-yne

Last updated
Ethynyl group (highlighted red) as part of a large molecule (ethinylestradiol). Ethinylestradiol with ethynyl group highlighted.svg
Ethynyl group (highlighted red) as part of a large molecule (ethinylestradiol).

In chemistry, the suffix -yne is used to denote the presence of a triple bond (). [2]

The suffix follows IUPAC nomenclature, and is mainly used in organic chemistry. However, inorganic compounds featuring unsaturation in the form of triple bonds may be denoted by substitutive nomenclature with the same methods used with alkynes, i.e., the name of the corresponding saturated hydride is modified by replacing the " -ane " ending with "-yne". The suffix "-diyne" is used when there are two triple bonds, and so on. The position of unsaturation is indicated by a numerical locant immediately preceding the "-yne" suffix, or locants in the case of multiple triple bonds. Locants are chosen to be as low as possible. While generally used as a suffix, "-yne" is also used as an infix to name substituent groups that are triply bound to the parent compound.

This suffix arose as a collapsed form of the end of the word acetylene . The final "-e" disappears if it is followed by another suffix that starts with a vowel. [3]

See also

Related Research Articles

<span class="mw-page-title-main">Alkene</span> Hydrocarbon compound containing one or more C=C bonds

In organic chemistry, an alkene is a hydrocarbon containing a carbon–carbon double bond. The double bond may be internal or in the terminal position. Terminal alkenes are also known as α-olefins.

<span class="mw-page-title-main">Alkyne</span> Hydrocarbon compound containing one or more C≡C bonds

In organic chemistry, an alkyne is an unsaturated hydrocarbon containing at least one carbon—carbon triple bond. The simplest acyclic alkynes with only one triple bond and no other functional groups form a homologous series with the general chemical formula CnH2n−2. Alkynes are traditionally known as acetylenes, although the name acetylene also refers specifically to C2H2, known formally as ethyne using IUPAC nomenclature. Like other hydrocarbons, alkynes are generally hydrophobic.

<span class="mw-page-title-main">Functional group</span> Set of atoms in a molecule which augment its chemical and/or physical properties

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.

<span class="mw-page-title-main">Ketone</span> Organic compounds of the form >C=O

In organic chemistry, a ketone is a functional group 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.

<span class="mw-page-title-main">Steroid</span> Any organic compound having sterane as a core structure

A steroid is a biologically active organic compound with four fused rings arranged in a specific molecular configuration. Steroids have two principal biological functions: as important components of cell membranes that alter membrane fluidity; and as signaling molecules. Hundreds of steroids are found in plants, animals and fungi. All steroids are manufactured in cells from the sterols lanosterol (opisthokonts) or cycloartenol (plants). Lanosterol and cycloartenol are derived from the cyclization of the triterpene squalene.

<span class="mw-page-title-main">Cycloalkane</span> Saturated alicyclic hydrocarbon

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 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.

<span class="mw-page-title-main">Skeletal formula</span> Representation method in chemistry

The skeletal formula, line-angle formula, or shorthand formula of an organic compound is a type of molecular structural formula that serves as a shorthand representation of a molecule's bonding and some details of its molecular geometry. A skeletal formula shows the skeletal structure or skeleton of a molecule, which is composed of the skeletal atoms that make up the molecule. It is represented in two dimensions, as on a piece of paper. It employs certain conventions to represent carbon and hydrogen atoms, which are the most common in organic 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.

<span class="mw-page-title-main">Bicyclic molecule</span> Molecule with two joined rings

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.

A saturated compound is a chemical compound that resists addition reactions, such as hydrogenation, oxidative addition, and binding of a Lewis base. The term is used in many contexts and for many classes of chemical compounds. Overall, saturated compounds are less reactive than unsaturated compounds. Saturation is derived from the Latin word saturare, meaning 'to fill'.

A 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).

<span class="mw-page-title-main">-ol</span> Suffix in organic chemistry

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 suffix -one is used in organic chemistry to form names of organic compounds containing the -C(=O)- group: see ketone. Sometimes a number between hyphens is inserted before it to state which atom the =O atom is attached to. This suffix was extracted from the word acetone. The final "-e" disappears if it is followed by another suffix that starts with a vowel.

The suffix -ene is used in organic chemistry to form names of organic compounds where the -C=C- group has been attributed the highest priority according to the rules of organic nomenclature. Sometimes a number between hyphens is inserted before it to say that the double bond is between that atom and the atom with the next number up. This suffix comes from the end of the word ethylene, which is the simplest alkene. The final "-e" disappears if it comes before by a suffix that starts with a vowel, e.g. "-enal", which is a compound that contains both a -C=C- bond and an aldehyde functional group. If the other suffix starts with a consonant or "y", the final "-e" remains, e.g. "-enediyne"

In organic chemistry, the suffix -ane forms the names of organic compounds where the −C−C− group has been attributed the highest priority according to the rules of organic nomenclature. Such organic compounds are called alkanes. They are saturated hydrocarbons.

In chemical nomenclature, a preferred IUPAC name (PIN) is a unique name, assigned to a chemical substance and preferred among the possible names generated by IUPAC nomenclature. The "preferred IUPAC nomenclature" provides a set of rules for choosing between multiple possibilities in situations where it is important to decide on a unique name. It is intended for use in legal and regulatory situations.

In organic chemistry, Hantzsch–Widman nomenclature, also called the extended Hantzsch–Widman system, is a type of systematic chemical nomenclature used for naming heterocyclic parent hydrides having no more than ten ring members. Some common heterocyclic compounds have retained names that do not follow the Hantzsch–Widman pattern.

In organic chemistry, the term ethynyl designates a functional group with a double bond with 2 carbon atoms both with sp hybridisation and a triple bond. It is a species similar to acetylene with a less H atom thus joined to root chain.

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 listed descriptors are only of historical interest and should not be used in publications anymore as they do not correspond with the modern recommendations of the IUPAC. Stereodescriptors are often used in combination with locants to clearly identify a chemical structure unambiguously.

References

  1. Europäisches Arzneibuch, 6. Ausgabe, Deutscher Apotheker Verlag Stuttgart 2008, ISBN   978-3-7692-3962-1, pp. 2503–2504.
  2. "Definition of -yne | Dictionary.com". www.dictionary.com. Retrieved 2020-02-08.
  3. The Commission on the Nomenclature of Organic Chemistry (1975) [1958 (A: Hydrocarbons, and B: Fundamental Heterocyclic Systems), 1965 (C: Characteristic Groups)]. Nomenclature of Organic Chemistry (3rd ed.). London: Butterworths. ISBN   0-408-70144-7.