8- nuthyl decane (2) CH3 1,1-dichloro-3-me- 2 6 bicyclo [4,2.0] hexene

[References] Draw structures for the alkene (or alkenes) that gives the following reaction product. Br CH3CH₂CHCCHCH3 II Br CH3 Br₂ • You do not have to consider stereochemistry. • Submit more than one structure only if the structures are constitutional isomers. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the ● Separate structures with + signs from the drop-down menu. e- ChemDoodle {}

Dr@w the chair conformation and its ring-interconversion isomer of both cis and trans-I-cyclobutyl-2methylcyclohexane and rank the four structures for stability (1 = most stable to 4 = least stable; no justifications needed). & draw in your cyclohexane ring hydrogens

3-44 Draw the two chair conformations of each compound and label the substituents as axial and equatorial. In each case, deter- mine which conformation is more stable. (a) cis-1-ethyl-2-isopropylcyclohexane (c) cis-1-ethyl-3-methylcyclohexane (e) cis-1-ethyl-4-methylcyclohexane (d) (b) trans-1-ethyl-2-isopropylcyclohexane trans-1-ethyl-3-methylcyclohexane trans-1-ethyl-4-methylcyclohexane (f)