51229-66-4

Basic information

• Product Name: [fluoro(phenyl)(phenylsulfonyl)]methane
• Synonyms: [fluoro(phenyl)(phenylsulfonyl)]methane
• CAS NO: 51229-66-4
• Molecular Weight: 250.294
• Mol File: 51229-66-4.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: [fluoro(phenyl)(phenylsulfonyl)]methane(CAS DataBase Reference)
• NIST Chemistry Reference: [fluoro(phenyl)(phenylsulfonyl)]methane(51229-66-4)
• EPA Substance Registry System: [fluoro(phenyl)(phenylsulfonyl)]methane(51229-66-4)

Safety Data

• Hazardous Substances Data: 51229-66-4(Hazardous Substances Data)

Usage

Description

[fluoro(phenyl)(phenylsulfonyl)]methane, with the chemical formula C13H10FOS, is a fluorinated aromatic compound featuring a sulfonyl group attached to a phenyl ring. This unique structure and reactivity make it a versatile compound in the field of chemistry.

Uses

Used in Pharmaceutical and Agrochemical Industries:
[fluoro(phenyl)(phenylsulfonyl)]methane is used as a building block for the synthesis of various pharmaceuticals and agrochemicals. Its unique chemical structure allows for the creation of a wide range of compounds with potential therapeutic and pesticidal properties.
Used in Organic Synthesis:
[fluoro(phenyl)(phenylsulfonyl)]methane serves as a reagent in organic synthesis, particularly for the preparation of complex organic molecules. Its fluorinated aromatic nature and sulfonyl group attachment contribute to the formation of diverse molecular structures.
Used in Materials Science:
[fluoro(phenyl)(phenylsulfonyl)]methane has been studied for its potential applications in materials science, where its properties may be harnessed to develop new materials with specific characteristics.
Used in Organometallic Chemistry:
Additionally, this compound has been explored as a ligand in organometallic chemistry, further demonstrating its versatility and significance in various chemical fields.

Upstream product

• 1415115-03-5 C₇H₆FIO₂S 
• 98-80-6 phenylboronic acid 
• 127-91-3 (1R,5R)-(+)-β-pinene 
• 108-98-5 thiophenol 
• 136052-59-0 (Bromo-phenyl-methyl)-phosphonic acid diisopropyl ester 
• 428867-22-5 diisopropyl [fluoro(phenyl)(phenylsulfonyl)]methylphosphonate 
• 17815-88-2 α-bromo-α-fluorotoluene 
• 873-55-2 sodium benzenesulfonate 
• 428867-18-9 diisopropyl phenyl(phenylsulfonyl)methylphosphonate 
• 124812-09-5 (phenyl-phenylsulfanyl-methyl)-phosphonic acid diisopropyl ester 

Downstream Products

• 71376-60-8 C₁₅H₁₅FO₂S 

Relevant articles and documents

Combinatorial Nickel-Catalyzed Monofluoroalkylation of Aryl Boronic Acids with Unactivated Fluoroalkyl Iodides

A combinatorial nickel-catalyzed cross-coupling between arylboronic acids and unactived 1-fluoro-1-iodoalkanes has been developed, which demonstrated high efficiency, mild conditions, and excellent functional-group compatibility. Readily available nitrogen and phosphine ligands were combined with a nitrogen source, which in situ generated a variety of easily tunable catalysts to promote the fluoroalkylation for broad scopes of both coupling partners. This new strategy on combinatorial catalysis offers new solutions for nickel-catalyzed cross-coupling reactions.

Studies toward the synthesis of α-fluorinated phosphonates via tin-mediated cleavage of α-fluoro-α-(pyrimidin-2-ylsulfonyl) alkylphosphonates. Intramolecular cyclization of the α-phosphonyl radicals

Treatment of the α carbanions generated from several α-(pyrimidin-2-ylsulfonyl)alkylphosphonates with Selectfluor gave high yields of the α-fluoro-α-(pyrimidin-2-ylsulfonyl)alkylphoshonates, which were desulfonylated [Bu3SnH/2,2'-azobisisobutyronitrile (AIBN)/benzene or toluene/Δ to give α-fluoroalkylphosphonates. "Catalytic" tin hydride, generated from tributyltin chloride and excess polymethylhydrosiloxane in the presence of potassium fluoride, also effected removal of the π-deficient α-(pyrimidin-2-ylsulfonyl) group from the phosphonate esters. Substitution of Bu3SnD for Bu3SnH gave access to α-deuterium-labeled phosphonates. Prolonged treatment of α-(pyridin-2-ylsulfonyl)alkylphosphonate with excess Bu3SnH/AIBN or catalytic tin hydride also effected desulfonylation but in moderate yields. This represents a mild new methodology for removal of the synthetically useful π-deficient heterocyclic sulfone moiety and an alternative route for the preparation of α-fluorinated phosphonates. Desulfonylation is suggested to proceed via attack of tin radical at an oxygen (or sulfur) atom of the sulfonyl group to give a stabilized α-phosphonyl radical intermediate. The latter was found to undergo 5-exo-trig ring closure to give the corresponding 2-methylcyclopentylphosphonates. Treatment of diethyl 1-bromohex-6-enylphosphonate with Bu3SnH/AIBN produced an analogous mixture of ring-closure products. Treatment of [(2-bromo-5-methoxyphenyl)(fluoro)(pyrimidin-2-ylsulfonyl)]methylphosphonate with Bu3SnH resulted in an intramolecular radical [1,5]-ipso substitution reaction and migration of the pyrimidinyl ring to give fluoro[5-methoxy-2-(pyrimidin-2-yl)phenyllmethylphosphonate.