88-19-7 Usage
Description
2-Methylbenzene-1-sulfonamide, also known as o-Toluenesulfonamide, is a methylated sulfonamide that appears as colorless crystals. It is soluble in alcohol, slightly soluble in water and ether, and is combustible. It is a major impurity in artificial sweetening substances containing saccharin and has potential mutagenic activity.
Uses
Used in Plasticizer Industry:
2-Methylbenzene-1-sulfonamide is used as a plasticizer of thermosetting resins for its ability to increase the flexibility and workability of the resin.
Used in Organic Synthesis:
2-Methylbenzene-1-sulfonamide serves as a raw material in organic synthesis, contributing to the production of various chemical compounds.
Used in Cosmetics Industry:
In the cosmetics industry, 2-Methylbenzene-1-sulfonamide is used in the preparation of nail polish, enhancing its durability and appearance.
Used in Dye Industry:
2-Methylbenzene-1-sulfonamide is utilized in the production of dyes, providing color and stability to the final product.
Used in Fluorescent Pigment Industry:
It is employed in the preparation of fluorescent pigments, contributing to their brightness and fluorescence properties.
Used in Coating Industry:
2-Methylbenzene-1-sulfonamide is used in the formulation of coatings, improving their performance and durability.
Used in Pharmaceutical Quality Control:
As a pharmaceutical secondary standard, 2-Methylbenzene-1-sulfonamide offers a convenient and cost-effective alternative for quality control in pharmaceutical laboratories and manufacturing, particularly for substances containing saccharin.
Safety Profile
Suspected carcinogen
with experimental tumorigenic data. Mildly
toxic by ingestion. Experimental
reproductive effects. Mutation data
reported. An eye irritant. When heated to
decomposition it emits very toxic fumes of
NOx and SOx. Used as a chemical
intermediate in the production of saccharin.
Purification Methods
Crystallise the amide from hot H2O (m 153o), then from EtOH or Et2O/pet ether. The N-o-toluenesulfonylphthalimide has m 182o (from EtOH). [Evans & Dehn J Am Chem Soc 51 3652 1929, Beilstein 11 H 86, 11 I 23, 11 II 39, 11 III 167, 11 IV 229.]
Check Digit Verification of cas no
The CAS Registry Mumber 88-19-7 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 8 and 8 respectively; the second part has 2 digits, 1 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 88-19:
(4*8)+(3*8)+(2*1)+(1*9)=67
67 % 10 = 7
So 88-19-7 is a valid CAS Registry Number.
InChI:InChI=1/C7H9NO2S/c1-6-4-2-3-5-7(6)11(8,9)10/h2-5H,1H3,(H2,8,9,10)
88-19-7Relevant articles and documents
One-pot aerobic oxidative sulfonamidation of aromatic thiols with ammonia by a dual-functional β-MnO2 nanocatalyst
Hayashi, Eri,Yamaguchi, Yui,Kita, Yusuke,Kamata, Keigo,Hara, Michikazu
supporting information, p. 2095 - 2098 (2020/02/26)
High-surface-area β-MnO2 (β-MnO2-HS) nanoparticles could act as effective heterogeneous catalysts for the one-pot oxidative sulfonamidation of various aromatic and heteroaromatic thiols to the corresponding sulfonamides using molecular oxygen (O2) and ammonia (NH3) as respective oxygen and nitrogen sources, without the need for any additives.
Sulfonamide compound and synthesis method and application thereof
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Paragraph 0094-0097, (2019/04/02)
The invention discloses a synthesis method of a sulfonamide compound represented in a formula (2). According to the method, diazonium salt is used as a reaction raw material, and under the action of an inorganic nitrogen reagent, an inorganic sulfur dioxide reagent, an additive and a phosphine reagent, the diazonium salt is reacted in a solvent at 60-100 DEG C to obtain various sulfonamide compounds. According to the method inorganic salt is used as a nitrogen atom source and a sulfur dioxide source under a metal-free catalytic condition to construct the sulfonamide compound through one step,thereby avoiding the conventional multi-step synthesis of sulfonamide by condensing unstable acid chloride and amine; and the developed sulfonamide synthesis method can be further applied to the synthesis of the arthritis drug celecoxib and the psychotropic drug sulpiride.
Metal-free construction of primary sulfonamides through three diverse salts
Wang, Ming,Fan, Qiaoling,Jiang, Xuefeng
supporting information, p. 5469 - 5473 (2019/01/03)
In this report, the first metal-free construction of primary sulfonamides through a direct three-component reaction of sodium metabisulfite, sodium azide and aryldiazonium has been established. Readily available inorganic Na2S2O5 and NaN3 were applied as the sulfur dioxide surrogate and nitrogen source respectively. The widely used sulfonamide drugs Celecoxib and Sulpiride, which possess multiple heteroatoms and active hydrogen containing functional groups, are efficiently installed with -SO2NH2 groups at a late stage. Control experiments and kinetic studies demonstrated that aryl radicals, sulfonyl radicals and conjugated phosphine imine radicals are involved in this transformation.