Organic chem rxn question

using the reagents below, list in order (by letter, no period) those necessary to prepare trans-1,2-dibromocyclopentane from cyclopentane.

note: not all spaces provided may be needed. type "na" in any space where you have no reagent. (there are 3 spaces)

a. br2, heat, light
b. hbr
c. br2
d. h2o
e. hbr, hooh
f. etoh
g. naoet, etoh, heat

a, g, c

Explanation:

The conversion of the stable cyclopentane into Trans-1, 2dibromocyclopentane will require three step reactions.

The first is to convert the compound into a cyclopentene, through the addition of Bromine water under heat and photons (light). So option A is the first in the order. This will generate 1 bromocyclopentane through halogenation of the alkane. Secondly, a hot and strong base should be added like the NaOEt, EtOH to remove the added bromine and one atom of hydrogen from the resulting 1 bromocyclopentane in the previous reaction. This will yield cyclopentene, thus making the compound more electrophilic. So option g is required. Thirdly, bromine molecules will be added (C) to take up their places at the two electrophilic regions of the compound to produce Trans-1, 2dibromocyclopentane.