Number | Multiplier | Number | Multiplier |
---|---|---|---|
1 | mono- | 30 | triaconta- |
2 | di- | 31 | hentriaconta- |
3 | tri- | 32 | dotriaconta- |
4 | tetra- | 33 | tritriaconta- |
5 | penta- | 34 | tetratriaconta- |
6 | hexa- | 40 | tetraconta- |
7 | hepta- | 50 | pentaconta- |
8 | octa- | 60 | hexaconta- |
9 | nona- | 70 | heptaconta- |
10 | deca- | 80 | octaconta- |
11 | undeca- | 90 | nonaconta- |
12 | dodeca- | 100 | hecta- |
13 | trideca- | 200 | dicta- |
14 | tetradeca- | 300 | tricta- |
15 | pentadeca- | 400 | tetracta- |
16 | hexadeca- | 500 | pentacta- |
17 | heptadeca- | 600 | hexacta- |
18 | octadeca- | 700 | heptacta- |
19 | nonadeca- | 800 | octacta- |
20 | icosa- | 900 | nonacta- |
21 | henicosa- | 1000 | kilia- |
22 | docosa- | 2000 | dilia- |
23 | tricosa- | 3000 | trilia- |
24 | tetracosa- | 4000 | tetralia- |
25 | pentacosa- | 5000 | pentalia- |
26 | hexacosa- | 6000 | hexalia- |
27 | heptacosa- | 7000 | heptalia- |
28 | octacosa- | 8000 | octalia- |
29 | nonacosa- | 9000 | nonalia- |
The numerical multiplier (or multiplying affix) in IUPAC nomenclature indicates how many particular atoms or functional groups are attached at a particular point in a molecule. The affixes are derived from both Latin and Greek.
The prefixes are given from the least significant decimal digit up: units, then tens, then hundreds, then thousands. For example:
While the use of the affix mono- is rarely necessary in organic chemistry, it is often essential in inorganic chemistry to avoid ambiguity: carbon oxide could refer to either carbon monoxide or carbon dioxide . In forming compound affixes, the numeral one is represented by the term hen- except when it forms part of the number eleven (undeca-): hence
In compound affixes, the numeral two is represented by do- except when it forms part of the numbers 20 (icosa-), 200 (dicta-) or 2000 (dilia-).
IUPAC prefers the spelling icosa- for the affix corresponding to the number twenty on the grounds of etymology. However both the Chemical Abstracts Service and the Beilstein database use the alternative spelling eicosa-.
There are two more types of numerical prefixes in IUPAC organic chemistry nomenclature. [1]
Numerical prefixes for multiplication of compound or complex (as in complicated) features are created by adding kis to the basic numerical prefix, with the exception of numbers 2 and 3, which are bis- and tris-, respectively.
Number | Multiplier |
---|---|
2 | bis- |
3 | tris- |
4 | tetrakis- |
... |
An example is the IUPAC name for DDT.
Number | Multiplier |
---|---|
5 | quinque- |
6 | sexi- |
7 | septi- |
8 | octi- |
9 | novi- |
10 | deci- |
11–9999 | Ending "a" in the basic numerical prefix is replaced with "i", and/or "deka" is replaced with "deci".[ citation needed ] |
"mono-" is from Greek monos = "alone". "un" = 1 and "nona-" = 9 are from Latin. The others are derived from Greek numbers.
The forms 100 and upwards are not correct Greek. In Ancient Greek, hekaton = 100, diakosioi = 200, triakosioi = 300, etc. The numbers 200-900 would be confused easily with 22 to 29 if they were used in chemistry.
khīlioi = 1000, diskhīlioi = 2000, triskhīlioi = 3000, etc.
13 to 19 are formed by starting with the Greek word for the number of ones, followed by και (the Greek word for 'and'), followed by δέκα (the Greek word for 'ten'). For instance treiskaideka, as in triskaidekaphobia.
In organic chemistry, an alkane, or paraffin, is an acyclic saturated hydrocarbon. In other words, an alkane consists of hydrogen and carbon atoms arranged in a tree structure in which all the carbon–carbon bonds are single. Alkanes have the general chemical formula CnH2n+2. The alkanes range in complexity from the simplest case of methane, where n = 1, to arbitrarily large and complex molecules, like pentacontane or 6-ethyl-2-methyl-5-(1-methylethyl) octane, an isomer of tetradecane.
In organic chemistry, a functional group is a substituent or moiety in a molecule that causes the molecule's characteristic chemical reactions. The same functional group will undergo the same or similar chemical reactions regardless of the rest of the molecule's composition. This enables systematic prediction of chemical reactions and behavior of chemical compounds and the design of chemical synthesis. The reactivity of a functional group can be modified by other functional groups nearby. Functional group interconversion can be used in retrosynthetic analysis to plan organic synthesis.
In organic chemistry, a ketone is an organic compound with the structure R−C(=O)−R', where R and R' can be a variety of carbon-containing substituents. Ketones contain a carbonyl group −C(=O)−. The simplest ketone is acetone, with the formula (CH3)2CO. Many ketones are of great importance in biology and in industry. Examples include many sugars (ketoses), many steroids, and the solvent acetone.
In chemistry, a hydrate is a substance that contains water or its constituent elements. The chemical state of the water varies widely between different classes of hydrates, some of which were so labeled before their chemical structure was understood.
In organic chemistry, the cycloalkanes are the monocyclic saturated hydrocarbons. In other words, a cycloalkane consists only of hydrogen and carbon atoms arranged in a structure containing a single ring, and all of the carbon-carbon bonds are single. The larger cycloalkanes, with more than 20 carbon atoms are typically called cycloparaffins. All cycloalkanes are isomers of alkenes.
In organic chemistry, an alkyl group is an alkane missing one hydrogen. The term alkyl is intentionally unspecific to include many possible substitutions. An acyclic alkyl has the general formula of −CnH2n+1. A cycloalkyl group is derived from a cycloalkane by removal of a hydrogen atom from a ring and has the general formula −CnH2n−1. Typically an alkyl is a part of a larger molecule. In structural formulae, the symbol R is used to designate a generic (unspecified) alkyl group. The smallest alkyl group is methyl, with the formula −CH3.
In chemical nomenclature, the IUPAC nomenclature of organic chemistry is a method of naming organic chemical compounds as recommended by the International Union of Pure and Applied Chemistry (IUPAC). It is published in the Nomenclature of Organic Chemistry. Ideally, every possible organic compound should have a name from which an unambiguous structural formula can be created. There is also an IUPAC nomenclature of inorganic chemistry.
In organic chemistry, a substituent is one or a group of atoms that replaces atoms, thereby becoming a moiety in the resultant (new) molecule.
A bicyclic molecule is a molecule that features two joined rings. Bicyclic structures occur widely, for example in many biologically important molecules like α-thujene and camphor. A bicyclic compound can be carbocyclic, or heterocyclic, like DABCO. Moreover, the two rings can both be aliphatic, or can be aromatic, or a combination of aliphatic and aromatic.
In the nomenclature of organic chemistry, a locant is a term to indicate the position of a functional group or substituent within a molecule.
Numeral or number prefixes are prefixes derived from numerals or occasionally other numbers. In English and many other languages, they are used to coin numerous series of words. For example:
Chemical nomenclature is a set of rules to generate systematic names for chemical compounds. The nomenclature used most frequently worldwide is the one created and developed by the International Union of Pure and Applied Chemistry (IUPAC).
In chemical nomenclature, the IUPAC nomenclature of inorganic chemistry is a systematic method of naming inorganic chemical compounds, as recommended by the International Union of Pure and Applied Chemistry (IUPAC). It is published in Nomenclature of Inorganic Chemistry. Ideally, every inorganic compound should have a name from which an unambiguous formula can be determined. There is also an IUPAC nomenclature of organic chemistry.
An oxyacid, oxoacid, or ternary acid is an acid that contains oxygen. Specifically, it is a compound that contains hydrogen, oxygen, and at least one other element, with at least one hydrogen atom bonded to oxygen that can dissociate to produce the H+ cation and the anion of the acid.
The suffix –ol is used in organic chemistry principally to form names of organic compounds containing the hydroxyl (–OH) group, mainly alcohols. The suffix was extracted from the word alcohol.
The root alk- is used in organic chemistry to form classification names for classes of organic compounds which contain a carbon skeleton but no aromatic rings. It was extracted from the word alcohol by removing the -ol suffix. See e.g. alkyl, alkane.
Silanes are saturated chemical compounds with the empirical formula SixHy. They are hydrosilanes, a class of compounds that includes compounds with Si−H and other Si−X bonds. All contain tetrahedral silicon and terminal hydrides. They only have Si−H and Si−Si single bonds. The bond lengths are 146.0 pm for a Si−H bond and 233 pm for a Si−Si bond. The structures of the silanes are analogues of the alkanes, starting with silane, SiH4, the analogue of methane, continuing with disilane Si2H6, the analogue of ethane, etc. They are mainly of theoretical or academic interest.
Nomenclature of Inorganic Chemistry, IUPAC Recommendations 2005 is the 2005 version of Nomenclature of Inorganic Chemistry. It is a collection of rules for naming inorganic compounds, as recommended by the International Union of Pure and Applied Chemistry (IUPAC).
In chemical nomenclature, a descriptor is a notational prefix placed before the systematic substance name, which describes the configuration or the stereochemistry of the molecule. Some of the listed descriptors should not be used in publications, as they no longer accurately correspond with the recommendations of the IUPAC. Stereodescriptors are often used in combination with locants to clearly identify a chemical structure unambiguously.