4-Ethenylphenol acetate
[CAS# 2628-16-2]

Identification

• Classification: Chemical reagent >> Organic reagent >> Ester >> Other ester compounds
• Name: 4-Ethenylphenol acetate
• Synonyms: 4-Vinylphenyl acetate; 4-Acetoxystyrene
• Molecular Formula: C₁₀H₁₀O₂
• Molecular Weight: 162.19
• CAS Registry Number: 2628-16-2
• EC Number: 434-600-2
• SMILES: CC(=O)OC1=CC=C(C=C1)C=C

Properties

• Density: 1.06
• Melting point: 8 ºC
• Boiling point: 260 ºC
• Refractive index: 1.539
• Flash point: 88 ºC

Safety Data

• Hazard Symbols: GHS06;GHS07;GHS08;GHS09 Danger
• Hazard Statements: H302-H310+H330-H310-H315-H317-H319-H330-H335-H373-H411-H412
• Precautionary Statements: P260-P261-P262-P264-P264+P265-P270-P271-P272-P273-P280-P284-P301+P317-P302+P352-P304+P340-P305+P351+P338-P316-P319-P320-P321-P330-P332+P317-P333+P317-P337+P317-P361+P364-P362+P364-P391-P403+P233-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Skin irritation	Skin Irrit.	2	H315
Acute toxicity	Acute Tox.	4	H302
Eye irritation	Eye Irrit.	2	H319
Skin sensitization	Skin Sens.	1	H317
Specific target organ toxicity - single exposure	STOT SE	3	H335
Acute toxicity	Acute Tox.	2	H310
Acute toxicity	Acute Tox.	1	H330
Specific target organ toxicity - repeated exposure	STOT RE	2	H373
Chronic hazardous to the aquatic environment	Aquatic Chronic	2	H411
Chronic hazardous to the aquatic environment	Aquatic Chronic	3	H412
Skin sensitization	Skin Sens.	1B	H317
Eye irritation	Eye Irrit.	2A	H319
Respiratory sensitization	Resp. Sens.	1	H334
Eye irritation	Eye Irrit.	2A	H320

Discovory and Applicatios

4-Ethenylphenol acetate is an organic compound with the molecular formula C₁₀H₁₂O₂. It is a derivative of 4-ethenylphenol, where the hydroxyl group of the phenol is esterified with acetic acid. This colorless to light yellow liquid has garnered interest in various fields due to its unique chemical properties and potential applications.

The discovery of 4-ethenylphenol acetate dates back to the early 20th century, as researchers explored the chemistry of substituted phenols and their derivatives. The synthesis of this compound involves the reaction of 4-ethenylphenol with acetic anhydride or acetyl chloride in the presence of a suitable catalyst, such as a base. This esterification reaction yields 4-ethenylphenol acetate, which is characterized by its distinctive ethylene group attached to the phenol ring and an acetate ester.

In the realm of organic synthesis, 4-ethenylphenol acetate serves as a versatile intermediate. The presence of the vinyl group in the compound allows for various chemical modifications, making it a valuable building block in the synthesis of more complex molecules. This reactivity is utilized in the preparation of other functionalized aromatic compounds and polymers. The compound's ability to undergo further transformations enhances its utility in creating materials with specific properties.

One notable application of 4-ethenylphenol acetate is in the fragrance industry. Its pleasant, sweet, and floral odor makes it an attractive ingredient in perfumes and flavorings. The compound's role in providing desirable aromatic characteristics contributes to its use in creating a wide range of personal care products and household items. The ester group in 4-ethenylphenol acetate also helps in stabilizing the fragrance, ensuring that the aroma persists over time.

In addition to its use in fragrances, 4-ethenylphenol acetate has applications in the field of materials science. The compound can be polymerized to form materials with unique properties, such as enhanced thermal stability or improved mechanical strength. These polymers find use in various industrial applications, including coatings, adhesives, and composite materials. The ability to tailor the properties of these materials by modifying the monomer structure highlights the compound's importance in advanced material development.

Furthermore, 4-ethenylphenol acetate is employed in the synthesis of pharmaceuticals. The compound's ability to serve as a precursor for the synthesis of biologically active molecules makes it relevant in drug development. Researchers explore its derivatives for potential therapeutic applications, leveraging its chemical structure to design compounds with targeted biological activities.

Overall, 4-ethenylphenol acetate is a compound with diverse applications spanning the fragrance industry, materials science, and pharmaceuticals. Its chemical properties and reactivity make it a valuable intermediate in organic synthesis, contributing to the development of various products and materials.