Benzenesulfonamide

Base Information

• Chemical Name: Benzenesulfonamide
• CAS No.: 98-10-2
• Molecular Formula: C6H7NO2S
• Molecular Weight: 157.193
• Hs Code.: Oral rat LD50: 991 mg/kg
• European Community (EC) Number: 202-637-1
• NSC Number: 5341
• DSSTox Substance ID: DTXSID1059159
• Nikkaji Number: J54.498A
• Wikidata: Q818513
• Pharos Ligand ID: Z8BW7KAYM8X8
• ChEMBL ID: CHEMBL27601
• Mol file: 98-10-2.mol

Synonyms:benzenesulfonamide;benzenesulfonamide monosodium salt

Chemical Property of Benzenesulfonamide

Chemical Property:

• Appearance/Colour: white to off-white granular crystalline powder
• Melting Point: 149-152 °C(lit.)
• Refractive Index: 1.5500 (estimate)
• Boiling Point: 315.5 °C at 760 mmHg
• PKA: 10.1(at 25℃)
• Flash Point: 144.6 °C
• PSA: 68.54000
• Density: 1.327 g/cm³
• LogP: 2.11510
• Storage Temp.: Store below +30°C.
• Solubility.: methanol: soluble25mg/mL
• Water Solubility.: 4.3 g/L (16 ºC)
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 157.01974964
• Heavy Atom Count: 10
• Complexity: 186

Purity/Quality:

99% Min. ^*data from raw suppliers

Benzenesulfonamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 36

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Sulfonamides
• Canonical SMILES: C1=CC=C(C=C1)S(=O)(=O)N
• Uses: Biospecific adsorption of carbonic anhydrase to self-assembled monolayers of alkanethiolates that present benzenesulfonamide groups on gold. Biospecific binding of carbonic anhydrase to mixed sams presenting benzenesulfonamide ligands led to a model system for studying lateral steric effects. Benzenesulfonamide modifications at c-7 of ciprofloxacin change its primary target instreptococcus pneumoniae from topoisomerase iv to gyrase. Polar substitutions in the benzenesulfonamide ring of celecoxib afford a potent 1,5-diarylpyrazole class of COX-2 inhibitors. Benzenesulfonamide was used to develop analytical method for simultaneous determination of benzotriazole, benzothiazole and benzenesulfonamide contaminants in environmental waters.

Technology Process of Benzenesulfonamide

There total 365 articles about Benzenesulfonamide 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: 87.0%

thiophenol (108-98-5) → benzenesulfonamide (98-10-2) + diphenyldisulfane (882-33-7)

Guidance literature:

With ammonium hydroxide; manganese(IV) oxide; oxygen; In water; N,N-dimethyl-formamide; at 80 ℃; for 20h; under 7500.75 Torr; Reagent/catalyst; Autoclave;

DOI:10.1039/c9cc09411c

Reference yield: 72.0%

N-ethyl-N-methyl benzenesulfonamide (74805-36-0) → benzenesulfonamide (98-10-2) + methyl(phenylsulfonyl)amide (5183-78-8) + C9H11NO3S

Guidance literature:

With chromium(III) acetate hydroxide; periodic acid; In acetonitrile; at 20 ℃; for 18h;

DOI:10.1055/s-2004-830851

Reference yield: 72.0%

N-methyl-N-propyl benzenesulfonamide (778592-08-8) → benzenesulfonamide (98-10-2) + methyl(phenylsulfonyl)amide (5183-78-8) + C10H13NO3S

Guidance literature:

With chromium(III) acetate hydroxide; periodic acid; In acetonitrile; at 20 ℃; for 18h;

DOI:10.1055/s-2004-830851

upstream raw materials:

pyridine

[2-(1-acetyl-2-oxo-propylsulfanyl)-benzoyl]-benzenesulfonyl-amine

2,2'-disulfanediyl-di-benzoic acid bis-benzenesulfonylamide

acetylacetone

Downstream raw materials:

N-piperidinomethyl-benzenesulfonamide

1,4-bis-(benzenesulfonylamino-methyl)-piperazine

N-morpholin-4-ylmethyl-benzenesulfonamide

N-xanthen-9-yl-benzenesulfonamide

Refernces

• 1、 Cholkar, Kishore,Kouassi, Gilles K.,Ananda,Veeraiah,Gowda, Netkal M. Made. "Osmium(VIII)-catalyzed kinetics and mechanism of indigo carmine oxidation by chloramine-B in basic medium". . p. 1126 - 1134. Retrieved 2011.
• 2、 Khorgami. "". . p. 574. Retrieved 1972.
• 3、 -. "SELECTIVE NON-CYCLIC NUCLEOTIDE ACTIVATORS FOR THE CAMP SENSOR EPAC1". Paragraph 00174-00176; 00198; 00277. . Retrieved 2021/09/26.
• 4、 Ahmadpoor, Fatemeh,Nasrollahzadeh, Mahmoud,Nezafat, Zahra,Pakzad, Khatereh. "Synthesis of magnetic chitosan supported metformin-Cu(II) complex as a recyclable catalyst for N-arylation of primary sulfonamides". . . Retrieved 2021/06/25.