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Prévia do material em texto

CHAPTER 17 607 
 
Solutions 
 
17.1. 
(a) The parent is benzaldehyde, shown in bold. An 
isopropyl group is located at C3 (also called the meta 
position), so the compound is 3-isopropylbenzaldehyde, 
(also called meta-isopropylbenzaldehyde): 
 
 
 
(b) The parent is toluene, shown in bold. A bromo 
group is located at C2 (also called the ortho position), so 
the compound is 2-bromotoluene (also called ortho-
bromotoluene): 
 
 
(c) The parent is phenol, shown in bold. Two nitro 
groups are located at C2 and C4, so the compound is 
called 2,4-dinitrophenol: 
 
(d) The parent is benzene, shown in bold. There are 
three substituents (two isopropyl groups and one ethyl 
group). The assignment of locants, shown below, 
achieves the lowest numbers for all three substituents: 
 
 
 
Therefore, the name of the compound is: 
2-ethyl-1,4-diisopropylbenzene 
 
(e) The parent is phenol, shown in bold. The 
substituents are each named and assigned a locant, as 
shown below. The locants start at the carbon atom 
connected to the OH group, and are then assigned 
counter-clockwise. This way, the ethyl group (“e”) is 
assigned a lower locant than the isopropyl group (“i”), 
since there are no other differentiating factors that would 
allow us to decide which way to assign the locants. 
 
 
 
2,6-dibromo-4-chloro-3-ethyl-5-isopropylphenol 
 
17.2. When naming this compound, there are three 
choices for the parent. The compound can be named as a 
disubstituted phenol, as a disubstituted toluene, or as a 
trisubstituted benzene. For each of these possibilities, 
the assignment of locants is shown: 
 
 
This gives the following three possible names: 
 
(a) 4-bromo-2-methylphenol 
(b) 5-bromo-2-hydroxytoluene 
(c) 4-bromo-1-hydroxy-2-methylbenzene 
 
17.3. 
(a) The parent is anisole (methoxybenzene), and there 
are three other substituents (Br, Br, and Cl), in the 
following locations: 
 
 
(b) The parent is phenol (hydroxybenzene), and there is 
one nitro group, located at C3 (the meta position): 
 
 
 
 
17.4. When naming this compound, there are three 
choices for the parent. The compound can be named as a 
disubstituted benzene, as a monosubstituted toluene, or 
as xylene. This gives the following possible names, all 
of which are acceptable IUPAC names: 
 
(a) meta-xylene 
(b) meta-dimethylbenzene 
(c) 1,3-dimethylbenzene 
(d) meta-methyltoluene 
(e) 3-methyltoluene 
 
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