2628-16-2 Usage
Description
4-Ethenylphenol acetate, also known as 4-Acetoxystyrene, is a stable styrene monomer that can be readily polymerized and copolymerized to create polymers with varying molecular weights. It serves as a precursor to p-hydroxystyrene, which is easily derivatized. 4-Ethenylphenol acetate undergoes free radical polymerization, similar to styrene, and is characterized by its clear, colorless liquid appearance.
Uses
Used in Polymer Industry:
4-Ethenylphenol acetate is used as a monomer for the production of low, medium, and high molecular weight polymers. Its ability to homopolymerize and copolymerize with styrene and other compatible monomers makes it a versatile building block for various polymer applications.
Used in Chemical Synthesis:
As a precursor to p-hydroxystyrene, 4-Ethenylphenol acetate is used in the synthesis of various chemical compounds. The p-hydroxystyrene derived from it can be further modified or functionalized to create a range of specialty chemicals.
Used in Epoxy Resin Industry:
4-Ethenylphenol acetate is used as a curing agent for epoxy resins. The homopolymers and copolymers of p-vinylphenol, which are obtained by hydrolyzing the polymers of 4-Acetoxystyrene, are effective curing agents for epoxy resins, enhancing their performance in various applications.
Used in Manufacturing of Epoxy Resins:
In addition to their role as curing agents, homopolymers and copolymers of p-vinylphenol are also used in the preparation of epoxy resins. This is achieved through a reaction with epichlorohydrin, resulting in epoxy resins with specific properties tailored for various industrial applications.
Preparation
The preparation of 4-Acetoxystyrene is as follows:Add p-hydroxystyrene (120g) to a 2L four-neck bottle. triethylamine(106g), phenothiazine (1.2g), Methyl tert-butyl ether (480 g), Dry ice-ethanol bath to -5 to 0 °C, acetyl chloride (86g) was added dropwise with stirring. The internal temperature is controlled at -5 to 0 °C. After the completion of the dropwise addition, the temperature was raised at 10 to 20 °C to continue the reaction for 1 hour. Sampling analysis (central control 1, raw material After completion of the reaction, the mixture was filtered, and the cake was washed with methyl t-butyl ether (50 g × 3). The filtrate was quenched by the addition of 4 g of methanol, and the reaction was stirred for 10 minutes. After completion, phenothiazine (1.2 g) was added and the reaction mixture was concentrated.Methyl tert-butyl ether (580 g) was recovered to give a crude product (160 g).The crude product was distilled under reduced pressure to give the product, p-acetoxy styrene (142 g), yield 87.7%, and sampled for analysis (main content >99%).
Flammability and Explosibility
Notclassified
Safety Profile
Moderately toxic by ingestion.Slightly toxic by skin contact. An eye irritant. A combustibleliquid. When heated to decomposition it emits acrid smokeand irritating vapors.
Check Digit Verification of cas no
The CAS Registry Mumber 2628-16-2 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,6,2 and 8 respectively; the second part has 2 digits, 1 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 2628-16:
(6*2)+(5*6)+(4*2)+(3*8)+(2*1)+(1*6)=82
82 % 10 = 2
So 2628-16-2 is a valid CAS Registry Number.
InChI:InChI=1/C10H10O2/c1-3-9-4-6-10(7-5-9)12-8(2)11/h3-7H,1H2,2H3
2628-16-2Relevant articles and documents
Synthesis method of p-acetoxystyrene
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Paragraph 0033; 0036; 0037-0044, (2021/04/26)
The invention discloses a synthesis method of p-acetoxystyrene, which relates to the field of organic synthesis. The synthesis route of the synthesis method is as follows: 1, adding p-hydroxyacetophenone and an acetylation reagent into a first solvent, and carrying out esterification reaction under an alkaline condition to generate p-acetoxyacetophenone, 2, adding p-acetoxyacetophenone into a second solvent, and reducing the p-acetoxyacetophenone into 4-acetoxyphenyl methyl methanol under the catalysis of a catalyst in a hydrogen atmosphere, and 3, dehydrating the 4-acetoxyphenyl methyl methanol in an alkaline ionic liquid to obtain the p-acetoxystyrene. The method is high in yield, low in three wastes, green and clean, and the recovery cost and the equipment cost are reduced.
Mild and efficient desulfurization of thiiranes with MoCl5/Zn system
Lee, Yeong Jin,Shin, Jeong Won,Yoo, Byung Woo
, (2021/11/10)
Desulfurization of a variety of thiiranes to alkenes occurs chemoselectively in high yields upon treatment with MoCl5/Zn system under mild conditions. The new methodology demonstrates high functional group tolerance toward chloro, bromo, fluoro, methoxy, ester, ether and keto groups.
Electrochemistry enabled selective vicinal fluorosulfenylation and fluorosulfoxidation of alkenes
Jiang, Yimin,Shi, Zhaojiang,Wu, Jinnan,Wu, Shaofen,Ye, Keyin,Yu, Yi,Yuan, Yaofeng
supporting information, (2021/11/17)
Both sulfur and fluorine play important roles in organic synthesis, the life science, and materials science. The direct incorporation of these elements into organic scaffolds with precise control of the oxidation states of sulfur moieties is of great significance. Herein, we report the highly selective electrochemical vicinal fluorosulfenylation and fluorosulfoxidation reactions of alkenes, which were enabled by the unique ability of electrochemistry to dial in the potentials on demand. Preliminary mechanistic investigations revealed that the fluorosulfenylation reaction proceeded through a radical-polar crossover mechanism involving a key episulfonium ion intermediate. Subsequent electrochemical oxidation of fluorosulfides to fluorosulfoxides were readily achieved under a higher applied potential with the adventitious H2O in the reaction mixture.