Phenyl Vinyl Sulfone CAS 5535-48-8
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Phenyl Vinyl Sulfone CAS 5535-48-8

Phenyl Vinyl Sulfone CAS 5535-48-8

Product Code: BM-1-2-205
CAS number: 5535-48-8
Molecular formula: C8H8O2S
Molecular weight: 168.21
EINECS number: 226-890-2
MDL No.:MFCD00007554
Hs code: 29309090
Main market: USA, Australia, Brazil, Japan, Germany, Indonesia, UK, New Zealand , Canada etc.
Manufacturer: BLOOM TECH Xi’an Factory
Technology service: R&D Dept.-4

Shaanxi BLOOM Tech Co., Ltd. is one of the most experienced manufacturers and suppliers of phenyl vinyl sulfone cas 5535-48-8 in China. Welcome to wholesale bulk high quality phenyl vinyl sulfone cas 5535-48-8 for sale here from our factory. Good service and reasonable price are available.

 

Phenyl vinyl sulfone is an important organic synthetic intermediate. Its molecular structure is characterized by the sulfoxide group - a strongly electron-withdrawing sulfonic acid group connects the benzene ring and the vinyl group. The most significant chemical property of this compound lies in the highly electrophilic double bond of the electron-deficient vinyl group, which can undergo efficient Michael addition reactions with various nucleophilic reagents (such as amines, thioalcohols, carbon anions) to form new carbon-carbon or carbon-heteroatom bonds. At the same time, its vinyl unit can also participate in ring addition and other cooperative reactions. Thanks to the strong electron-withdrawing effect of the sulfoxide group and its subsequent functionalization ability, phenylvinylsulfoxide is widely used in the fields of pharmaceutical chemistry, materials science, and the total synthesis of complex natural products. It is often used as a key connecting unit or framework building module, providing flexible and powerful synthetic tools for precisely introducing molecular complexity and specific functions.

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CAS 5535-48-8 | Shaanxi BLOOM Tech Co., Ltd

Chemical Formula

C8H8O2S

Exact Mass

168.02

Molecular Weight

168.21

m/z

168.02 (100.0%), 169.03 (8.7%), 170.02 (4.5%)

Elemental Analysis

C, 57.12; H, 4.79; O, 19.02; S, 19.06

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Phenyl vinyl sulfone, as a compound with special chemical properties, has shown broad application prospects in multiple fields.

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2. Functional polymer materials

 

In addition to ordinary polymer materials, it can also be used for synthesizing functional polymer materials. Functional polymer materials refer to polymer materials with specific functions or properties, such as conductive polymer materials, magnetic polymer materials, biomedical polymer materials, etc. By introducing monomers such as phenylvinyl sulfone, polymer materials can be endowed with specific functions or properties to meet the needs of specific fields.

Biochemistry and Molecular Biology Experiment

 

It also has important applications in biochemistry and molecular biology experiments. It can be used as one of the components in buffer preparation to adjust the pH value and ionic strength of the solution. In addition, it can also be used in experimental operations such as protein purification and nucleic acid extraction, providing strong support for biochemical and molecular biology research.

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1. Replace traditional harmful materials

 

With the increasing awareness of environmental protection and the deepening of the concept of sustainable development, as an environmentally friendly material, it has gradually attracted people's attention. It can replace some traditional harmful materials, such as lead containing paint, mercury containing batteries, etc., reducing environmental pollution and ecological damage. At the same time, its production process is relatively environmentally friendly, in line with the concept of green chemistry.

2. Improve product performance

 

In addition to environmental performance, it can also improve the performance of the product. For example, introducing phenylvinyl sulfone into coatings and inks can improve their weather resistance, chemical corrosion resistance, and adhesion properties; Adding phenylvinyl sulfone to plastics can improve their heat resistance, impact resistance, and wear resistance. These performance improvements have enabled it to be widely applied in multiple fields.

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1. Pesticide field

 

In the field of pesticides, it can be used as a raw material or intermediate for pesticide synthesis. By modifying and altering its structure, pesticide molecules with specific insecticidal, bactericidal, or herbicidal activities can be synthesized. These pesticide molecules have the advantages of high efficiency, low toxicity, and environmental protection, providing strong support for agricultural production.

2. Dye field

 

In the field of dyes, it can also be used as a synthetic raw material or intermediate for dyes. By adjusting and optimizing its structure, dye molecules with specific colors and properties can be synthesized. These dye molecules have the advantages of bright color, good stability, and strong light resistance, and are widely used in textile, printing and dyeing fields.

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Other fine chemical fields

 

In addition to the above-mentioned application fields, it can also be used in the synthesis and preparation of other fine chemicals. For example, it can be used as a synthetic raw material or intermediate for spices, food additives, coating additives, etc; It can also be used to synthesize fine chemicals such as polymers and resins with specific functions. These fine chemicals have broad application prospects in multiple fields.

Manufacturing Information

The method of synthesizing phenyl vinyl sulfone (PVS) from phenylthiophenol through three steps of substitution, oxidation, and elimination is an optimized and efficient synthetic pathway.

1. Substitution reaction

Step description:
The substitution reaction is the first step in the synthesis of phenylvinyl sulfone. In this step, phenylthiophenol undergoes a substitution reaction with a certain substitution reagent (such as halogenated hydrocarbons) under the action of a catalyst, generating intermediate products containing thioether bonds. During the reaction process, it is necessary to control the reaction temperature, reaction time, and the type and amount of catalyst to achieve the best substitution effect and yield.

Chemical equation:
Taking the synthesis of 2-chloroethylphenyl sulfide as an example, its chemical equation is as follows:
C6H5SH + ClCH2CH2Cl → C6H5SCH2CH2Cl + HCl
Among them, C6H5SH represents thiophenol, and ClCH2CH2Cl represents 1,2-dichloroethane. In the presence of a catalyst such as tetrabutylammonium bromide, the sulfur atom of phenylthiophenol undergoes a substitution reaction with one chlorine atom in 1,2-dichloroethane, producing 2-chloroethylphenyl sulfide and hydrogen chloride.

Reaction conditions:

-Reaction temperature:

Usually carried out within the range of room temperature to slightly above room temperature, such as 23-25 ℃.

 

-Reaction time:

Depending on factors such as the concentration of reactants, catalyst activity, and reaction temperature, it generally takes several hours to tens of hours.

 

-Catalyst:

Commonly used catalysts include tetrabutylammonium bromide, etc., and their dosage needs to be adjusted according to the amount of reactants and reaction conditions.

2. Oxidation reaction

Step description: Oxidation reaction is the second step in the synthesis of phenylvinyl sulfone. In this step, intermediate products containing thioether bonds undergo oxidation reactions under the action of oxidants, generating compounds containing sulfone groups. The selection of oxidants, reaction temperature, and reaction time have a significant impact on the efficiency and yield of oxidation reactions.
Chemical equation: Taking the synthesis of 2-chloroethylphenyl sulfone as an example, its chemical equation is as follows:
C6H5SCH2CH2Cl + CH3COOOH → C6H5SO2CH2CH2Cl + CH3COOH + H2O
Among them, C6H5SCH2CH2Cl represents 2-chloroethylphenyl sulfide, and CH3COOOH represents peracetic acid. During the reaction, the sulfur atom of 2-chloroethylphenyl sulfide is oxidized to a sulfone group, while acetic acid and water are generated.

Reaction conditions:

-Reaction temperature:

Usually carried out within the range of room temperature to slightly above room temperature, such as 25 ℃.

 

-Reaction time:

Depending on factors such as the type and amount of oxidant, concentration of reactants, and reaction temperature, it generally takes several hours to tens of hours.

 

-Oxidants:

Commonly used oxidants include peracetic acid, hydrogen peroxide, etc., and their dosage needs to be adjusted according to the amount of reactants and reaction conditions.

3. Eliminate reactions

Step description: The elimination reaction is the final step in the synthesis of phenylvinyl sulfone. In this step, compounds containing sulfone groups undergo elimination reactions under alkaline conditions to produce the target product PVS. The conditions and methods for eliminating the reaction have a significant impact on the purity and yield of the product.
Chemical equation: Taking the synthesis of phenylvinyl sulfone as an example, its chemical equation is as follows:
C6H5SO2CH2CH2Cl + (CH3CH2)3N → C6H5SO2CH=CH2 + (CH3CH2)3NHCl + H2O
Among them, C6H5SO2CH2CH2Cl represents 2-chloroethylphenyl sulfone, and (CH3CH2) 3N represents triethylamine. During the reaction process, the chlorine atom of 2-chloroethylphenyl sulfone is replaced by triethylamine under alkaline conditions, and an elimination reaction occurs to generate phenylvinyl sulfone, triethylamine hydrochloride, and water.

Reaction conditions:

-Reaction temperature:

Usually carried out at reflux temperature, which is the boiling point temperature of the reactants.

 

-Reaction time:

Depending on factors such as the concentration of reactants, the type and amount of alkaline reagents, and reaction temperature, it generally takes several hours to tens of hours.

 

-Alkaline reagents:

Commonly used alkaline reagents include triethylamine, sodium hydroxide, etc., and their dosage needs to be adjusted according to the amount of reactants and reaction conditions.

4. Overall reaction process and process optimization

Overall reaction process:

1.

Under the action of a catalyst, a substitution reaction is carried out between phenylthiophenol and 1,2-dichloroethane to produce 2-chloroethylphenyl sulfide.

 

2.

Oxidation reaction of 2-chloroethylphenyl sulfide with peracetic acid to produce 2-chloroethylphenyl sulfone.

 

3.

Eliminate 2-chloroethylphenyl sulfone with triethylamine under alkaline conditions to generate phenylvinyl sulfone.

Future Development Trends and Prospects

With the advancement of technology and the continuous improvement of people's needs, the application fields will continue to expand and deepen. In the future, phenylvinyl sulfone may show broader development prospects in the following areas:

New material development:

By introducing new monomers such as phenylvinyl sulfone, new polymer materials with higher performance and lower cost can be developed. These new materials will be widely used in fields such as aerospace, electronic information, and new energy vehicles.

Green Chemistry:

Phenylvinyl sulfone, as an environmentally friendly material, will play a more important role in the field of green chemistry. By optimizing its production process and recycling technology, environmental pollution and resource waste can be reduced, achieving sustainable development.

Biopharmaceuticals:

With the continuous development of biopharmaceutical technology, the application of phenyl vinyl sulfone in the field of biomedicine will also continue to expand. By conducting in-depth research on its biological activity and pharmacological mechanisms, new drug varieties with higher efficacy and lower side effects can be developed.

Interdisciplinary applications:

Phenylvinyl sulfone can also be cross integrated with other disciplines, such as nanotechnology, biotechnology, information technology, etc. By introducing these new technologies and methods, the application fields of phenylvinyl sulfone can be expanded and its added value can be improved.

 

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