14027-53-3

Basic information

• Product Name: 1-methyl-4-(prop-1-yn-1-ylsulfonyl)benzene
• Synonyms: 1-Methyl-4-(1-propynyl-sulphonyl)benzene; 1-Methyl-4-(prop-1-yn-1-ylsulfonyl)benzene; 4-Methylphenyl prop-1-yn-1-yl sulfone; benzene, 1-methyl-4-(1-propyn-1-ylsulfonyl)-
• CAS NO: 14027-53-3
• Molecular Formula: C₁₀H₁₀O₂S
• Molecular Weight: 194.2502
• Mol File: 14027-53-3.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 316.5°C at 760 mmHg
• Flash Point: 168.5°C
• Density: 1.185g/cm³
• Vapor Pressure: 0.00076mmHg at 25°C
• Refractive Index: 1.548
• CAS DataBase Reference: 1-methyl-4-(prop-1-yn-1-ylsulfonyl)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-methyl-4-(prop-1-yn-1-ylsulfonyl)benzene(14027-53-3)
• EPA Substance Registry System: 1-methyl-4-(prop-1-yn-1-ylsulfonyl)benzene(14027-53-3)

Safety Data

• Hazardous Substances Data: 14027-53-3(Hazardous Substances Data)

Usage

Derivative of benzene

This compound is derived from the benzene structure, with modifications made to its hydrogen atoms.

Methyl group at position 1

A methyl group (CH3) is attached to the first position of the benzene ring, contributing to the compound's structure.

Prop-1-yn-1-ylsulfonyl group at position 4

A prop-1-yn-1-ylsulfonyl group (CH3CH2C≡C-SO2-) is attached to the fourth position of the benzene ring, further modifying the structure.

Building block in organic synthesis

1-methyl-4-(prop-1-yn-1-ylsulfonyl)benzene is often used as a starting material for synthesizing other organic compounds, particularly in the pharmaceutical industry.

Production of drugs and pharmaceutical intermediates

This compound can be utilized in the synthesis of various drugs and intermediates, making it an important component in the development of new medications.

Potential applications in material science

1-methyl-4-(prop-1-yn-1-ylsulfonyl)benzene may have uses in the field of material science, possibly contributing to the development of new materials with unique properties.

Organic chemistry research

The compound's unique structure and reactivity make it a valuable subject for research in organic chemistry, potentially leading to new discoveries and advancements in the field.

Wide range of potential uses

Due to its versatile structure and reactivity, 1-methyl-4-(prop-1-yn-1-ylsulfonyl)benzene has the potential to be used in various industries, making it a valuable compound for further exploration and development.

Upstream product

• 40890-29-7 prop-1-yn-1-yl(p-tolyl)sulfide 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 142363-45-9 1-propynyl(phenyl)iodonium triflate 
• 68819-94-3 p-tolyl benzeneselenosulfonate 
• 33597-89-6 4-methylphenyl prop-2'-ynyl sulfide 
• 10486-08-5 sodium p-thiocresolate 
• 6224-91-5 trimethyl(prop-1-ynyl)silane 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 36832-55-0 2-Benzoyloxy-1-(p-toluol-sulfonyl)-propen-⁽²⁾ 
• 51869-50-2 N-tert-Butyl-O-[(Z)-1-methyl-2-(toluene-4-sulfonyl)-vinyl]-hydroxylamine 
• 780-96-1 2-Dimethylamino-1-p-tolylsulfonylprop-1-en 
• 847030-13-1 (+/-)-4-methyl-3-(p-toluenesulfonyl)-3,4-dehydroquinolizidin-2-one 
• 5366-49-4 4-toluenesulfonylacetone 
• 877122-49-1 (Z)-1-((2-bromoprop-1-en-1-yl)sulfonyl)-4-methylbenzene 

Relevant articles and documents

Trifluoromethyl Nonaflate: A Practical Trifluoromethoxylating Reagent and its Application to the Regio- and Stereoselective Synthesis of Trifluoromethoxylated Alkenes

The trifluoromethoxy group has elicited much interest among drug and agrochemical discovery teams because of its unique properties. We developed trifluoromethyl nonafluorobutanesulfonate (nonaflate), TFNf, an easy-to-handle, bench-stable, reactive, and scalable trifluoromethoxylating reagent. TFNf is easily and safely prepared in a simple process in large scale and the nonaflyl part of TFNf can easily be recovered as nonaflyl fluoride after usage and recycled. The synthetic potency of TFNf was showcased with the underexplored synthesis of various trifluoromethoxylated alkenes, through a high regio- and stereoselective hydro(halo)trifluoromethoxylation of alkyne derivatives such as haloalkynes, alkynyl esters, and alkynyl sulfones. The synthetic merits of TFNf were further underscored with a high-yielding and smooth nucleophilic trifluoromethoxylation of alkyl triflates/bromides and primary/secondary alcohols.

A Desulfonylative Approach in Oxidative Gold Catalysis: Regiospecific Access to Donor-Substituted Acyl Gold Carbenes

Donor-substituted acyl gold carbenes are challenging to access selectively by gold-promoted intermolecular oxidation of internal alkynes as the opposite regioisomers frequently predominate. By using alkynyl sulfones or sulfonates as substrates, the oxidative gold catalysis in the presence of substituted pyridine N-oxides offers regiospecific access to acyl/aryl, acyl/alkenyl, and acyl/alkoxy gold carbenes by in situ expulsion of sulfur dioxide. The intermediacies of these reactive species are established by their reactivities, including undergoing further oxidation by the same oxidant, cyclopropanation of styrenes, engaging in a [3+2] cycloaddition with α-methylstyrene, and conversion into dienones. Accept it: A desulfonylative approach was developed to regiospecifically access these underexplored acyl gold carbenes from either alkynyl aryl/alkenyl sulfones or alkynyl sulfonate substrates. The reactivities of these donor- and acceptor-substituted carbenes are examined.

A New Synthesis of Alkynyl Sulfones and Single Crystal X-ray Structure of p-(Tolylsulfonyl)ethyne

The reaction of mono- or bis(alkynyliodonium) triflate salts with sodium p-toluenesulfinate under mild conditions affords alkynyl sulfones in 60-95percent yields.