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Undergraduate


Organic chemistry


Organic chemistry is a branch of chemistry that deals with the study of the structure, properties, composition, reactions, and synthesis of carbon-containing compounds. This includes not only hydrocarbons (compounds composed of carbon and hydrogen), but also compounds containing many other elements, including nitrogen, oxygen, halogens, phosphorus, silicon, and sulfur. The term "organic" was originally used to describe compounds that were thought to be derived from living organisms. However, this definition has evolved to include synthetic compounds.

Basic concepts

A fundamental idea in organic chemistry is the ability of carbon atoms to form four covalent bonds. This unique feature allows carbon atoms to form a huge range of molecules, from simple alkanes to complex proteins and DNA.

Structure of organic compounds

The structure of organic compounds can be represented using several different methods, including line-angle formulas and structural formulas.

Line-angle formula

    CCCC
  

This is a simplified representation of butane, a four-carbon alkane. Each vertex in the line-angle formula represents a carbon atom, and the lines represent the bonds between them.

Structural formula

    hhhh,
    HCCCCH,
    hhhh
  

The structural formula of butane shows each bond between atoms, and provides a complete representation of the molecule.

Functional group

Functional groups are specific groups of atoms within molecules that are responsible for specific chemical reactions of those molecules. These include the following:

  • Alcohol: Contains a -OH group. Examples include ethanol (CH3CH2OH).
  • Carboxylic acid: Contains a -COOH group. Examples include acetic acid (CH3COOH).
  • Amine: Contains a -NH2 group. Examples include methylamine (CH3NH2).

Chemical reactions in organic chemistry

Organic reactions often involve the breaking and formation of carbon-carbon (C-C) or carbon-hydrogen (C-H) bonds. These can be classified into several types:

Substitution reactions

In a substitution reaction, an atom or group of atoms in a molecule is replaced by another atom or group of atoms. A simple example of this is replacing the hydrogen atom in methane (CH4) with a chlorine atom to form chloromethane (CH3Cl).

Addition reactions

Addition reactions involve the joining of atoms or groups of atoms at double or triple bonds. Consider adding hydrogen bromide (HBr) to ethene (C2H4) to form bromoethane (C2H5Br).

    C2H4 + HBr → C2H5Br
  

Elimination reactions

In elimination reactions, elements are removed from the molecule, often resulting in the formation of a double bond. An example of this is the dehydration of ethanol to form ethene and water.

    2H2O + 2O
  

Isomerism

Isomers are compounds that have the same molecular formula but different arrangements of atoms. There are several types of isomerism:

Structural isomerism

Structural isomers differ in the covalent arrangement of their atoms. Butane and isobutane are examples. Butane has a straight-chain structure, while isobutane has a branched structure.

    Butane: C4H10
    Isobutane: C4H10
  

Stereoisomerism

Stereoisomers have the same structural formula, but differ in the spatial configuration of the atoms. This may include geometric isomerism and optical isomerism.

Geometrical isomerism

Geometrical isomers are usually observed in compounds containing double bonds where rotation is restricted. For example, cis-butene and trans-butene:

HH C=C CH3 CH3 cis-butene H CH3 C=C CH3 H trans-butene

Optical isomerism

Optical isomers are stereo isomers that differ in the way they rotate plane-polarized light. Molecules with chiral centers, such as lactic acid, can have non-superimposable mirror images known as enantiomers.

Macromolecules

Macromolecules are large molecules formed by the polymerization of smaller subunits. Examples include proteins, nucleic acids, and synthetic polymers such as plastics.

Protein

Proteins are polymers of amino acids linked by peptide bonds. They play important roles in biological processes. The sequence of amino acids determines the structure and function of the protein.

Nucleic acids

Nucleic acids such as DNA and RNA are polymers of nucleotides. They store and transfer genetic information in cells.

Synthetic polymers

Polymers such as polyethylene and polystyrene are made from monomer units. They are used in a variety of products, from packaging to clothing.

    Polyethylene: —(CH2—CH2)n—
    Polystyrene: —(C8H8)n—
  

Organic chemistry in everyday life

Organic chemistry is fundamental to many aspects of modern life. It is central to the pharmaceutical industry, agriculture, and the development of new materials. Organic compounds are also vital to life, affecting everything from the metabolic pathways that sustain life to the structure of cell membranes.


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