BENZENETHIOSULFONIC ACID S-PHENYL ESTER

Base Information

• Chemical Name: BENZENETHIOSULFONIC ACID S-PHENYL ESTER
• CAS No.: 1212-08-4
• Molecular Formula: C12H10 O2 S2
• Molecular Weight: 250.342
• Hs Code.: 2930909090
• European Community (EC) Number: 214-919-1
• NSC Number: 74657
• UNII: NM70520Z5R
• DSSTox Substance ID: DTXSID9074480
• Nikkaji Number: J7.458F
• Wikidata: Q27284952
• ChEMBL ID: CHEMBL120236
• Mol file: 1212-08-4.mol

Synonyms:Benzenesulfonicacid, thio-, S-phenyl ester (6CI,7CI,8CI); Benzenethiol, benzenesulfonate(6CI,8CI); NSC 74657; Phenyl benzenethiosulfonate; Phenyl phenylthio sulfone;S-Phenyl benzenemonothiosulfonate; S-Phenyl benzenethiosulfonate

Chemical Property of BENZENETHIOSULFONIC ACID S-PHENYL ESTER

Chemical Property:

• Vapor Pressure: 1.68E-06mmHg at 25°C
• Melting Point: 36-53 °C(lit.)
• Boiling Point: 408.2°Cat760mmHg
• Flash Point: 200.7°C
• PSA: 67.82000
• Density: 1.35g/cm³
• LogP: 4.24840
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Methanol (Very Slightly)
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 250.01222190
• Heavy Atom Count: 16
• Complexity: 294

Purity/Quality:

98%,99%, ^*data from raw suppliers

S-Phenyl benzenethiosulfonate ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)SS(=O)(=O)C2=CC=CC=C2
• Uses: S-Phenyl Benzenethiosulfonate is an high potency antifungal thiosulfonate that were tested against Aspergillus niger and Aspergillus flavus.

Technology Process of BENZENETHIOSULFONIC ACID S-PHENYL ESTER

There total 269 articles about BENZENETHIOSULFONIC ACID S-PHENYL ESTER 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: 98.0%

4'-nitrobenzenesulfenanilide (64168-52-1) → S-Phenyl benzenethiosulfonate (1212-08-4) + 4-nitro-aniline (100-01-6,104810-17-5) + diphenyldisulfane (882-33-7)

Guidance literature:

With trifluoroacetic acid; In benzene; at 25 ℃; Product distribution; Mechanism; further sulfenanilide;

Reference yield: 56.0%

4'-nitrobenzenesulfenanilide (64168-52-1) → S-Phenyl benzenethiosulfonate (1212-08-4) + 4-nitro-2-(phenylthio)aniline (110228-50-7) + 4-nitro-aniline (100-01-6,104810-17-5) + diphenyldisulfane (882-33-7)

Guidance literature:

With trifluoroacetic acid; In benzene; at 85 ℃; for 24h; Further byproducts given;

Reference yield: 44.0%

sodium benzenesulfonate (873-55-2) + thiophenol (108-98-5) → S-Phenyl benzenethiosulfonate (1212-08-4) + diphenyldisulfane (882-33-7)

Guidance literature:

With phenyltrimethylammonium tribromide; In tetrahydrofuran; at 30 ℃; for 10h;

DOI:10.1016/j.tetlet.2018.05.017

upstream raw materials:

benzenesulphinyl chloride

Perbenzoic acid

chloroform

(2-nitro-phenyl)-phenyl disulfide

Downstream raw materials:

biphenyl

diphenyl sulfide

Benzenesulfinic acid

diphenyldisulfane

Refernces

• 1、 Sun, Xiaoping,Haas, David,Sayre, Kayanna,Weller, Donald. "Formation of diphenyl sulfoxide and diphenyl sulfide via the aluminum chloride-facilitated electrophilic aromatic substitution of benzene with thionyl chloride, and a novel reduction of sulfur (IV) to sulfur (II)". . p. 2535 - 2542. Retrieved 2010.
• 2、 Signore,Calderisi,Malanga,Menicagli. "Alkenyl alane-pyridine complexes in a new synthesis of?aryl?alk-1-enyl sulfoxides". . p. 177 - 182. Retrieved 2007.
• 3、 Wei, Yueting,Liu, Ping,Liu, Yali,He, Jing,Li, Xuezhen,Li, Shiwu,Zhao, Jixing. "NIS-promoted three-component reaction of 3-oxo-3-arylpropanenitriles with arylsulfonyl hydrazides". . p. 3932 - 3939. Retrieved 2021.
• 4、 Kielbasinski, Piotr,Drabowicz, Jozef,Mikolajczyk, Marian. "Reduction of Sulfonyl Halides with Iodotrimethylsilane: New Observations". . p. 4806 - 4808. Retrieved 1982.
• 5、 Paul, Sanjay,Shrestha, Rajeev,Edison,Lee, Yong Rok,Kim, Sung Hong. "Copper(I) Bromide-Dimethyl Sulfide-Catalyzed Direct Sulfanylation of 4-Hydroxycoumarins and 4-Hydroxyquinolinones with Arylsulfonylhydrazides and Selective Fluorescence Switch- On Sensing of Cadmium(II) Ion in Water". . p. 3050 - 3056. Retrieved 2016.
• 6、 Clennan, Edward L.,Chen, Ming-Fang,Greer, Alexander,Jensen, Frank. "Experimental and Computational Evidence for the Formation of Iminopersulfinic Acids". . p. 3397 - 3402. Retrieved 1998.
• 7、 Su, Yuan,Zhou, Xuejun,He, Chunlian,Zhang, Wei,Ling, Xiao,Xiao, Xia. "In Situ Generated HypoIodite Activator for the C2 Sulfonylation of Heteroaromatic N-oxides". . p. 4981 - 4987. Retrieved 2016.
• 8、 Bruni, Maria Cristina,Ponterini, Glauco,Scoponi, Marco. "Photophysics and Photochemistry of Diphenyl Sulfone. 2. Investigation of the S1 Decay Pathways". . p. 678 - 683. Retrieved 1989.
• 9、 Benferrah,Hammadi,Berthiol. "Easy and green synthesis of 6-(arylvinyl)-4-hydroxy-3-(phenylsulfanyl)-2H-pyran-2-ones in aqueous potassium hydroxide". . p. 2881 - 2886. Retrieved 2016.
• 10、 Kice,Cleveland. "-". . p. 109. Retrieved 1973.