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Organic Nomenclature
Organic Nomenclature

... While it appears to be a cyclohexatriene, it does not chemically behave like an alkene! The three π bonds simultaneously overlap to form a delocalized set of electrons that produces additional stability in the molecule and significantly different chemical properties. Benzene compounds are often refe ...
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... Heteroatoms • Halogens replace hydrogen atoms in hydrocarbons, so when calculating unsaturations, count halides as hydrogen atoms. • Oxygen does not change the C:H ratio, so ignore oxygen in the formula. • Nitrogen is trivalent, so it acts like half a carbon. Add the number of nitrogen atoms when ca ...
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Section 2 Hydrocarbons Chapter 22

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2848-R - Bulgarian Chemical Communications

... mined. Comparison of the energy values of the studied tautomers indicates that in gas phase the hydroxy tautomer is more stable by 15.7 kcal/mol, while in water solution the oxo tautomer is only slightly less stable (less than 1 kcal/mol). Therefore, it could be concluded that p-OH chalcones will be ...
Fundamentals of Organic Chemistry
Fundamentals of Organic Chemistry

... Use alkanes as model compounds to describe a. Constitutional isomers b. Conformational isomers c. Stereoisomers (cis/trans) as applied to cyclic alkanes d. An introduction to chemical reactions – combustion and free-radical halogenation Use alkenes as model compounds to describe a. Stereoisomers (ci ...
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The Formation of Comets

... I’m talking about “Mulliken population analysis” or “natural bond analysis” or Richard Bader’s beautifully worked-out scheme for dividing up space in a molecule. An oxidation state bears little relation to the actual charge on the atom (except in the interior of the sun, where ligands are gone, ther ...
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Fundamentals of Organic Chemistry

... Use alkanes as model compounds to describe a. Constitutional isomers b. Conformational isomers c. Stereoisomers (cis/trans) as applied to cyclic alkanes d. An introduction to chemical reactions – combustion and free-radical halogenation Use alkenes as model compounds to describe a. Stereoisomers (ci ...
Fundamentals of Organic Chemistry
Fundamentals of Organic Chemistry

... Use alkanes as model compounds to describe a. Constitutional isomers b. Conformational isomers c. Stereoisomers (cis/trans) as applied to cyclic alkanes d. An introduction to chemical reactions – combustion and free-radical halogenation Use alkenes as model compounds to describe a. Stereoisomers (ci ...
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... S , or ambo- should be used to designate the configuration whenever possible. (The prefix ambo- indicates that a mixture is present, one of whose components is R and the other S at the locus designated; it is especially useful when they are not present in equal proportions, because of the presence o ...
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Phenol - wellswaysciences
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... • Undergoes electrophilic substitution reactions MORE READILY than benzene. • The ring is said to be activated. • It has a higher electron density in the ring than benzene due to partial delocalisation of the lone pair electrons on the O atom into the ring via the py orbitals. ...
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Lesson 3 Mechanisms of Organic Reactions

... as acetic acid (and most of organic acids), react only slightly. The Bronstedt definition of acidity is extremely useful in organic and bioorganic chemistry because almost all organic compounds contain hydrogen and are therefore potential acids. Usually, organic acids are classified into: • OH acids ...
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Alkanes

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Aromaticity



In organic chemistry, the term aromaticity is formally used to describe an unusually stable nature of some flat rings of atoms. These structures contain a number of double bonds that interact with each other according to certain rules. As a result of their being so stable, such rings tend to form easily, and once formed, tend to be difficult to break in chemical reactions. Since one of the most commonly encountered aromatic system of compounds in organic chemistry is based on derivatives of the prototypical aromatic compound benzene (common in petroleum), the word “aromatic” is occasionally used to refer informally to benzene derivatives, and this is how it was first defined. Nevertheless, many non-benzene aromatic compounds exist. In living organisms, for example, the most common aromatic rings are the double-ringed bases in RNA and DNA.The earliest use of the term “aromatic” was in an article by August Wilhelm Hofmann in 1855. Hofmann used the term for a class of benzene compounds, many of which do have odors (unlike pure saturated hydrocarbons). Today, there is no general relationship between aromaticity as a chemical property and the olfactory properties of such compounds, although in 1855, before the structure of benzene or organic compounds was understood, chemists like Hofmann were beginning to understand that odiferous molecules from plants, such as terpenes, had chemical properties we recognize today are similar to unsaturated petroleum hydrocarbons like benzene.In terms of the electronic nature of the molecule, aromaticity describes the way a conjugated ring of unsaturated bonds, lone pairs of electrons, or empty molecular orbitals exhibit a stabilization stronger than would be expected by the stabilization of conjugation alone. Aromaticity can be considered a manifestation of cyclic delocalization and of resonance. This is usually considered to be because electrons are free to cycle around circular arrangements of atoms that are alternately single- and double-bonded to one another. These bonds may be seen as a hybrid of a single bond and a double bond, each bond in the ring identical to every other. This commonly seen model of aromatic rings, namely the idea that benzene was formed from a six-membered carbon ring with alternating single and double bonds (cyclohexatriene), was developed by August Kekulé (see History section below). The model for benzene consists of two resonance forms, which corresponds to the double and single bonds superimposing to produce six one-and-a-half bonds. Benzene is a more stable molecule than would be expected without accounting for charge delocalization.
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