4-Chlorophenyl methyl sulfone

Base Information

• Chemical Name: 4-Chlorophenyl methyl sulfone
• CAS No.: 98-57-7
• Molecular Formula: C7H7ClO2S
• Molecular Weight: 190.65
• Hs Code.: 29309090
• European Community (EC) Number: 202-682-7
• NSC Number: 74456
• UNII: BSP7WNI0XX
• DSSTox Substance ID: DTXSID3023974
• Nikkaji Number: J38.917J
• Wikidata: Q27893076
• Metabolomics Workbench ID: 125197
• ChEMBL ID: CHEMBL1863623
• Mol file: 98-57-7.mol

Synonyms:4-chlorophenyl methyl sulfone;CPMSO2;para-chlorophenyl methyl sulfone

Chemical Property of 4-Chlorophenyl methyl sulfone

Chemical Property:

• Appearance/Colour: off-white crystalline powder
• Vapor Pressure: 5.86E-10mmHg at 25°C
• Melting Point: 95-98 °C(lit.)
• Refractive Index: 1.611
• Boiling Point: 330.2 °C at 760 mmHg
• Flash Point: 153.5 °C
• PSA: 42.52000
• Density: 1.331 g/cm³
• LogP: 2.82430
• Storage Temp.: 2-8°C
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 189.9855283
• Heavy Atom Count: 11
• Complexity: 209

Purity/Quality:

99% ^*data from raw suppliers

4-Chlorophenyl Methyl Sulfone >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 22-38
• Safety Statements: 26-28-36/37/39-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CS(=O)(=O)C1=CC=C(C=C1)Cl
• Uses: 4-Chlorophenyl methyl sulfone may be used in the preparation of 4-(methylsulfonyl)aniline by reacting with ammonia. It may also be used as a standard during the quantification of 4-chlorophenyl methyl sulphide by HPLC in rat liver microsomes.

Technology Process of 4-Chlorophenyl methyl sulfone

There total 51 articles about 4-Chlorophenyl methyl sulfone 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: 100.0%

4-chlorophenyl methyl sulfide (123-09-1) → 4-chlorophenyl methyl sulfone (98-57-7)

Guidance literature:

With sodium tungstate (VI) dihydrate; dihydrogen peroxide; In methanol; water; at 40 ℃;

DOI:10.1039/b912521n

Reference yield: 95.0%

1-[(4-chlorophenyl)sulfonyl]-1H-pyrrole (16851-83-5) + methyl iodide (74-88-4) → 4-chlorophenyl methyl sulfone (98-57-7)

Guidance literature:

1-[(4-chlorophenyl)sulfonyl]-1H-pyrrole; With (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In water; acetonitrile; at 20 ℃; for 16h; Inert atmosphere; Sealed tube; Irradiation;

methyl iodide; With sodium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1002/chem.202102748

Reference yield: 93.0%

4-chlorophenyl methyl sulfide (123-09-1) → methyl 4-chlorophenyl sulfoxide (934-73-6) + 4-chlorophenyl methyl sulfone (98-57-7)

Guidance literature:

With sodium hypochlorite pentahydrate; In water; acetonitrile; at 20 ℃; for 0.183333h; Green chemistry;

DOI:10.1055/s-0035-1560482

upstream raw materials:

4-chlorophenyl methyl sulfide

methanesulfonyl chloride

chlorobenzene

sodium p-chlorobenzenesulphinate

Downstream raw materials:

1-(4-(methylsulfonyl)phenyl)piperidine

(4-(methylsulfonyl)phenyl)(phenyl)sulfane

(4-methanesulfonylphenyl)-N,N-dimethyl-amine

1-(4-methanesulfonyl-phenylsulfanyl)-4-methoxy-benzene

Refernces

Palladium-catalyzed regio- and stereoselective β-arylation of tertiary allylic amines: Identification of potent adenylyl cyclase inhibitors

10.1021/ol503748t

The study presents a novel and practical method for the ?-arylation of tertiary allylic amines using palladium catalysis. The researchers developed a mild and efficient process to achieve high regio- and stereoselectivity in the ?-arylation of these challenging substrates. Key chemicals involved include phenyl diazonium tetrafluoroborate (6a) as the arylating agent, Pd(dba)2 as the palladium catalyst, and 2,2'-bipyridine (L4) as the ligand. The optimized reaction conditions in DMF solvent yielded the desired ?-arylated products with excellent yields and selectivity. The study also highlights the synthesis of several biologically active compounds, such as naftifine, cinnarizine, and flunarizine, using this method. Additionally, the ?-arylated products were evaluated for their inhibitory effects on adenylyl cyclase type I (AC1), identifying potent inhibitors that could have therapeutic potential for treating neuropathic and inflammatory pain. The findings demonstrate a significant advancement in the synthesis of ?-arylated N,N-dialkylallylamines and their potential applications in drug discovery.