Disubstituted benzenes, naming

The prefix ortho signifies a 1 2 disubstituted benzene ring meta signifies 1 3 disubstitu tion and para signifies 1 4 disubstitution The prefixes o m and p can be used when a substance is named as a benzene derivative or when a specific base name (such as ace tophenone) is used For example... 

Disubstituted benzenes are named using one of the prefixes ortho- (o), meta- (in), or para- (p). An ortho-disubstituted benzene has its two substituents in a 1,2 relationship on the ring, a meta-disubstituted benzene has its two substituents in a 1,3 relationship, and a para-disubstituted benzene has its substituents in a 1,4 relationship. 

The term aromatic is used for historical reasons to refer to the class of compounds related structurally to benzene. Aromatic compounds are systematically named according to TUPAC rules, but many common names are also used. Disubstituted benzenes are named as ortho (1,2 disubstituted), meta (1,3 disub-stituted), or para (1,4 disubstituted) derivatives. The C6H5- unit itself is referred to as a phenyl group, and the Cb f5CH2— unit is a benzyl group. 

When the two groups in disubstituted benzenes are different, the same three isomers are possible that are possible when the substituents are the same. Compounds with two different substituents are usually named as positional derivatives of a monosubstituted (parent) compound. Above, the common (and commercial) name for methylbenzene is toluene, and the chlorinated derivatives are named as shown above. However, the same two chlorinated derivatives can also be properly named 2-chloromethylbenzene and 4-chloromethylbenzene. In this case, for naming, the parent compound is methylbenzene and it is understood that the methyl group is in the 1-position. The terms ortho- (1,2-), meta- (1,3-), and para- (1,4-) are also sometimes used for example, 2-chlorotoluene can be called ortho-c Aoioio -uene. This can be very confusing, but in the chemical industry, outside of the research labs, the common names for the parent compounds are almost always used. 

When two groups are attached to the benzene ring, their relative positions have to be identified. The three possible isomers of a disubstituted benzene are differentiated by the use of the names ortho, meta and para, abbreviated as 0-, m- and p-, respectively. 

The nomenclature of benzene derivatives is described in Sec. 4.6. Common names and structures to be memorized include those of toluene, styrene, phenol, aniline, and xylene. Monosubstituted benzenes are named as benzene derivatives (bromobenzene, nitrobenzene, and so on). Disubstituted benzenes are named as ortho- (1,2-), meta- (1,3-), or para- (1,4-), depending on the relative positions of the substituents on the ring. Two important groups are phenyl (C6H5-) and benzyl (C6H5CH2-). 

Name and write the structures for aromatic compounds, especially monosubstituted and disubstituted benzenes and toluenes. 

Disubstituted benzenes are named using the prefixes ortho-, meta-, and para- to specify the substitution patterns. These terms are abbreviated o-, m-, andp-. Numbers can also be used to specify the substitution in disubstituted benzenes. 

Many disubstituted benzenes (and polysubstituted benzenes) have historical names. Some of these are obscure, with no obvious connection to the structure of the molecule. 

Disubstituted benzenes are named by the ortho(o), meta(m), para(p) system. 

There are two acceptable ways of naming the three positional isomers that are possible for disubstituted benzene rings. The substituent... 

Benzene molecules bearing alkyl substituents are called alkylbenzenes. The simplest of these is methylbenzene (common name, toluene), shown in Figure 27-1 Ic. The dimethyl-benzenes are called xylenes. Three different compounds (Table 27-6) have the formula CgH4(CH3)2 (see margin). These three xylenes are constitutional isomers. In naming these (as well as other disubstituted benzenes), we use prefixes ortho- (abbreviated o-), meta- m-), or para- (p-) to refer to relative positions of substituents on the benzene ring. The ortho- prefix refers to two substituents located on adjacent carbon atoms for example, 1,2-dimethylbenzene is o-xylene. The meta- prefix identifies substituents on C atoms 1 and 3, so 1,3-dimethylbenzene is 7w-xylene. The para- prefix refers to substituents on C atoms 1 and 4, so 1,4-dimethylbenzene is p-xylene. 

Naming disubstituted benzenes—Priorities from Group A, p. 676, determine root name and substituents... 

Disubstituted benzenes can be named using ortho (1,2), meta (1,3), and para (1,4) designations either the numbers or o, m, p are acceptable. 

A few disubstituted benzenes have names that incorporate both substituents. 

As with disubstituted benzenes, if one of the substituents can be incorporated into a name, that name is used and the incorporated substituent is given the 1-position. The ring is numbered in the direction that results in the lowest possible numbers in the name of the compound. 

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