Synthesis of 2,4-dinitrobenzene sulfonic acid

Preparation of 2,4-dinitrobenzene sulfonic acid

Preparation of 2,4-dinitrobenzene sulfonic acid

Preparation of 2,4-dinitrobenzene sulfonic acid

101 g 2,4-dinitrochlorobenzene are dissolved in 250 ml of methanol. To obtained solution 40 g of sulfur dioxide are added, in the form of a concentrated solution of sodium sulfite, about 160 g sodium hydrosulfite, containing 25% sulfur dioxide are mixed with 50 g 40% sodium hydroxide until alkaline to phenolphthalein. The sodium sulphite may separate out, even when the mixture is hot, but this is of no conseuence. The mixture is heated on the water bath to boiling for 5 hours with good stirring. The product is then cooled, and the sodium salt of the 2,4-dinitrobenzene sulfonic acid separates in glistening, yellow leaflets. Sodium 2,4-dinitrobenzenesulfonate can be converted to 2,4-dinitrobenzene sulfonic acid by adding the equimolar amount of hydrochloric acid.

InChI

InChI=1S/C6H4N2O7S/c9-7(10)4-1-2-6(16(13,14)15)5(3-4)8(11)12/h1-3H,(H,13,14,15)

InChI Key

OVOJUAKDTOOXRF-UHFFFAOYSA-N

Canonical SMILES

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

MeSH Synonyms

2,4-dinitrobenzenesulfonic acid, 2,4-dinitrobenzenesulfonic acid, sodium salt

Depositor-Supplied Synonyms

2,4-Dinitrobenzenesulfonic acid, BENZENESULFONIC ACID, 2,4-DINITRO-, 2,4-Dinitrobenzenesulphonic acid, 2,4-Dinitrophenylsulfonic acid, 89-02-1, Kyselina 2,4-dinitrobenzensulfonova, CHEBI:53070, OVOJUAKDTOOXRF-UHFFFAOYSA-N, EINECS 201-876-9, NSC 163960, BRN 2147447, Kyselina 2,4-dinitrobenzensulfonova [Czech], DNBSA, AC1L1NOM, AC1Q6WOX, 5399-62-2, WLN: WSQR BNW DNW, SCHEMBL63183, 2,4-DNBSA, Benzenesulfonic acid,4-dinitro-, CHEMBL3303302, CTK8D6297, OVOJUAKDTOOXRF-UHFFFAOYSA-, 2,4-dinitrobenzene sulfonic acid, 2,4-Dinitrobenzene-sulfonic acid, 2,4-dinitrobenzene sulphonic acid, 885-62-1 (hydrochloride salt), ZINC1680422, 2,4-dinitrobenzene-1-sulfonic acid, 2,4-dinitrobenzene-1-sulphonic acid, 7608AF, AR-1D3777, NSC163960, MCULE-8590180754, NSC-163960, AN-24159, LS-31905, D2275, FT-0610203, 4-11-00-00213 (Beilstein Handbook Reference), 698999-22-3, InChI=1/C6H4N2O7S/c9-7(10)4-1-2-6(16(13,14)15)5(3-4)8(11)12/h1-3H,(H,13,14,15)

Removed Synonyms

DNBA, DNBS, Dinitrobenzenesulfonic acid, CID6959, 2,4-Dinitrobenzenesulfonic acid hydrate, 2,4-Dinitrobenzenesulfonic acid, sodium salt, C001073

IUPAC Name

sodium;2,4-dinitrobenzenesulfonate

InChI

InChI=1S/C6H4N2O7S.Na/c9-7(10)4-1-2-6(16(13,14)15)5(3-4)8(11)12;/h1-3H,(H,13,14,15);/q;+1/p-1

InChI Key

GSBYVRKLPCSLNV-UHFFFAOYSA-M

Canonical SMILES

C1=CC(=C(C=C1[N+](=O)[O-])[N+](=O)[O-])S(=O)(=O)[O-].[Na+]

MeSH Synonyms

2,4-dinitrobenzenesulfonic acid, 2,4-dinitrobenzenesulfonic acid, sodium salt

Depositor-Supplied Synonyms

Sodium 2,4-dinitrobenzenesulfonate, 2,4-Dinitrobenzenesulfonic acid sodium salt, 885-62-1, Sodium 2,4-dinitrobenzenesulphonate, SBB057909, 2,4-Dinitrobenzenesulfonic acid, sodium salt, Benzenesulfonic acid, 2,4-dinitro-, sodium salt, Benzenesulfonic acid, 2,4-dinitro-, sodium salt (1:1), 259934_ALDRICH, potassium DNBS, DNBSO3Na, SODIUM DNBS, AC1L2DI2, AC1NBO35, 89-02-1 (Parent), AC1Q1W26, CCRIS 3133, SCHEMBL3660345, CHEBI:53350, CTK8C6912, GSBYVRKLPCSLNV-UHFFFAOYSA-M, MolPort-003-928-755, MolPort-009-754-912, EINECS 212-943-7, AR-1L4490, NSC 10377, AKOS015912517, AKOS024306939, sodium 2,4-dinitrobenzene-1-sulfonate, AN-20573, KB-67464, OR007276, AI3-09049, TR-027834, D0821, FT-0610204, SODIUM-2,4-DINITRO BENZENE SULFONATE, 2,4-DINITROBENZENESULFONICACIDSODIUMSALT, I14-48188, 3B3-013368, 859830-53-8

Removed Synonyms

CID70168

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