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Alkene

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Some tiny things are called alkenes. They are made of carbon and hydrogen. They have a strong bond. This bond holds them together. Some are gases. Some are liquids. Can you find them in science?

36 words

Some tiny things are called alkenes. They are made of carbon and hydrogen.

These things have a special bond. It is a double bond. This bond is very strong.

Ethylene 3D.png
Ethylene 3D.png

Some alkenes are gases. Others are liquids. Some are even waxy solids.

They can have a smell. One kind has a sweet smell.

When they burn, they make water and air. This is how they react.

Cis-trans example.svg
Cis-trans example.svg
It is cool to learn about them.

77 words

Alkenes are special types of molecules. They are made of carbon and hydrogen. These molecules are called hydrocarbons.

Ethylene-3D-vdW.png
Ethylene-3D-vdW.png

What makes them different? Alkenes have a double bond. This is a strong link between two carbon atoms. This bond is made of two parts. One part is a sigma bond. The other part is a pi bond, which is a weaker bond.

Ethylene 3D.png
Ethylene 3D.png
This double bond makes alkenes more reactive than other molecules. This means they change more easily in chemical reactions.

Alkenes can look and feel different. Small ones like ethylene are gases. Larger ones can be liquids or waxy solids. Some alkenes even have a smell. Ethylene has a sweet and musty odor.

Cis-trans example.svg
Cis-trans example.svg

Sometimes, the parts of an alkene sit in different spots. We call these isomers. In cis-trans isomerism, groups stay on the same side or opposite sides. Scientists also use E and Z to name them. Z means the groups are together. E means they are on opposite sides.

EZalkenes2.png
EZalkenes2.png
These small changes make each molecule unique.

174 words

Alkenes are a special group of molecules called hydrocarbons. These molecules are made only of carbon and hydrogen atoms.

Ethylene-3D-vdW.png
Ethylene-3D-vdW.png
What makes an alkene unique is a carbon-carbon double bond. This double bond is a very strong connection between two atoms. It is stronger than a single bond, but it is not twice as strong. Because of this bond, alkenes are more reactive than other hydrocarbons. This means they change more easily during chemical reactions.
Ethylene 3D.png
Ethylene 3D.png

To understand how they work, we can look at the bond itself. A double bond is actually made of two different parts. The first part is called a sigma bond. The second part is called a pi bond. The pi bond is much weaker than the sigma bond. This bond sits outside the main axis of the molecule. It also makes it very hard for the atoms to rotate. Because they cannot rotate easily, the shapes of the molecules stay fixed. This leads to something called isomerism, where molecules have the same parts but different shapes.

Cis-trans example.svg
Cis-trans example.svg

Scientists use specific names to describe these different shapes. When groups are on the same side, it is called cis. This comes from the Latin words for "on this side of." If the groups are on opposite sides, it is called trans. For more complex molecules, scientists use E and Z notation. These come from German words meaning "opposite" and "together."

EZalkenes2.png
EZalkenes2.png
In the Z version, the most important groups are together. In the E version, they are on opposite sides. These small changes in position can change how the molecule acts.

There are many different types of alkenes depending on their size. The simplest one is called ethylene, or ethene. Ethylene is produced on a huge scale in industry.

AlkenylGroups.png
AlkenylGroups.png
Small alkenes like ethylene, propylene, and butene are gases at room temperature. As the molecules get bigger, they change into liquids. The very largest alkenes are waxy solids. Even their smells can change. Ethylene has a sweet and musty odor, but some other alkenes have very unpleasant smells.

Knowing how to name these molecules is a big job. The International Union of Pure and Applied Chemistry, or IUPAC, sets the rules. For a simple chain, scientists change the ending of the name to "-ene." For example, the alkane ethane becomes the alkene ethene. If the molecule has branches, the rules get more detailed. Scientists must find the longest chain of carbons first. They then number the carbons to show exactly where the double bond is located.

Alkene nomenclature.svg
Alkene nomenclature.svg
This helps everyone in science know exactly which molecule they are talking about.

437 words

Alkenes are a class of organic compounds known as hydrocarbons. A hydrocarbon is a molecule made entirely of carbon and hydrogen atoms.

Ethylene-3D-vdW.png
Ethylene-3D-vdW.png
What distinguishes an alkene from other hydrocarbons is the presence of at least one carbon-carbon double bond. This double bond makes alkenes more reactive than alkanes, which only have single bonds. The International Union of Pure and Applied Chemistry (IUPAC) uses specific terms to categorize these molecules. An alkene is technically an acyclic hydrocarbon with exactly one double bond. When a molecule has two or more double bonds, it is called a polyene. If the molecule forms a ring, it is known as a cycloalkene. The term "olefin" is used as a more general name for the entire class, including both cyclic and acyclic structures.

To understand the chemistry of alkenes, one must look at the specific structure of the double bond. This bond is composed of two distinct types of connections: a sigma bond and a pi bond.

Ethylene 3D.png
Ethylene 3D.png
The sigma bond is the primary connection between the two carbon atoms. The pi bond is formed by the overlap of unhybridized 2p atomic orbitals. These orbitals sit perpendicular to the plane of the molecule, meaning the pi bond exists on both sides of the main axis. While the double bond is stronger than a single bond, it is not twice as strong. A carbon-carbon double bond has a strength of 611 kJ/mol, whereas a single bond is 347 kJ/mol. Additionally, the double bond is shorter, measuring about 1.33 Å compared to 1.53 Å for a single bond.

The nature of the pi bond has a major effect on the shape and movement of the molecule. Because the pi bond requires the p orbitals to remain aligned, rotation around the carbon-carbon double bond is restricted. If the atoms were to rotate, it would require enough energy to break the pi bond. This restriction leads to the existence of isomers, which are molecules with the same atoms but different arrangements. In simple alkenes, this results in cis and trans configurations.

Cis-trans example.svg
Cis-trans example.svg
In a cis configuration, the functional groups are on the same side of the double bond. In a trans configuration, they are on opposite sides. For more complex molecules with four different groups, scientists use E-Z notation. This system uses the German words "zusammen" (together) and "entgegen" (opposite) to describe whether high-priority groups are on the same or opposite sides.
EZalkenes2.png
EZalkenes2.png

Alkenes also exhibit structural isomerism, especially as the number of carbon atoms increases. A structural isomer is a molecule that has the same chemical formula but a different connectivity of atoms. For example, ethylene has only one possible structure. Propylene also has only one structure. However, once a molecule reaches four carbon atoms, like butene, multiple isomers become possible. Butene has three different structural isomers: 1-butene, 2-butene, and isobutylene. As the chain grows to five carbons, the number of possible isomers jumps to five. By the time a molecule has six carbons, there are 13 different possible isomers. This complexity grows rapidly as more carbons are added to the chain.

Naming these molecules correctly is essential for scientific communication. The IUPAC provides a standardized system for nomenclature. To name a straight-chain alkene, the suffix of the parent alkane is changed from "-ane" to "-ene." For instance, the alkane ethane becomes the alkene ethene.

Alkene nomenclature.svg
Alkene nomenclature.svg
For larger or branched molecules, the process is more detailed. A scientist must first identify the longest continuous carbon chain that contains the double bond. The carbons in this chain are then numbered starting from the end closest to the double bond. This number indicates the position of the double bond. Any side groups, or substituents, are also named and assigned a number based on their position on the chain.

The physical properties of alkenes are largely determined by their molecular mass. Most alkenes are colorless, nonpolar, and combustible, meaning they can burn in the presence of oxygen. The simplest alkenes, such as ethylene, propylene, and butene, are gases at room temperature.

AlkenylGroups.png
AlkenylGroups.png
As the number of carbon atoms increases, the state of the matter changes. Linear alkenes with between five and nineteen carbon atoms are typically liquids. The largest alkenes are waxy solids. The melting point of these solids also increases as the molecular mass grows. Alkenes generally possess stronger odors than alkanes. While ethylene has a sweet and musty smell, some strained alkenes can produce very unpleasant odors.

Alkenes play a massive role in modern industry and chemistry. Ethylene is the organic compound produced on the largest scale industrially. Because of their reactivity, alkenes are used as building blocks for many other substances. They can undergo combustion to produce carbon dioxide and water, releasing energy in the process. They are also studied through various scientific methods, such as infrared spectroscopy, which can identify the specific stretching of the carbon-carbon double bond. Understanding the precise geometry and reactivity of these molecules allows scientists to manipulate them for everything from plastics to complex chemical syntheses.

836 words
🖼️ Images & Media (24)
File:Ethylene-3D-vdW.png
Ethylene-3D-vdW.png
File:Ethylene 3D.png
Ethylene 3D.png
File:Alkene nomenclature.svg
Alkene nomenclature.svg
File:Cis-trans example.svg
Cis-trans example.svg
File:EZalkenes2.png
EZalkenes2.png
File:AlkenylGroups.png
AlkenylGroups.png
File:Ear.png
Ear.png
File:Biadamantylidene-bromonium-ion-from-xtal-1994-2D-skeletal.png
Biadamantylidene-bromonium-ion-from-xtal-1...
File:HBr-addition.svg
HBr-addition.svg
File:Diels-Alder (1,3-butadiene + ethylene) red.svg
Diels-Alder (1,3-butadiene + ethylene) red.svg
File:Schenck ene reaction.svg
Schenck ene reaction.svg
File:DCDmodel.png
DCDmodel.png

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