All Organic Compounds Contain Carbon

Chemic compound with carbon-hydrogen bonds

Methyl hydride, CH₄; is among the simplest organic compounds.

In chemical science, organic compounds are mostly any chemical compounds that incorporate carbon-hydrogen or carbon-carbon bonds. Due to carbon'southward ability to catenate (form bondage with other carbon atoms), millions of organic compounds are known. The written report of the properties, reactions, and syntheses of organic compounds comprise the discipline known every bit organic chemistry. For historical reasons, a few classes of carbon-containing compounds (e.g., carbonate salts and cyanide salts), along with a few other exceptions (due east.g., carbon dioxide), are not classified as organic compounds and are considered inorganic. Other than those just named, little consensus exists amid chemists on precisely which carbon-containing compounds are excluded, making any rigorous definition of an organic chemical compound elusive.^[1]

Although organic compounds brand up only a minor percentage of Earth's crust, they are of primal importance because all known life is based on organic compounds. Living things contain inorganic carbon compounds into organic compounds through a network of processes (the carbon cycle) that begins with the conversion of carbon dioxide and a hydrogen source like water into elementary sugars and other organic molecules past autotrophic organisms using light (photosynthesis) or other sources of energy. Nearly synthetically-produced organic compounds are ultimately derived from petrochemicals consisting mainly of hydrocarbons, which are themselves formed from the loftier pressure level and temperature degradation of organic affair underground over geological timescales.^[2] This ultimate derivation still, organic compounds are no longer defined as compounds originating in living things, as they were historically.

In chemical nomenclature, an organyl group, frequently represented by the letter R, refers to any monovalent substituent whose open valence is on a carbon atom.^[3]

Definitions of organic vs inorganic [edit]

For historical reasons discussed below, a few types of carbon-containing compounds, such equally carbides, carbonates (excluding carbonate esters), elementary oxides of carbon (for instance, CO and CO₂), and cyanides are considered inorganic. Dissimilar forms (allotropes) of pure carbon, such equally diamond, graphite, fullerenes, and carbon nanotubes^[four] are likewise excluded considering they are simple substances composed of only a unmarried element and therefore are non by and large considered to exist chemical compounds.

Information technology is also important to note that the give-and-take "organic" in this context does not mean "natural."^[five]

History [edit]

Vitalism [edit]

Vitalism was a widespread conception that substances plant in organic nature are formed from the chemic elements past the activeness of a "vital force" or "life-forcefulness" (vis vitalis) that simply living organisms possess.

In the 1810s, Jöns Jacob Berzelius argued that a regulative force must exist within living bodies. Berzelius besides contended that compounds could be distinguished by whether they required any organisms in their synthesis (organic compounds) or whether they did not (inorganic compounds).^[half-dozen] Vitalism taught that germination of these "organic" compounds were fundamentally different from the "inorganic" compounds that could be obtained from the elements by chemical manipulations in laboratories.

Vitalism survived for a short catamenia after the conception of modern ideas about the atomic theory and chemical elements. It get-go came nether question in 1824, when Friedrich Wöhler synthesized oxalic acrid, a compound known to occur just in living organisms, from cyanogen. A farther experiment was Wöhler'due south 1828 synthesis of urea from the inorganic salts potassium cyanate and ammonium sulfate. Urea had long been considered an "organic" compound, every bit it was known to occur only in the urine of living organisms. Wöhler'southward experiments were followed by many others, in which increasingly complex "organic" substances were produced from "inorganic" ones without the involvement of any living organism, thus disproving vitalism.^[7]

Modern nomenclature and ambiguities [edit]

The L-isoleucine molecule, C₆H₁₃NO₂, showing features typical of organic compounds. Carbon atoms are in black, hydrogens gray, oxygens red, and nitrogen bluish.

Although vitalism has been discredited, scientific nomenclature retains the distinction between organic and inorganic compounds. The modern meaning of organic chemical compound is any chemical compound that contains a significant amount of carbon—even though many of the organic compounds known today accept no connection to any substance constitute in living organisms. The term carbogenic has been proposed by E. J. Corey as a modern alternative to organic, but this neologism remains relatively obscure.

The organic chemical compound L-isoleucine molecule presents some features typical of organic compounds: carbon–carbon bonds, carbon–hydrogen bonds, too as covalent bonds from carbon to oxygen and to nitrogen.

As described in item below, any definition of organic compound that uses simple, broadly-applicable criteria turns out to exist unsatisfactory, to varying degrees. The mod, commonly accustomed definition of organic chemical compound substantially amounts to any carbon-containing compound, excluding several classes of substances traditionally considered 'inorganic'. Yet, the listing of substances so excluded varies from writer to writer. Even so, it is generally agreed upon that in that location are (at to the lowest degree) a few carbon-containing compounds that should non be considered organic. For instance, near all authorities would require the exclusion of alloys that contain carbon, including steel (which contains cementite, Fe₃C), equally well equally other metal and semimetal carbides (including "ionic" carbides, e.g, Al_fourC₃ and CaC₂ and "covalent" carbides, e.one thousand. B₄C and SiC, and graphite intercalation compounds, e.g. KC₈). Other compounds and materials that are considered 'inorganic' by nearly government include: metal carbonates, elementary oxides (CO, CO₂, and arguably, C₃O_ii), the allotropes of carbon, cyanide derivatives not containing an organic residuum (e.g., KCN, (CN)_ii, BrCN, CNO⁻, etc.), and heavier analogs thereof (e.g., CP⁻ 'cyaphide anion', CSe₂, COS; although CS₂ 'carbon disulfide' is oft classed every bit an organic solvent). Halides of carbon without hydrogen (e.g., CF₄ and CClF₃), phosgene (COCl₂), carboranes, metal carbonyls (e.grand., nickel carbonyl), mellitic anhydride (C₁₂O₉), and other exotic oxocarbons are also considered inorganic by some authorities.

Nickel carbonyl (Ni(CO)_four) and other metal carbonyls are frequently volatile liquids, like many organic compounds, yet they comprise only carbon bonded to a transition metal and to oxygen, and are often prepared directly from metal and carbon monoxide. Nickel carbonyl is typically classified as an organometallic chemical compound equally it satisfies the broad definition that organometallic chemical science covers all compounds that contain at least one carbon to metal covalent bond; it is debatable whether organometallic compounds grade a subset of organic compounds, nevertheless. For example, the evidence of covalent Fe-C bonding in cementite,^[8] a major component of steel, places it within this broad definition of organometallic, yet steel and other carbon-containing alloys are seldom regarded as organic compounds. Thus, it is unclear whether the definition of organometallic should exist narrowed, whether these considerations imply that organometallic compounds are not necessarily organic, or both.

Metallic complexes with organic ligands but no carbon-metal bonds (eastward.m., Cu(OAc)_ii) are not considered organometallic; instead, they are classed as metalorganic. Also, it is also unclear whether metalorganic compounds should automatically be considered organic.

The relatively narrow definition of organic compounds every bit those containing C-H bonds excludes compounds that are (historically and practically) considered organic. Neither urea nor oxalic acid are organic by this definition, yet they were two primal compounds in the vitalism debate. The IUPAC Blue Book on organic nomenclature specifically mentions urea^[ix] and oxalic acid.^[10] Other compounds lacking C-H bonds but traditionally considered organic include benzenehexol, mesoxalic acrid, and carbon tetrachloride. Mellitic acid, which contains no C-H bonds, is considered a possible organic substance in Martian soil.^[11] Terrestrially, it, and its anhydride, mellitic anhydride, are associated with the mineral mellite (Al₂C₆(COO)_{half dozen}·16H_iiO).

A slightly broader definition of the organic compound includes all compounds bearing C-H or C-C bonds. This would notwithstanding exclude urea. Moreover, this definition yet leads to somewhat capricious divisions in sets of carbon-halogen compounds. For instance, CF₄ and CCl₄ would be considered by this rule to exist "inorganic", whereas CF₃H, CHCl₃, and C₂Cl_vi would exist organic, though these compounds share many physical and chemical backdrop.

Classification [edit]

Organic compounds may be classified in a variety of ways. 1 major distinction is betwixt natural and synthetic compounds. Organic compounds can also be classified or subdivided by the presence of heteroatoms, e.g., organometallic compounds, which feature bonds between carbon and a metallic, and organophosphorus compounds, which feature bonds between carbon and a phosphorus.

Another distinction, based on the size of organic compounds, distinguishes between small molecules and polymers.

Natural compounds [edit]

Natural compounds refer to those that are produced by plants or animals. Many of these are still extracted from natural sources considering they would be more expensive to produce artificially. Examples include most sugars, some alkaloids and terpenoids, certain nutrients such as vitamin B₁₂, and, in general, those natural products with large or stereoisometrically complicated molecules present in reasonable concentrations in living organisms.

Further compounds of prime importance in biochemistry are antigens, carbohydrates, enzymes, hormones, lipids and fatty acids, neurotransmitters, nucleic acids, proteins, peptides and amino acids, lectins, vitamins, and fats and oils.

Synthetic compounds [edit]

Compounds that are prepared by reaction of other compounds are known as "synthetic". They may be either compounds that are already found in plants/animals or those bogus compounds that do not occur naturally.

Most polymers (a category that includes all plastics and rubbers) are organic synthetic or semi-synthetic compounds.

Biotechnology [edit]

Many organic compounds—two examples are ethanol and insulin—are manufactured industrially using organisms such as bacteria and yeast. Typically, the Deoxyribonucleic acid of an organism is altered to express compounds not commonly produced by the organism. Many such biotechnology-engineered compounds did not previously exist in nature.^{[ commendation needed ]}

Databases [edit]

The CAS database is the most comprehensive repository for data on organic compounds. The search tool SciFinder is offered.
The Beilstein database contains information on 9.8 million substances, covers the scientific literature from 1771 to the present, and is today accessible via Reaxys. Structures and a large diversity of physical and chemic backdrop are available for each substance, with reference to original literature.
PubChem contains 18.four million entries on compounds and particularly covers the field of medicinal chemical science.

A great number of more specialized databases exist for diverse branches of organic chemical science.^[12]

Structure decision [edit]

The principal tools are proton and carbon-13 NMR spectroscopy, IR Spectroscopy, Mass spectrometry, UV/Vis Spectroscopy and 10-ray crystallography.^[xiii]

References [edit]

^ Seager, Spencer L.; Slabaugh, Michael R. (2004). Chemistry for Today: General, Organic, and Biochemistry. Thomson Brooks/Cole. p. 342. ISBN9780534399696. OCLC 155910842.
^ Smith, Cory. "Petrochemicals". American Fuel & Petrochemical Manufacturers. Archived from the original on 11 September 2021. Retrieved 18 December 2016.
^ IUPAC, Compendium of Chemical Terminology, 2nd ed. (the "Gilded Book") (1997). Online corrected version: (2006–) "Organyl groups". doi:10.1351/goldbook.O04329
^ Fullerene derivatives are more frequently considered to exist organic, and fullerene chemistry is usually considered a branch of organic chemical science. Moreover, the methods of organic synthesis accept been practical to the rational synthesis of fullerenes and carbon nanotubes.
^ "Organic Chemical science".
^ Wilkinson, Ian (2002-06-10). "History of Clinical Chemical science". EJIFCC. 13 (4): 114–118. ISSN 1650-3414. PMC6208063.
^ Henry Marshall Leicester; Herbert South. Klickstein (1951). A Source Book in Chemistry, 1400-1900. Harvard University Press. p. 309.
^ Jiang, C.; Srinivasan, S. G.; Caro, A.; Maloy, S. A. (2008). "Structural, elastic, and electronic backdrop of Fe_iiiC from first principles". Journal of Applied Physics. 103 (iv): 043502–043502–8. arXiv:0711.1528. Bibcode:2008JAP...103d3502J. doi:10.1063/1.2884529. S2CID 94576016.
^ "IUPAC Blue Book, Urea and Its Derivatives Dominion C-971". Archived from the original on 2021-05-06. Retrieved 2009-xi-22 .
^ "IUPAC Bluish Volume, Table 28(a) Carboxylic acids and related groups. Unsubstituted parent structures". Archived from the original on 2021-06-28. Retrieved 2009-11-22 .
^ S. A. Benner; K. G. Devine; L. Due north. Matveeva; D. H. Powell (2000). "The missing organic molecules on Mars". Proceedings of the National Academy of Sciences. 97 (6): 2425–2430. Bibcode:2000PNAS...97.2425B. doi:x.1073/pnas.040539497. PMC15945. PMID 10706606.
^ Borysov, Stanislav S.; Geilhufe, R. Matthias; Balatsky, Alexander V. (2017-02-09). "Organic materials database: An open-access online database for data mining". PLOS I. 12 (2): e0171501. doi:10.1371/journal.pone.0171501. ISSN 1932-6203. PMC5300202. PMID 28182744.
^ Ernö Pretsch, Philippe Bühlmann, Martin Badertscher (2009), Structure Conclusion of Organic Compounds (Fourth, Revised and Enlarged Edition). Springer-Verlag Berlin Heidelberg

External links [edit]

Organic Compounds Database
Organic Materials Database