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Structural isomers of naphthalene that have two fused aromatic rings include azulene, which has a 5–7 fused ring system, and Bicyclo[6.2.0]decapentaene which has a fused 4–8 ring system. [22] The point group symmetry of naphthalene is D 2h.
Benzophenone has been found in some fungi, fruits and plants, including grapes. [4] It is a white solid with a low melting point and rose-like odor [ 5 ] that is soluble in organic solvents. Benzophenone is the simplest diaromatic ketone .
Boiling point (°C) K b (°C⋅kg/mol) Freezing point (°C) ... 4.88 –22.8 –29.8 K b & K f [1] Chloroform: 1.48 ... Naphthalene: 217.9 78.2 –6.80 Nitrobenzene ...
It is prepared by treatment of naphthalene with bromine: [1] C 10 H 8 + Br 2 → C 10 H 7 Br + HBr. The compound exhibits many reactions typical of aryl bromides. Bromide can be displaced by cyanide to give the nitrile. It forms a Grignard reagent [2] and organolithium compound.
Melting point: 3–7 °C [1] 28–32 °C [2] 61–64 °C [3] Boiling point: 195–196 °C [1] 236 °C [2] 235–236 °C [3] pKa [4] 8.42: 9.11: 9.34 GHS hazard ...
This reagent can be used, e.g. in the reaction with carbon dioxide to prepare benzoic acid. [4] Other methods involve palladium-catalyzed coupling reactions , such as the Suzuki reaction . Bromobenzene is used as a precursor in the manufacture of phencyclidine .
It is used on a large scale to prepare naphthalene dicarboxylic anhydride, which is a precursor to dyes and optical brighteners [3] (such as 1,4-bis(2-benzoxazolyl)naphthalene). Besides that, the anhydride is also the precursor to perylenetetracarboxylic dianhydride , precursor to several commercial pigments and dyes .
A solution of lithium naphthalenide, the lithium salt of naphthalene, in tetrahydrofuran. The alkali metal naphthalene salts are prepared by stirring the metal with naphthalene in an ethereal solvent, usually as tetrahydrofuran or dimethoxyethane. The resulting salt is dark green. [2] [3] [4] The anion is a radical, giving a strong EPR signal ...