5000-44-2

Basic information

• Product Name: BENZENESULFONYLACETONE
• Synonyms: 1-(PHENYLSULFONYL)ACETONE;AKOS BC-3142;BENZENESULPHONYLACETONE;BENZENESULFONYLACETONE;PHENYLSULFONYLACETONE;(PHENYLSULPHONYL)ACETONE;Benzenesulfonylacetone,97%;(benesulphonylacetone)
• CAS NO: 5000-44-2
• Molecular Formula: C₉H₁₀O₃S
• Molecular Weight: 198.24
• Product Categories: Benzene series;Building Blocks;Chemical Synthesis;Organic Building Blocks;Sulfones;Sulfur Compounds
• Mol File: 5000-44-2.mol
• Article Data: 38

Chemical Properties

• Melting Point: 55-59 °C(lit.)
• Boiling Point: 371.7 °C at 760 mmHg
• Flash Point: >230 °F
• Appearance: light yellow crystalline powder
• Density: 1.228 g/cm³
• Vapor Pressure: 1.02E-05mmHg at 25°C
• Refractive Index: 1.526
• Storage Temp.: Store below +30°C.
• BRN: 640928
• CAS DataBase Reference: BENZENESULFONYLACETONE(CAS DataBase Reference)
• NIST Chemistry Reference: BENZENESULFONYLACETONE(5000-44-2)
• EPA Substance Registry System: BENZENESULFONYLACETONE(5000-44-2)

Safety Data

• Hazard Codes: Xi
• Safety Statements: 24/25
• WGK Germany: 3
• Hazardous Substances Data: 5000-44-2(Hazardous Substances Data)

Usage

Description

BENZENESULFONYLACETONE, also known as Phenylsulfonylacetone, is an active methylene compound characterized by its light yellow crystalline powder appearance. It is known for undergoing asymmetric reduction in the presence of fermenting bakers' yeast, resulting in (S)-(+)-2-hydroxypropyl phenyl sulfone.

Uses

Used in Chemical Synthesis:
BENZENESULFONYLACETONE is used as a key intermediate in the synthesis of various organic compounds, particularly for the production of 2,3,5-trisubstituted furans. Its unique chemical properties make it a valuable component in creating complex molecular structures with potential applications in pharmaceuticals, materials science, and other industries.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, BENZENESULFONYLACETONE is used as a building block for the development of new drugs. Its ability to form various derivatives and participate in different chemical reactions allows researchers to create novel compounds with potential therapeutic properties.
Used in Materials Science:
BENZENESULFONYLACETONE is also utilized in the field of materials science, where it can be employed to synthesize new materials with specific properties. These materials may have applications in areas such as electronics, coatings, and adhesives, where unique chemical and physical characteristics are desired.

InChI:InChI=1/C9H10O3S/c1-8(10)7-13(11,12)9-5-3-2-4-6-9/h2-6H,7H2,1H3

Upstream product

• 5042-53-5 1-(phenylsulfanyl)acetone 
• 64-17-5 ethanol 
• 873-55-2 sodium benzenesulfonate 
• 78-95-5 chloroacetone 
• 3112-85-4 methylphenylsulfonate 
• 141-78-6 ethyl acetate 
• 7148-07-4 1-pyrrolidinocyclopent-1-ene 
• 2525-42-0 phenylsulfonylpropa-1,2-diene 
• 1125-99-1 1-(1-Cyclohexen-1-yl)pyrrolidine 
• 14092-11-6 1-pyrrolidino-1-cycloheptene 
• 16675-55-1 1,2,5,6-tetrahydro-1-methyl-4-pyrrolidinopyridine 
• 39716-23-9 1-(4-methylcyclohex-1-en-1-yl)pyrrolidine 
• 7007-34-3 1-(3,4-dihydro-1-naphthalenyl)pyrrolidine 
• 2525-41-9 1-(phenylsulfonyl)propyne 

Downstream Products

• 679002-59-6 2-methyl-3-(phenylsulfonyl)quinoline 
• 15296-86-3 1-(phenylsulfanyl)methyl phenyl sulfone 
• 858835-74-2 1-benzenesulfonyl-1-methylsulfanyl-acetone 
• 119698-13-4 bis-(1-benzenesulfonyl-acetonyl)-dibutyl stannane 
• 343348-18-5 benzenesulfonyl-acetone oxime 
• 60156-13-0 1-Bromo-3-phenylsulfonyl-propan-2-one 
• 859074-96-7 1-benzenesulfonyl-1-p-tolylsulfanyl-acetone 
• 67-63-0 isopropyl alcohol 
• 618-41-7 Benzenesulfinic acid 
• 98-11-3 benzenesulfonic acid 
• 6338-86-9 1-(phenylsulfonyl)pentane-2,4-dione 
• 71512-27-1 3-Phenylsulfonyl-hexanon-⁽³⁾ 
• 29943-19-9 3-Benzenesulfonyl-6-ethylsulfanyl-hexan-2-one 
• 68276-72-2 1-(phenylsulfonyl)-2-propanol 

Relevant articles and documents

Iron(II)-induced degradation of antimalarial β-sulfonyl endoperoxides. Evidence for the generation of potentially cytotoxic carbocations

Reactions of antimalarial β-sulfonyl endoperoxides 9 and 10, which, like yingzhaosu A (2), derive from the 2,3-dioxabicyclo[3.3.1]nonane system 3, with iron(II) salts were studied. Product analysis of the iron(II)-induced degradations provided evidence fo

Iron-Catalyzed, Site-Selective Difluoromethylthiolation (-SCF2H) and Difluoromethylselenation (-SeCF2H) of Unactivated C(sp3)-H Bonds in N-Fluoroamides

The iron-catalyzed δ-C(sp3)-H bond difluoromethylthiolation and difluoromethylselenation of aliphatic amides with high site selectivity are reported. Essential to the success is the employment of an amide radical formed in situ to activate the inert C(sp3

Facile One-Pot Access to α-Diazo-β-ketosulfones from Sulfonyl Chlorides and α-Haloketones

A convenient one-pot approach to the preparation of α-diazo-β-ketosulfones from sulfonyl chlorides is described. It involves the conversion of the sulfonyl chloride to sodium sulfinate, alkylation of the latter with α-haloketones followed by diazo transfer using the 'sulfonyl-azide-free' ('SAFE') protocol in aqueous medium. The simple and expedient method relies on readily available starting materials and provides facile access to a wide variety of valuable diazo reagents for organic synthesis.

General [4 + 1] Cyclization Approach to Access 2,2-Disubstituted Tetrahydrofurans Enabled by Electrophilic Bifunctional Peroxides

A general [4 + 1] cyclization reaction of carbonyl nucleophiles with 2-iodomethylallyl peroxides, which function as unique electrophilic oxygen synthons, for the synthesis of a broad range of 2,2-disubstituted tetrahydrofurans is achieved under operationally simple conditions. The unprecedented asymmetric version of such reaction is also realized via chiral auxiliary-assisted cyclization, thus providing a distinct approach to access chiral tetrahydrofurans with high diastereoselectivities. The new method can be applied to the synthesis of core structure of posaconazole drug.