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3-Nitrobenzoic acid is an organic compound with the formula C 6 H 4 (NO 2)CO 2 H. It is an aromatic compound and under standard conditions, it is an off-white solid. The two substituents are in a meta position with respect to each other, giving the alternative name of m-nitrobenzoic acid.
Methyl benzoate is formed by the condensation of methanol and benzoic acid, in presence of a strong acid. [1] [2] Methyl benzoate reacts at both the ring and the ester, depending on the substrate. Electrophiles attack the ring, illustrated by acid-catalysed nitration with nitric acid to give methyl 3-nitrobenzoate.
3-Nitrobenzoic acid is a precursor to 3-aminobenzoic acid, which in turn is used to prepare some dyes. It can be prepared by nitration of benzoic acid. It also can be prepared by treating benzaldehyde under nitration conditions, a process that initially converts the aldehyde to the acid.
weak to strong (usually 3 or 4) 1500 1580 1600 C≡C terminal alkynes 2100–2140 weak disubst. alkynes 2190–2260 very weak (often indistinguishable) C=O aldehyde/ketone saturated aliph./cyclic 6-membered 1720 α,β-unsaturated 1685 aromatic ketones 1685 cyclic 5-membered 1750 cyclic 4-membered 1775 aldehydes 1725
3-Nitrobenzaldehyde is an organic compound with the formula O 2 NC 6 H 4 CHO. It is one of three isomers of nitrobenzaldehyde. It contains a nitro group meta-substituted to the aldehyde. 3-Nitrobenzaldehyde is the primary product obtained via the mono-nitration of benzaldehyde with nitric acid. [3] C 6 H 5 CHO + HNO 3 → O 2 NC 6 H 4 CHO + H 2 O
Methyl 2-methyl-3-nitrobenzoate is brominated using N-bromosuccinimide and the product is treated with 3-amino-piperidine-2,6-dione, a cyclic derivative of glutamine to form a lactam. Catalytic hydrogenation then gives lenalidomide.
3,5-dinitrobenzoic acid-2-propylester (mp.: 123 °C [4]). Compared to 4-nitrobenzoic acid , another acid that is used similarly, derivates of 3,5-dinitrobenzoic acid have higher melting points, so that it is preferred when the 4-nitrobenzoic acid derivate has a melting point too low to be accurately identified.
Benzyl bromide is used in organic synthesis for the introduction of the benzyl groups when the less expensive benzyl chloride is insufficiently reactive. [6] [7] Benzylations are often achieved in the presence of catalytic amounts of sodium iodide, which generates the more reactive benzyl iodide in situ. [3]