14633-46-6

Basic information

• Product Name: (cyclopentylsulfonyl)benzene
• CAS NO: 14633-46-6
• Molecular Formula: C₁₁H₁₄O₂S
• Molecular Weight: 210.2927
• Mol File: 14633-46-6.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 373.4°C at 760 mmHg
• Flash Point: 222.1°C
• Density: 1.194g/cm³
• Vapor Pressure: 1.94E-05mmHg at 25°C
• Refractive Index: 1.557
• CAS DataBase Reference: (cyclopentylsulfonyl)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: (cyclopentylsulfonyl)benzene(14633-46-6)
• EPA Substance Registry System: (cyclopentylsulfonyl)benzene(14633-46-6)

Safety Data

• Hazardous Substances Data: 14633-46-6(Hazardous Substances Data)

Usage

Description

(Cyclopentylsulfonyl)benzene, with the chemical formula C12H14O2S, is a sulfonylbenzene compound featuring a benzene ring to which a cyclopentylsulfonyl group is attached. This versatile chemical is widely utilized in the realms of organic synthesis and pharmaceutical research, serving as a fundamental building block for the production of an array of drugs and chemical products.

Uses

Used in Organic Synthesis:
(Cyclopentylsulfonyl)benzene is employed as a key component in organic synthesis, facilitating the creation of various drugs and chemical products. Its unique structure allows for the formation of carbon-carbon bonds, which are crucial in constructing complex organic molecules.
Used in Pharmaceutical Research:
In the pharmaceutical industry, (cyclopentylsulfonyl)benzene is used as a reagent for the synthesis of complex organic molecules with potential medicinal properties. Its role in the development of new drugs and materials makes it a valuable asset in medicinal chemistry.
Used in Carbon-Carbon Bond Formations:
(Cyclopentylsulfonyl)benzene is utilized as a reagent in the creation of carbon-carbon bond formations, a critical process in the synthesis of complex organic molecules. Its ability to facilitate these bond formations contributes to its importance in organic chemistry and pharmaceutical development.
Used in the Development of New Materials:
(Cyclopentylsulfonyl)benzene also holds potential applications in the development of new materials, thanks to its unique chemical structure and properties. Its versatility and reactivity make it a promising candidate for use in the creation of innovative materials with a range of potential applications across various industries.

Upstream product

• 14633-38-6 5-phenylsulfonylpentyl chloride 
• 137-43-9 Cyclopentyl bromide 
• 108-98-5 thiophenol 
• 97351-71-8 (1-Benzenesulfonyl-cyclopentyl)-trimethyl-silane 
• 88073-51-2 1,1-bis(benzenesulphonyl)cyclopentane 
• 935656-86-3 Dilithio(phenylsulfonyl)trimethylsilylmethan 
• 628-76-2 1,5-dichloropentane 
• 14633-28-4 [(5-chloropentyl)sulfanyl]benzene 
• 2058-74-4 1-methyl-1H-indole-2,3-dione 
• 19744-72-0 cyclopentyl phenyl sulfide 
• 66741-06-8 N'-cyclopentylidenebenzenesulfonohydrazide 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 66003-76-7 Diphenyliodonium triflate 
• 591-50-4 iodobenzene 

Downstream Products

• 53705-78-5 (1-Chloro-cyclopentanesulfonyl)-benzene 
• 80213-37-2 3-Aminophenyl-cyclopentylsulfon 

Relevant articles and documents

Base-Mediated Radical Borylation of Alkyl Sulfones

A practical and direct method was developed for the production of versatile alkyl boronate esters via transition metal-free borylation of primary and secondary alkyl sulfones. The key to the success of the strategy is the use of bis(neopentyl glycolato) diboron (B2neop2), with a stoichiometric amount of base as a promoter. The practicality and industrial potential of this protocol are highlighted by its wide functional group tolerance, the late-stage modification of complex compounds, no need for further transesterification, and operational simplicity. Radical clock, radical trap experiments, and EPR studies were conducted which show that the borylation process involves radical intermediates.

Silyloxymethanesulfinate as a sulfoxylate equivalent for the modular synthesis of sulfones and sulfonyl derivatives

An efficient protocol for the modular synthesis of sulfones and sulfonyl derivatives has been developed utilizing sodium tert-butyldimethylsilyloxymethanesulfinate (TBSOMS-Na) as a sulfoxylate (SO22-) equivalent. TBSOMS-Na, easily prepared from the commercial reagents Rongalite and TBSCl, serves as a potent nucleophile in S-alkylation and Cu-catalyzed S-arylation reactions with alkyl and aryl electrophiles. The sulfone products thus obtained can undergo the second bond formation at the sulfur center with various electrophiles without a separate unmasking step to afford sulfones and sulfonyl derivatives such as sulfonamides and sulfonyl fluorides.

Lithium-titanium exchange of tertiary α-sulfonyl carbanions: Synthesis, structure, dynamics and reactivity of bis(1-sulfonylalkyl) titaniums

Lithium-titanium exchange of tertiary α-sulfonyl carbanions with ClTi(OiPr)3 and Cl2Ti(OiPr)2 in diethyl ether gave bis(1-sulfonylalkyl) titaniums and not the corresponding (1-sulfon-ylalkyl) titaniums. X-ray crystal structure analysis of di(iso-propoxy) bis[1-(phenylsulfonyl) cyclobutyl]titanium and di-(isopropoxy) bis[1-(phenylsulfonyl) isopropyl]titanium showed asymmetric distorted octahedral complexes, having hexaco-ordinate Ti atoms, two C-Ti bonds, four Ti-O bonds, and two four-membered Ti-O-S-Cα rings. According to 1H NMR spectroscopy bis(1-sulfonylcycloalkyl) titaniums are non-flux-ional at room temperature. This suggests that chiral bis(1-sulfonylalkyl) titaniums should be configurationally stable. The bis(1-sulfonylalkyl) titaniums are stable at room temperature towards β-H elimination. They selectively add to benzaldehyde in the presence of acetophenone but do not react with methyl iodide. The reaction of tertiary acyclic α-sulfonyl carbanions with ClTi(OiPr)3 in tetrahydrofuran (THF) gives different titanium derivatives with unspecified structures, which not only selectively react with benzaldehyde in the presence of acetophenone but are also alkylated by methyl iodide.