Nomenclature substituents

The preferred names are also obtained by applying the principles of substitutive nomenclature. Substituents, considered as replacing hydrogen atoms, are named using prefixes of the appropriate group names and are cited, if there is more than one, in alphabetical order before the name of the parent hydride, using parentheses and multiplicative prefixes as necessary. 

Metallocene derivatives may be named by either standard organic suffix (functional)7 or prefix nomenclature. Substituents are given the lowest numerical locants in the usual manner on the equivalent cyclopentadienyl rings of the ocene entity. The first ring is numbered 1 to 5 and the second ring is numbered V to 5. In metallocenes composed of multiple ocene groupings the cyclopentadienyl rings are further numbered 1" to 5", V" to 5", etc. The radical names -ocenyl, -ocenediyl, -ocenetriyl, etc. are used. For examples see Table 25. 

Substitutive nomenclature of alkyl halides treats the halogen as a halo—(fluoro chloro bromo or lodo ) substituent on an alkane chain The carbon chain is numbered m the direction that gives the substituted carbon the lower number... 

Substitutive lUPAC nomenclature names epoxides as epoxy derivatives of alkanes According to this system ethylene oxide becomes epoxyethane and propylene oxide becomes 1 2 epoxypropane The prefix epoxy always immediately precedes the alkane ending it is not listed m alphabetical order like other substituents... 

Isopropyl group (Section 2 13) The group (CH3)2CH— Isotactic polymer (Section 7 15) A stereoregular polymer in which the substituent at each successive chirality center is on the same side of the zigzag carbon chain Isotopic cluster (Section 13 22) In mass spectrometry a group of peaks that differ in m/z because they incorporate differ ent isotopes of their component elements lUPAC nomenclature (Section 2 11) The most widely used method of naming organic compounds It uses a set of rules proposed and periodically revised by the International Union of Pure and Applied Chemistry... 

Locant (Section 2 12) In lUPAC nomenclature a prefix that designates the atom that is associated with a particular structural unit The locant is most often a number and the structural unit is usually an attached substituent as in... 

Substitution means the replacement of one or more hydrogen atoms in a given compound by some other kind of atom or group of atoms, functional or nonfunctional. In substitutive nomenclature, each substituent is cited as either a prefix or a suffix to the name of the parent (or substituting radical) to which it is attached the latter is denoted the parent compound (or parent group if a radical). 

For purely alicyclic compounds, the selection process proceeds successively until a decision is reached (a) the maximum number of substituents corresponding to the characteristic group cited earliest in Table 1.7, (b) the maximum number of double and triple bonds considered together, (c) the maximum length of the chain, and (d) the maximum number of double bonds. Additional criteria, if needed for complicated compounds, are given in the lUPAC nomenclature rules. 

Radicofunctional nomenclature can be used when a carbonyl group is attached directly to carbon atoms in two ring systems and no other substituent is present having priority for citation. 

Complications arising from other types of isomerism. Positional and geometrical isomerism, also described in Sec. 1.6, will be excluded for simplicity. In actual polymers these are not always so easily ignored. Polymerization of 1,2-disubstituted ethylenes. Since these introduce two different asymmetric carbons into the polymer backbone (second substituent Y), they have the potential to display ditacticity. Our attention to these is limited to the illustration of some terminology which is derived from carbohydrate nomenclature (structures [IX]-[XII]) ... 

For nomenclature purposes, substituents can be divided into those that are always cited as prefixes (e.g. chloro-, alkoxy-) and those which can be cited as either prefixes or suffixes e.g. oxo-/-one, carbamoyl-/-carboxamide). If any of the latter are present, the name will normally contain a suffix. However, only one kind of group can be cited as suffix, and this is chosen according to a strict order of priorities. The group thus selected is known as the principal characteristic group . 

Organic chemists use an informal nomenclature system based on Eischer projections to distinguish between diastereomers. When the caibon chain is vertical and like substituents ar e on the sane side of the Eischer projection, the molecule is described as the erythro diastereomer. When like substituents are on opposite sides of the Eischer projection, the molecule is described as the three diastereomer. Thus, as seen in the... 

If a tetrahedral center in a molecule has two identical substituents, it is referred to as prochiral since, if either of the like substituents is converted to a different group, the tetrahedral center then becomes chiral. Consider glycerol the central carbon of glycerol is prochiral since replacing either of the —CH9OH groups would make the central carbon chiral. Nomenclature for prochiral centers is based on the (R,S) system (in Chapter 3). To name the otherwise identical substituents of a prochiral center, imagine... 

According to the triazine nomenclature, 5-azauracil is 2,4-dioxo-l,2,3,4-tetrahydro-l,3,5-triazine (2). The subject index of Chemical Abstracts prefers s-triazine-2,4(lH,3H)-dione. Furthermore, some authors use a name derived from the lactim structure, 2,4-dihydroxy-s-triazine (3). The numbering of the substituents is the same for all these types of nomenclature. 

In all types of nomenclature based on triazine the numbering of the substituents is shifted by one as compared with the nomenclature of 6-aza analogs of pyrimidines. 

The systematic nomenclature used originally the term imidazo-1,2,3-triazine. The Chemical Abstracts indexes use the more accurate name imidazo[4,5-d]-Z -triazine (141). The numbering of the substituents is different in the two systems of nomenclature as may be seen in the formulas. 

According to the systematic nomenclature these substances were first named l-f-triazolo[d] pyrimidines in compliance with the general principles of the Ring Index/ More recent papers and Chemical Abstracts indexes use the term i -triazolo[4,5-d]pyrimidine (147) in accord with the lUPAC nomenclature. The numbering of substituents when using the last-mentioned name is different from that of the 8-aza analogs. For the formulas of oxygen and sulfur derivatives names derived from the lactim or thiolactim form are almost exclusively in use (in common with the purine derivatives). These derivatives are thus described as hydroxy and mercapto derivatives, respectively. The name 1,2,3,4,6-pentaazaindene is used only rarely for this system. 

In the 1,3-dipolar cycloaddition reactions of especially allyl anion type 1,3-dipoles with alkenes the formation of diastereomers has to be considered. In reactions of nitrones with a terminal alkene the nitrone can approach the alkene in an endo or an exo fashion giving rise to two different diastereomers. The nomenclature endo and exo is well known from the Diels-Alder reaction [3]. The endo isomer arises from the reaction in which the nitrogen atom of the dipole points in the same direction as the substituent of the alkene as outlined in Scheme 6.7. However, compared with the Diels-Alder reaction in which the endo transition state is stabilized by secondary 7t-orbital interactions, the actual interaction of the N-nitrone p -orbital with a vicinal p -orbital on the alkene, and thus the stabilization, is small [25]. The endojexo selectivity in the 1,3-dipolar cycloaddition reaction is therefore primarily controlled by the structure of the substrates or by a catalyst. 

Benzene derivatives. Tbe nomenclature is a combination of the lUPAC system and traditional names. Many of the derivatives are named by the substituent group appearing as the prefbt. These may be considered a subclass of the aliphatic-aromatic hydrocarbon family, which contains both aliphatic and aromatic units in its structures. Thus, alkylbenzenes are made up of a benzene ring and alkane units alkenylbenzenes are Composed of a benzene ring and alkene units and alkynylbenzenes comprise a benzene ring and alkyne units. Examples of alkylbenzenes include... 

A chemical name typically has four parts in the IUPAC system of nomenclature prefix, locant, parent, and suffix. The prefix specifies the location and identity of various substituent groups in the molecule, the locant gives the location of the primary functional group, the parent selects a main part of the molecule and tells how many carbon atoms are in that part, and the suffix identifies the primary functional group. 

Substituents, in chain, nomenclature of. 26 of methine chain, 28 of thiazole ring, 30... 

There is a well-established, simple terminology to identify various siloxane structures, depending on the type of the substituents on silicon atoms. This is given in Table 1. Throughout the text we shall use this convenient nomenclature system. 

Note. In carbohydrate nomenclature, substitution at a heteroatom is normally indicated by citing the locant of the attached carbon atom, followed by a hyphen, and then the italicized heteroatom element symbol, e.g. 2-0-methyl, 5-N-acetyl. Substituents on the same kind of heteroatom are grouped (e.g. 2,3,4-tri-0-methy 1), and substituents of the same kind are cited in alphabetical order of heteroatoms (e.g. 5-N-acetyl-4,8,9-tri-0-acetyl). The alternative format with superscript numerical locants (e.g, N5,(/,(), ( -tetraacetyl), used in some other areas of natural product chemistry, is unusual in carbohydrate names. 

Cyclic acetals formed by the reaction of saccharides or saccharide derivatives with aldehydes or ketones are named in accordance with 2-Carb-24.1, bivalent substituent names (formed by general organic nomenclature principles) being used as prefixes. In indicating more than one cyclic acetal grouping of the same kind, the appropriate pairs of locants are separated typographically when the exact placement of the acetal groups is known. 

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