Locants compounds

Write the name of the compound The parent alkane is the last part of the name and is preceded by the names of the substituent groups and their numerical locations (locants) Hyphens separate the locants from the words... 

Using numerical locants and the names in Table 11 1 as a guide give an acceptable lUPAC name for each of the following compounds... 

For branching compounds, the parent structure is the longest continuous chain present in the compound. Consider the compound to have been derived from this structure by replacement of hydrogen by various alkyl groups. Arabic number prefixes indicate the carbon to which the alkyl group is attached. Start numbering at whichever end of the parent structure that results in the lowest-numbered locants. The arable prefixes are listed in numerical sequence, separated from each other by commas and from the remainder of the name by a hyphen. 

For oximes, the word oxime is placed after the name of the aldehyde or ketone. If the carbonyl group is not the principal group, use the prefix hydroxyimino-. Compounds with the group Z = N—OR are named by a prefix alkyloxyimino- as oxime O-ethers or as O-substituted oximes. Compounds with the group r C=N(0)R are named by adding A-oxide after the name of the alkylideneaminc compound. For amine oxides, add the word oxide after the name of the base, with locants. For example, C5H5N—O is named pyridine A-oxide or pyridine 1-oxide. 

Sultones and Sultams. Compounds containing the group —SOj—O— as part of the ring are called -sultone. The —SOj— group has priority over the —O— group for lowest-numbered locant. 

Other methods for indicating or implying the presence of an atom in a nonstandard valence state have been used, especially the use of the prefix hydro e.g. 108). Such methods are sometimes convenient for simple molecules, but they are difficult to apply generally. A more general method that has seen extensive use utilizes the italicized symbol for the element with a superscript Roman numeral to indicate the valence (e.g. 109). This method has been objected to, however, because of ambiguity the superscript Roman number is also used to indicate oxidation number in inorganic compounds, and italicized atomic symbols are customarily used as locants for substituents. The A convention is a modification of the principle of this method, and avoids the objection. It was made a Provisional Recommendation of lUPAC in 1981. 

Radicals from partially hydrogenated heterocycles may be named in two ways in the usual manner, using the appropriate hydro prefix for the parent compound, or by use of the indicated hydrogen convention (italic capital H and locant, enclosed in parentheses). The symbol for the indicated hydrogen must be written immediately following the locant for the radical site, e.g. (163). 

Most heterocyclic anions may be considered to be derived by loss of a proton from a parent compound, which is therefore the conjugate acid. Such anions have at least one unshared pair of electrons at the anionic site. They are named by appending the suffix -ide , with elision of a terminal e (lUPAC recommendation RC-83.1.1), as in (190)-(193). The site may be specified by a locant placed immediately before the suffix, and so chosen as to be as low as possible consistent with the numbering of the skeleton of the parent compound. The locant may be omitted in order to designate an equilibrating mixture of positionally isomeric anions, which is what one usually obtains in practice. The anion of piperidine is often informally referred to as piperidide . 

Name the alkyl group, and append it as a prefix to the cycloalkane. No locant is needed if the compound is a monosubstituted cycloalkane. It is understood that the alkyl group is attached to C-1. 

The systematic name consists of the prefix deoxy- , preceded by the locant and followed by the stem name with such configurational prefixes as necessary to describe the configuration(s) at the asymmetric centres present in the deoxy compound. Configurational prefixes are cited in order commencing at the end farthest from C-l. Deoxy is regarded as a detachable prefix, i.e. it is placed in alphabetical order with any substituent prefixes. 

The carbon atoms of the parent chain are numbered according to 2-Carb-2.2.1. If a unique numbering is required for the branch(es) (e.g. for X-ray orNMR work), the carbon atoms may be given the locant of the appropriate branch point, with the internal branch locant as superscript, e.g. 42 for position 2 of the branch at position 4 of the main chain. This style of branch numbering is not to be used for naming purposes e.g. the side-chain-methylated derivative of compound 5 is named 4,6-dideoxy-3-C-[(I )-1 -methoxyethyl]-D-n7w-hexose, and not as a s -O-methyl derivative. 

Substituents replacing the hydrogen atom of an alcoholic hydroxy group of a saccharide or saccharide derivative are denoted as O-substituents. The 0- locant is not repeated for multiple replacements by the same atom or group. Number locants are used as necessary to specify the positions of substituents they are not required for compounds fully substituted by identical groups. Alternative periphrase names for esters, ethers, etc. may be useful for indexing purposes. For cyclic acetals see 2-Carb-28. 

IUPAC substitutive nomenclature locants, prefixes, parent compound, and one suffix. 

The locant 4- tells that the substituent methyl group, named as a prefix, is attached to the parent compound at C4. 

Numbering of Compounds. If the rules for aliphatic chains and ring systems leave a choice, the starting point and direction of numbering of a compound are chosen so as to give lowest-numbered locants to these structural factors, if present, considered successively in the order listed below until a decision is reached. Characteristic groups take precedence over multiple bonds. 

Lowest locants. Locants are used to indicate the position of substituents in a compound or group. An almost invariable rule is that locants are selected so that the set used has the lowest possible values. Lowest locants are determined by comparing alternative sets of locants. When compared term-by-term with other locant sets, each in order of increasing magnitude, a set of lowest locants has the lowest term at the first point of difference for example, 2,3,6,8 is lower than 3,4,6,8 or 2,4,5,7. 

In monocyclic hydrocarbons, the locant 1 is omitted, but it is necessary in polysubstituted compounds. 

When the numbering is predetermined by the nature of the parent hydride, as in polycyclic hydrocarbons and in heterocyclic compounds, lowest locants are still the rule. 

The suffixes -oic acid, -al, -amide and -nitrile are used to name acyclic compounds having one or two characteristic groups. Locants are not necessary, as these groups must be at the end of a chain. The suffixes -carboxylic acid, -carbaldehyde, -carboxamide and -carbonitrile are used when more than two groups are attached to chains or one or more groups are attached to cycles. 

For example, substitution can be made on an oxygen atom in the case of esters and ethers. It is characterised by the symbol O, which is placed after the locant. The compound prefix deoxy- is composed of the prefixes de-, meaning without in subtractive nomenclature, and oxy-, to indicate the subtraction of an oxy group from an -OH group C-O-H C-H. Such an operation is needed when an -OH group is replaced by another group, such as an amino group. 

It should be noted that, as all carbon positions in pyrazine are identical, the locant 2- in a monosubstituted derivative is unnecessary. All possible reduced derivatives of pyrazine 1, and several of those of its benzo analogues quinoxaline 2 and phenazine 3, are known. There are four dihydropyrazines, the 1,2-, 2,3-, 1,4-, and 2,5-isomers, two tetrahydropyrazines, the 1,2,3,4- and 1,2,3,6-, and hexahydropyrazine or piperazine, the last of which is omitted in this chapter. The reduced quinoxalines are the 1,2- and 1,4-dihydro compounds and 1,2,3,4-tetrahydroquinoxaline. The only known reduced phenazine is 1,4-dihydrophenazine. Hydroxypyrazine 4 and hydroxyquinoxaline 6 have been shown to exist in the tautomeric amide form by spectral studies, and therefore they are formulated as 2(1//)-pyrazinone 5 and 2(l//)-quinoxalinone, respectively. In contrast, aminopyrazine and aminoquinoxaline exist as described in the amino rather than the imino forms (Figure 1). 

Clearly, Greek or Latin numeral roots in conjunction with numerical locants can be used to indicate the number and positions of fluorine substituents in any type of organo-fluorine compound or group, ranging from monofluorinated systems, e.g. 2-fluorobutane (1), to perfluorinated entities, e.g. l,l,l,2.2,3,4,4,4-nonafluoro-3-iodobutane(2). Fluorine locants may be omitted, and often are in non-indexing situations when naming simple and therefore easily visualized fully fluorinated aliphatic/cycloaliphatic or monocyclic aromatic compounds or groups, e.g. octafluoropropane (3), hexafluorocyclopropane (4), pentafluoropropanoic acid, (5). pentafluorophenyl (6). 

With larger molecular structures, neither system reveals immediately that fluorine has taken the place of all hydrogen atoms attached to carbon atoms except those whose substitution would affect the nature of the functional group present. This is exactly what the lUPAC-ap-proved term perfluoro denotes, and its wide usage since 1952 attests to its value. In addition to providing instant recognition of compound type, its use makes names less cumbersome, since fluorine locants are completely unnecessary. 

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