Carbon-carbon bond

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Carbon-carbon bonds are the chemical bonds between two carbon atoms. These bonds are fundamental to the structure of organic compounds, and their study and manipulation are central to the fields of organic chemistry and materials science.

Types of Carbon-Carbon Bonds[edit | edit source]

Carbon-carbon bonds can vary in their strength and electronic properties based on the hybridization of the carbon atoms involved and the overall molecular context. The main types of carbon-carbon bonds include:

  • Single bonds (sigma bonds) - These are formed when one pair of electrons is shared between two carbon atoms. They are the longest and least strong among carbon-carbon bonds, allowing for free rotation around the bond axis.
  • Double bonds - Consist of one sigma bond and one pi bond. Double bonds are shorter and stronger than single bonds and restrict rotation around the bond axis.
  • Triple bonds - Made up of one sigma bond and two pi bonds. These are the shortest and strongest type of carbon-carbon bonds and also prevent rotation.

Formation and Reactions[edit | edit source]

Carbon-carbon bonds are formed through various types of reactions, the most common being:

  • Addition reactions - Atoms or groups are added to carbon atoms lacking the requisite number of bonds.
  • Elimination reactions - Atoms or groups are removed from a molecule, resulting in the formation of a double or triple bond.
  • Substitution reactions - An atom or group of atoms in a molecule is replaced by another atom or group of atoms.

Importance in Organic Synthesis[edit | edit source]

The formation of carbon-carbon bonds is a key step in the synthesis of many organic compounds. Techniques such as Cross-coupling reactions are widely used to form carbon-carbon bonds in the laboratory. These reactions are crucial for the construction of complex organic molecules used in pharmaceuticals, agrochemicals, and materials science.

Physical Properties[edit | edit source]

The physical properties of a molecule, such as its shape, reactivity, and physical state, can be influenced significantly by the type and arrangement of carbon-carbon bonds within it. For example, the difference in the rigidity and flexibility of organic molecules often depends on whether they contain single, double, or triple carbon-carbon bonds.

Environmental and Biological Relevance[edit | edit source]

Carbon-carbon bonds are not only central to synthetic organic chemistry but also to biological processes. The stability and modifiability of carbon-carbon bonds make them key components in biological structures such as DNA, proteins, and cell membranes.

See Also[edit | edit source]

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Contributors: Prab R. Tumpati, MD