Synthesis of 3-hydroxy-4-nitrobenzoic acid

Preparation of 3-hydroxy-4-nitrobenzoic acid

50 g m-hydroxybenzoic acid are dissolved in 175 ml of hot nitrobenzene. The solution is cooled to 35-40° C, and 17 ml fuming nitric acid dissolved in an equal amount of nitrobenzene are slowly added with stirring during 4 hours. The product is filtered, washed with carbon tetrachloride, and crystallised from dilute alcohol. Yield 15%, m.p. 227-228° C.

Systematic organic chemistry, by W. M. Cumming, 269, 1937.

InChI

InChI=1S/C7H5NO5/c9-6-3-4(7(10)11)1-2-5(6)8(12)13/h1-3,9H,(H,10,11)

InChI Key

XLDLRRGZWIEEHT-UHFFFAOYSA-N

Canonical SMILES

C1=CC(=C(C=C1C(=O)O)O)[N+](=O)[O-]

Depositor-Supplied Synonyms

3-Hydroxy-4-nitrobenzoic acid, 619-14-7, 3-Hydroxy-4-nitro-benzoic acid, 4-Nitro-3-hydroxybenzoic acid, XLDLRRGZWIEEHT-UHFFFAOYSA-N, SBB028503, NSC46823, PubChem17135, ACMC-209mxi, 5-carboxy-2-nitrophenol, AC1L2BHJ, 3-hydroxy4nitrobenzoic acid, AC1Q5AT3, 3-Hydroxy-4-nitrobenzoicacid, H48409_ALDRICH, KSC356Q8J, SCHEMBL459609, AC1Q732W, 3-hydroxy-4-nitro benzoic acid, 55970_FLUKA, CTK2F6884, Benzoicacid, 3-hydroxy-4-nitro-, MolPort-000-146-199, ZINC164913, Benzoic acid, 3-hydroxy-4-nitro-, ACN-S001225, ACT00883, EBD25785, STR04954, EINECS 210-580-9, AC-512, ANW-33988, AR-1F3648, NSC-46823, STL412110, AKOS001064486, AB00843, MCULE-1756105077, RL04344, RTC-020122, TRA0060833, AJ-90134, AK-27003, AN-15788, BC208021, BR-27003, KB-32155, OR003004, SC-25955, SY005689, TL806454, AB0008464, DB-028517, ST2410728, TC-020122, 4CH-002313, FT-0084661, FT-0602212, ST45026712, ST50406352, A-2153, AE-562/43459443, I01-0581, T5357019, W-105079, 3B3-010769, InChI=1/C7H5NO5/c9-6-3-4(7(10)11)1-2-5(6)8(12)13/h1-3,9H,(H,10,11

Removed Synonyms

CID69265, H0635, 5081-36-7, 6309-56-4

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