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1,3-Diphenyltriazene
1,3-Diphenyltriazene is the organic compound with the formula PhN=N-N(H)Ph (Ph = C6H5). It is a prototypical triazene, i.e. a compound with the functional group RN=N-NR2. It is a pale yellow solid, prepared by the reaction of phenyldiazonium salts with aniline Aniline is an organic compound with the formula C6 H5 NH2. Consisting of a phenyl group attached to an amino group, aniline is the simplest aromatic amine. It is an industrially significant commodity chemical, as well as a versatile start .... It is a planar molecule. The N-N distances are 1.287 and 1.337 Å. References {{DEFAULTSORT:Diphenyltriazene, 1,3- Phenyl compounds Azo compounds ...
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Triazenes
Triazenes are organic compounds that contain the functional group −N(R)−N=N− (where R is H, alkyl, aryl). Some anti-cancer medications and dyes are triazenes. Formally, triazenes are related to the unstable triazene, H2N−N=NH. The relationship is more theoretical than practical. Production 200px, melanoma.html" ;"title="Dacarbazine is a triazene used in the treatment of melanoma">Dacarbazine is a triazene used in the treatment of melanoma and Hodgkin's lymphoma. Triazenes are prepared from the ''N''-coupling reaction between diazonium salts and primary or secondary amines. Symmetrical triazenes, for example 1,3-diphenyltriazene (PhN=N−NHPh), are prepared by the partial diazotization of aromatic primary amines, aniline in this example, and the subsequent coupling reaction in the presence of sodium acetate. Asymmetrical triazenes, for example (phenyldiazenyl)pyrrolidine (PhN=N−NC4H8), are prepared from the ''N''-coupling reaction between diazonium salts and second ...
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Phenyldiazonium
Benzenediazonium tetrafluoroborate is an organic compound with the formula 6H5N2F4. It is a salt of a diazonium cation and tetrafluoroborate. It exists as a colourless solid that is soluble in polar solvents. It is the parent member of the aryldiazonium compound Diazonium compounds or diazonium salts are a group of organic compounds sharing a common functional group where R can be any organic group, such as an alkyl or an aryl, and X is an inorganic or organic anion, such as a halide. General propert ...s, which are widely used in organic chemistry. Synthesis Diazotization of aniline in the presence of hydrochloric acid: : C6H5NH2 + HNO2 + HCl → 6H5N2l + 2 H2O The tetrafluoroborate can be obtained from crude benzenediazonium chloride by salt metathesis using tetrafluoroboric acid. : 6H5N2l + HBF4 → 6H5N2F4 + HCl The tetrafluoroborate is more stable than the chloride. Properties The diazo group (N2) can be replaced by many other groups, usually anions, g ...
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Aniline
Aniline is an organic compound with the formula C6 H5 NH2. Consisting of a phenyl group attached to an amino group, aniline is the simplest aromatic amine. It is an industrially significant commodity chemical, as well as a versatile starting material for fine chemical synthesis. Its main use is in the manufacture of precursors to polyurethane, dyes, and other industrial chemicals. Like most volatile amines, it has the odor of rotten fish. It ignites readily, burning with a smoky flame characteristic of aromatic compounds. It is toxic to humans. Relative to benzene, it is electron-rich. It thus participates more rapidly in electrophilic aromatic substitution reactions. Likewise, it is also prone to oxidation: while freshly purified aniline is an almost colorless oil, exposure to air results in gradual darkening to yellow or red, due to the formation of strongly colored, oxidized impurities. Aniline can be diazotized to give a diazonium salt, which can then undergo vario ...
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Phenyl Compounds
In organic chemistry, the phenyl group, or phenyl ring, is a cyclic group of atoms with the formula C6 H5, and is often represented by the symbol Ph. Phenyl group is closely related to benzene and can be viewed as a benzene ring, minus a hydrogen, which may be replaced by some other element or compound to serve as a functional group. Phenyl group has six carbon atoms bonded together in a hexagonal planar ring, five of which are bonded to individual hydrogen atoms, with the remaining carbon bonded to a substituent. Phenyl groups are commonplace in organic chemistry. Although often depicted with alternating double and single bonds, phenyl group is chemically aromatic and has equal bond lengths between carbon atoms in the ring. Nomenclature Usually, a "phenyl group" is synonymous with C6H5− and is represented by the symbol Ph or, archaically, Φ. Benzene is sometimes denoted as PhH. Phenyl groups are generally attached to other atoms or groups. For example, triphenylmethane (Ph ...
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