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The principal application involves its sulfonation to give the 4-nitrotoluene-2-sulfonic acid (with the –SO 3 H group adjacent to methyl). This species can be oxidatively coupled to produce stilbene derivatives, [10] which are used as dyes. [11]
Monobromotoluene isomers [1] [2] [3] Common name Structure Systematic name: 1-bromo-2-methylbenzene 1-bromo-3-methylbenzene 1-bromo-4-methylbenzene Molecular formula: C 7 H 7 Br (C 6 H 4 BrCH 3) Molar mass: 171.03 g/mol Appearance colorless liquid colorless liquid white crystalline solid CAS number [95-46-5] [591-17-3]
o-Toluidine is absorbed through inhalation and dermal contact as well as from the gastrointestinal tract. [19] [13] [20] [21]The metabolism of o-toluidine involves many competing activating and deactivating pathways, including N-acetylation, N-oxidation, and N-hydroxylation, and ring oxidation.
The reaction mechanism [8] of the Bartoli indole synthesis is illustrated below using o-nitrotoluene (1) and propenyl Grignard (2) to form 3,7-dimethylindole (13). The mechanism of the Bartoli indole synthesis. The mechanism begins by the addition of the Grignard reagent (2) onto the nitroarene (1) to form intermediate 3.
Catalytic hydrogenation using platinum(IV) oxide (PtO 2) [23] or Raney nickel [24] Iron metal in refluxing acetic acid [25] Samarium diiodide [26] Raney nickel, platinum on carbon, or zinc dust and formic acid or ammonium formate [6] α,β-Unsaturated nitro compounds can be reduced to saturated amines by: Catalytic hydrogenation over palladium ...
The crystal structures of the THF complexes of the Reformatsky reagents tert-butyl bromozincacetate [25] and ethyl bromozincacetate [26] have been determined. Both form cyclic eight-membered dimers in the solid state, but differ in stereochemistry: the eight-membered ring in the ethyl derivative adopts a tub-shaped conformation and has cis bromo groups and cis THF ligands, whereas in the tert ...
The first step of the synthesis is the condensation of o-nitrotoluene 1 with a diethyl oxalate 2 to give ethyl o-nitrophenylpyruvate 3. The reductive cyclization of 3 with zinc in acetic acid gives indole-2-carboxylic acid 4. If desired, 4 can be decarboxylated with heat to give indole 5.
H 2 C=CH 2 + HBr → H 3 C-CH 2 Br. Bromoethane is inexpensive and would rarely be prepared in the laboratory. A laboratory synthesis includes reacting ethanol with a mixture of hydrobromic and sulfuric acids. An alternate route involves refluxing ethanol with phosphorus and bromine; phosphorus tribromide is generated in situ. [4]