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4-Bromoaniline is a compound where an aniline molecule is substituted with a bromine atom on the para position. Commercially available, this compound may be used as a building block, e.g. in the preparation of monobrominated biphenyl via the Gomberg-Bachmann reaction .
Iodobenzene is commercially available, or it can be prepared in the laboratory from aniline via the diazotization reaction. In the first step, the amine functional group is diazotized with hydrochloric acid and sodium nitrite. Potassium iodide is added to the resultant phenyldiazonium chloride, causing nitrogen gas to evolve. The product is ...
Bromobenzene is used to introduce a phenyl group into other compounds. One method involves its conversion to the Grignard reagent, phenylmagnesium bromide. 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.
Phenylmagnesium bromide, with the simplified formula C 6 H 5 MgBr, is a magnesium-containing organometallic compound. It is commercially available as a solution in diethyl ether or tetrahydrofuran (THF). Phenylmagnesium bromide is a Grignard reagent. It is often used as a synthetic equivalent for the phenyl "Ph −" synthon.
The Sandmeyer reaction can also be used to convert aryl amines to phenols proceeding through the formation of an aryl diazonium salt. In the presence of copper catalyst, such as copper(I) oxide, and an excess of copper(II) nitrate, this reaction takes place readily at room temperature neutral water. [28]
Formyl functional group is shown in blue. Formylation refers to any chemical processes in which a compound is functionalized with a formyl group (-CH=O). In organic chemistry, the term is most commonly used with regards to aromatic compounds (for example the conversion of benzene to benzaldehyde in the Gattermann–Koch reaction).
Aryl halides react with metals, generally lithium or magnesium, to give organometallic derivatives that function as sources of aryl anions. By the metal-halogen exchange reaction, aryl halides are converted to aryl lithium compounds. Illustrative is the preparation of phenyllithium from bromobenzene using n-butyllithium (n-BuLi):
The Béchamp reduction (or Béchamp process) is a chemical reaction that converts aromatic nitro compounds to their corresponding anilines using iron as the reductant: [1] 4 C 6 H 5 NO 2 + 9 Fe + 4 H 2 O → 4 C 6 H 5 NH 2 + 3 Fe 3 O 4. This reaction was once a major route to aniline, but catalytic hydrogenation is the preferred method. [2]