Synthesis of 2-methyl-5-nitrobenzene-1-sulfonic acid

Preparation of 2-methyl-5-nitrobenzene-1-sulfonic acid

Preparation of 2-methyl-5-nitrobenzene-1-sulfonic acid

Preparation of 2-methyl-5-nitrobenzene-1-sulfonic acid

100 grams of p-nitrotoluene are added carefully at 70°C. to a threefold quantity of oleum containing 25 % sulfur trioxide. The mixture heats up rapidly to 100-110° but should not be allowed to go higher or sudden charring may occur. When the addition of p-nitrotoluene is completed, the mixture is heated at 110-115° until a test sample in water has no trace of p-nitrotoluene odor. If the sulfonation is not complete in 30 minutes after the mixing, the sulfur trioxide is insufficient and 50 grams more of oleum is added dropwise. If necessary, another 50-gram portion is added after another half-hour. If the oleum actually contains 25 % of sulfur trioxide, however, these additional quantities should not be necessary. When the sulfonation is completed, the reaction mixture is cooled and poured onto 500 grams of ice with good mechanical stirring. The 2-methyl-5-nitrobenzene-1-sulfonic acid is isolated as the sodium salt by saturating solution with sodium chloride.

The fundamental processes of dye chemistry, by H. E. Fierz-David, 167, 1949



InChI Key


Canonical SMILES


MeSH Synonyms

4-nitrotoluene-2-sulfonic acid, p-nitrotoluene-o-sulfonic acid

Depositor-Supplied Synonyms

2-METHYL-5-NITROBENZENESULFONIC ACID, 121-03-9, 4-Nitrotoluene-2-sulfonic acid, Pntos, p-Nitrotoluene-o-sulfonic acid, 5-Nitro-o-toluenesulfonic acid, 4-Nitro-2-toluenesulfonic acid, 4-Nitrotoluene-2-sulphonic acid, Benzenesulfonic acid, 2-methyl-5-nitro-, o-Toluenesulfonic acid, 5-nitro-, 5-Nitro-2-methylbenzenesulfonic acid, Kyselina 4-nitrotoluen-2-sulfonova, NSC 9580, CHEBI:67120, HSDB 5470, 2-Toluenesulfonic acid, 5-nitro, ZDTXQHVBLWYPHS-UHFFFAOYSA-N, EINECS 204-445-3, 2-methyl-5-nitro-benzenesulfonic acid, BRN 2216176, 2-methyl-5-nitrobenzene-1-sulfonic acid, Kyselina 4-nitrotoluen-2-sulfonova [Czech], DSSTox_CID_6975, DSSTox_RID_78271, DSSTox_GSID_26975, 2-methyl-5-nitrobenzenesulfonate, CAS-121-03-9, ACMC-20anqo, JBO1Z0PMOH, UNII-JBO1Z0PMOH, AC1Q2LUN, AC1Q6WIH, 6671-50-7, WLN: WSQR B1 ENW, AC1L1R1G, p-nitrotoluol-o-sulfonic acid, SCHEMBL709336, p-nitrotoluene-o-sulphonic acid, 5-nitro-o-toluenesulphonic acid, p-nitrotoluene-2-sulphonic acid, 4-mitro-2-toluenesulphonic acid, CHEMBL3183957, CTK2F7699, ZDTXQHVBLWYPHS-UHFFFAOYSA-, NSC9580, MolPort-001-845-677, NSC-9580, ZINC1700068, Tox21_202190, Tox21_303151, AR-1G4147, SBB056747, 2-methyl-5-nitrobenzenesulphonic acid, 5-nitro-2-methylbenzenesulphonic acid, AKOS003241755, MCULE-1154432570, NCGC00249182-01, NCGC00257106-01, NCGC00259739-01, AJ-30447, AK112779, AN-43374, LS-32018, o-Toluenesulfonic acid, 5-nitro- (8CI), OR020101, OR118535, DB-041599, KB-231577, RT-001968, ST2417078, FT-0619305, N0277, ST50981581, 3-11-00-00173 (Beilstein Handbook Reference), W-108462, I14-44032, 3B3-036407, InChI=1/C7H7NO5S/c1-5-2-3-6(8(9)10)4-7(5)14(11,12)13/h2-4H,1H3,(H,11,12,13)

Removed Synonyms

CID8458, T224, 68140-80-7

Share This

Leave a Reply

Your email address will not be published. Required fields are marked *