28995-74-6

Basic information

• Product Name: (Z)-2-iodo-2-(4-nitrophenyl)ethenyl 4-methylphenyl sulfone
• CAS NO: 28995-74-6
• Molecular Formula: C₁₅H₁₂INO₄S
• Molecular Weight: 429.2296
• Mol File: 28995-74-6.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 527.9°C at 760 mmHg
• Flash Point: 273°C
• Density: 1.714g/cm³
• Vapor Pressure: 1.06E-10mmHg at 25°C
• Refractive Index: 1.663
• CAS DataBase Reference: (Z)-2-iodo-2-(4-nitrophenyl)ethenyl 4-methylphenyl sulfone(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-2-iodo-2-(4-nitrophenyl)ethenyl 4-methylphenyl sulfone(28995-74-6)
• EPA Substance Registry System: (Z)-2-iodo-2-(4-nitrophenyl)ethenyl 4-methylphenyl sulfone(28995-74-6)

Safety Data

• Hazardous Substances Data: 28995-74-6(Hazardous Substances Data)

Usage

Description

(Z)-2-iodo-2-(4-nitrophenyl)ethenyl 4-methylphenyl sulfone is a chemical compound characterized by the presence of an iodine atom attached to a phenyl group and an ethenyl group, along with a 4-methylphenyl sulfone moiety. This unique structure and reactivity make it a compound of interest in the fields of organic synthesis and material science.

Uses

Used in Organic Synthesis:
(Z)-2-iodo-2-(4-nitrophenyl)ethenyl 4-methylphenyl sulfone is used as a building block for the synthesis of more complex organic molecules. Its unique structure allows for the creation of a variety of compounds with different properties and potential applications.
Used in Material Science:
In the field of material science, (Z)-2-iodo-2-(4-nitrophenyl)ethenyl 4-methylphenyl sulfone is used as a precursor for the preparation of novel materials with specific properties. Its unique chemical structure contributes to the development of materials with tailored characteristics for various applications.
Used as a Reagent in Chemical Transformations:
The presence of the nitro group in (Z)-2-iodo-2-(4-nitrophenyl)ethenyl 4-methylphenyl sulfone's structure makes it a potentially useful reagent in various chemical transformations. Researchers in the field of organic chemistry may find this compound valuable for its ability to facilitate specific reactions and contribute to the synthesis of new compounds.

Upstream product

• 937-31-5 (4-Nitrophenyl)acetylene 
• 1950-78-3 p-toluenesulfonyl iodide 
• 824-79-3 sodium 4-methylbenzenesulfinate 

Downstream Products

• 5554-84-7 C₁₅H₁₃NO₄S 

Relevant articles and documents

An improved synthesis of vinyl- and β-iodovinyl sulfones by a molecular iodine-mediated one-pot iodosulfonationdehydroiodination reaction

An improved one-pot method to synthesize vinyl sulfones from unsaturated systems by using molecular iodine/sodium arenesulfinate/sodium acetate as reagents was described. Vinyl sulfones derived from styrene derivatives were generally obtained in good to excellent yields except for those bearing strong electron releasing substituent. Aliphatic alkenes and activated alkenes gave the corresponding vinyl sulfone products in moderate to good yields. Arylacetylenes yielded the respective β-iodovinyl sulfones in good yields while low yield was observed with aliphatic terminal alkyne. The potentials of the method entail simplicity, short reaction time, non-anhydrous reaction conditions, employing inexpensive, non-metallic reagent and integrating two reactions that are commonly accomplished separately into a single operation. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications to view the free supplemental file. Copyright Taylor & Francis Group, LLC.

Addition of Arenesulphonyl Iodides to Substituted Phenylacetylenes

The products of the addition of toluene-p-sulphonyl iodide to substituted phenylacetylenes (and styrenes) are studied.The regiospecificity and stereoselectivity of trans addition to acetylenes is inferred from (1)H n.m.r. spectroscopy.The effect of substituents on the reactivity of substituted phenylacetylenes towards substituted beenzenesulphonyl radicals generated by photolysis of sulphonyl iodides is studied.Phenylacetylenes with electron-donating substituents react faster.Relative reactivities yield good Hammet-Brown correlations showing the electrophilic character of sulphonyl radicals towards phenylacetylenes.The selectivity of the addition (measured by ρ) of different sulphonyl radicals towards the same set of acetylenes ranges from -0.53 to -0.93 and shows a tendency to be smaller for benzenesulphonyl iodides carrying electron donating substituents.Results are discussed in terms of polar effects on the transition state and frontier molecular orbital theory.