Draw (1S,3S)-1-bromo-3-methylcyclopentane.

Which of the following species is AROMATIC? (Note all species have a planar geometry) NO CH3 1 || ||| NO CH3 IV

3. For the following structures: CH3a C-CH,CH3 C Hy' H (a) Determine whether each radical is a primary, secondary, or tertiary radical. (b) Rank these radicals in terms of their relative stability (1 = most stable to 3 = least stable). 4 Draw the (2) banoggata 1o

(a) (1R,2R)-1,2-dibromocyclohexane, draw any enantiomer.

3. Draw the bond line structure that corresponds to the names of the following compounds: a) (S)-6-chloro-1-methylcyclohexa-1,4-diene. b) (S)-hept-5-yn-2-ol

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)

e) H₂CN نده بده بله Br. NH 1. (CH3)₂CHMgBr, ether 2. NH,C1, H,O Products نده ده Br. NH H H له H

draw (3R, 5S) - 5-chloro-3- isopropylcycloheptene

Draw cyclohex-2-en-1-ol like this

(a) (1R,2R)-1,2-dibromocyclohexane, draw a three-dimensional representation.