2-Methylbenzene-1-sulfonamide

Base Information

• Chemical Name: 2-Methylbenzene-1-sulfonamide
• CAS No.: 88-19-7
• Molecular Formula: C7H9NO2S
• Molecular Weight: 171.22
• Hs Code.: 2935.00.
• European Community (EC) Number: 215-578-1,201-808-8,232-394-7
• ICSC Number: 1581
• NSC Number: 2185
• UNII: R81Z6V889P
• DSSTox Substance ID: DTXSID7021362
• Nikkaji Number: J3.544K
• Wikidata: Q27287945
• ChEMBL ID: CHEMBL176892
• Mol file: 88-19-7.mol

Synonyms:o-Toluenesulfonamide(7CI,8CI);2-Methylbenzenesulfonamide;2-Methylphenyl sulfonamide;2-Tolylsulfonamide;NSC 2185;Toluene-2-sulfonamide;o-Methylbenzenesulfonamide;o-Toluenesulfamide;p-Toluene-2-sulfonamide;Benzenesulfonamide,2-methyl-;

Chemical Property of 2-Methylbenzene-1-sulfonamide

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0-0.008Pa at 25℃
• Melting Point: 155 °C
• Refractive Index: 1.6100 (estimate)
• Boiling Point: 330.2 °C at 760 mmHg
• PKA: 10.17±0.60(Predicted)
• Flash Point: 153.5 °C
• PSA: 68.54000
• Density: 1.271 g/cm³
• LogP: 2.42350
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Very Slightly, Heated)
• Water Solubility.: Soluble in water (1.6 g/L at 25°C).
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 171.03539970
• Heavy Atom Count: 11
• Complexity: 217

Purity/Quality:

98% Min. ^*data from raw suppliers

2-Methylbenzenesulfonamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xi,Xn
• Statements: 36-40
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Sulfonamides
• Canonical SMILES: CC1=CC=CC=C1S(=O)(=O)N
• Inhalation Risk: A harmful concentration of airborne particles can be reached quickly when dispersed.
• Effects of Short Term Exposure: May cause mechanical irritation to the eyes.
• Uses: 2-Methylbenzene-1-sulfonamide is a methylated sulfonamide and a major Impurity if Saccharin (S080800). Studies suggest that o-Toluenesulfonamide has potential mutagenic activity. Plasticizer of thermosetting resin, as a raw material used in organic synthesis, preparation of nail polish, dyes, fluorescent pigments and coatings. o-Toluenesulfonamide is a methylated sulfonamide and a major impurity if Saccharin (S080800). Studies suggest that o-Toluenesulfonamide has potential mutagenic activity.

Technology Process of 2-Methylbenzene-1-sulfonamide

There total 28 articles about 2-Methylbenzene-1-sulfonamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 93.0%

2-methyl-2-(toluene-2-ylsulfonylamino)propionic acid → methyl 2-(aminosulfonyl)benzoate (88-19-7)

Guidance literature:

With oxygen; copper(II) oxide; In dimethyl sulfoxide; at 100 ℃; for 8h;

DOI:10.1080/00397911.2016.1202981

Reference yield: 72.0%

hexylidenetriphenylphosphoran (16666-79-8,19493-12-0) + N-benzylidene-2-methylbenzenesulfonamide (14674-28-3) → methyl 2-(aminosulfonyl)benzoate (88-19-7) + (18)O-triphenylphosphine oxide (98511-61-6)

Guidance literature:

hexylidenetriphenylphosphoran; N-benzylidene-2-methylbenzenesulfonamide; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 12h; Inert atmosphere;

With ¹⁸O-labeled water; In tetrahydrofuran; hexane; at 20 ℃; for 4h; stereoselective reaction;

DOI:10.1039/c0cc04739b

Reference yield: 70.0%

2-methylphenyl diazonium tetrafluoroborate (2093-46-1) → methyl 2-(aminosulfonyl)benzoate (88-19-7)

Guidance literature:

With sodium metabisulfite; sodium azide; tetrabutylammomium bromide; triphenylphosphine; In water; acetonitrile; at 80 ℃; for 12h; Inert atmosphere;

DOI:10.1039/c8gc03014f

upstream raw materials:

toluenesulfinic acid

toluene

Toluene-2-sulfonyl chloride

2-methylbenzenesulfonyl isocyanate

Downstream raw materials:

N-(2-hydroxy-ethyl)-toluene-2-sulfonamide

1,3,5-tris-(toluene-2-sulfonyl)-[1,3,5]triazinane

N-chloro-toluene-2-sulfonamide; sodium-salt

N-butyl-N'-(o-tolylsulfonyl)urea

Refernces

• 1、 Hayashi, Eri,Yamaguchi, Yui,Kita, Yusuke,Kamata, Keigo,Hara, Michikazu. "One-pot aerobic oxidative sulfonamidation of aromatic thiols with ammonia by a dual-functional β-MnO2 nanocatalyst". supporting information. p. 2095 - 2098. Retrieved 2020/02/26.
• 2、 -. "Sulfonamide compound and synthesis method and application thereof". Paragraph 0094-0097. . Retrieved 2019/04/02.