79809-21-5

Basic information

• Product Name: 2-phenylpropenyl acetate
• Synonyms: 2-phenylpropenyl acetate;2-Phenyl-1-propen-1-ol acetate;Acetic acid 2-phenyl-1-propenyl ester;1-Propen-1-ol, 2-phenyl-, acetate;Ai3-24758;Einecs 279-275-6
• CAS NO: 79809-21-5
• Molecular Formula: C11H12O2
• Molecular Weight: 176.21178
• EINECS: 279-275-6
• Mol File: 79809-21-5.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 249.4°C at 760 mmHg
• Flash Point: 84.8°C
• Appearance: /
• Density: 1.034g/cm³
• Vapor Pressure: 0.023mmHg at 25°C
• Refractive Index: 1.52
• CAS DataBase Reference: 2-phenylpropenyl acetate(CAS DataBase Reference)
• NIST Chemistry Reference: 2-phenylpropenyl acetate(79809-21-5)
• EPA Substance Registry System: 2-phenylpropenyl acetate(79809-21-5)

Safety Data

• Hazardous Substances Data: 79809-21-5(Hazardous Substances Data)

Usage

General Description

2-phenylpropenyl acetate, also known as estragole, is a clear, colorless liquid with a sweet, anise-like odor. It is commonly found in essential oils of tarragon, basil, and anise, and is used as a flavoring agent in foods and beverages. This chemical compound is also utilized in the fragrance industry for its sweet, herbal aroma. Although it has been deemed safe for use in food and cosmetics by regulatory agencies, there are concerns about its potential carcinogenicity and genotoxicity at high doses, leading to restrictions on its use in certain products. Additionally, estragole has been studied for its potential therapeutic benefits, including its antimicrobial, anti-inflammatory, and antioxidant properties. Overall, 2-phenylpropenyl acetate is a versatile chemical compound that is used in a variety of applications, but its safety and regulatory status continue to be subject to ongoing research and scrutiny.

InChI:InChI=1/C11H12O2/c1-9(8-13-10(2)12)11-6-4-3-5-7-11/h3-8H,1-2H3

Upstream product

• 6006-81-1 3-hydroxy-2-phenylpropene 
• 108-24-7 acetic anhydride 
• 64-19-7 acetic acid 
• 3249-50-1 1-propenyl acetate 
• 62-38-4 phenylmercury(II)acetate 
• 591-87-7 Allyl acetate 
• 98-80-6 phenylboronic acid 
• 108-22-5 Isopropenyl acetate 
• 34713-70-7 2-Phenylpropanal 
• 75-36-5 acetyl chloride 
• 3375-31-3 palladium diacetate 
• 98-83-9 isopropenylbenzene 
• 127-09-3 sodium acetate 
• 75177-81-0 S-<1-(3,6,9-trioxadecyl)-2-benzimidazolyl>ethanethioate 

Downstream Products

• 60860-35-7 2-(acetyloxy)-2-phenylpropanal 
• 76299-64-4 5-Methyl-5-phenyl-3-phenylsulfanylmethyl-5H-furan-2-one 

Relevant articles and documents

syn-Selective Michael Reaction of α-Branched Aryl Acetaldehydes with Nitroolefins Promoted by Squaric Amino Acid Derived Bifunctional Br?nsted Bases

Here we describe a direct access to 2,2,3-trisubstituted syn γ-nitroaldehydes by addition of α-branched aryl acetaldehydes to nitroolefins promoted by a cinchona based squaric acid-derived amino acid peptide. Different α-methyl arylacetaldehydes react with β-aromatic and β-alkyl nitroolefins to afford the Michael adducts in high enantioselectivity and syn-selectivity. NMR experiments and DFT calculations predict the reaction to occur through the intermediacy of E-enolate. The interaction between the substrates and the catalyst follows Pápai's model, wherein an intramolecular H-bond interaction in the catalyst between the NH group of one of the tert-leucines and the squaramide oxygen seems to be key for discrimination of the corresponding reaction transition states.

METHODS OF PREPARING a,?-UNSATURATED OR a-HALO KETONES AND ALDEHYDES

Copper(II) bromide mediated oxidation of acylated enol and use of the reaction in the synthesis of α,β-unsaturated or α-bromo ketones or aldehydes are disclosed. The method provides an efficient and practical process for manufacturing dehydrohedione (DHH) and many other versatile α,β-unsaturated or α-bromo ketones or aldehydes in large scales to avoid using precious metal compounds.

Oxygen and base-free oxidative heck reactions of arylboronic acids with olefins

A mild and efficient protocol for palladium-catalyzed oxidative Heck reactions of arylboronic acids with both electron-rich and -deficient olefins is described. In contrast to the normal oxidative Heck coupling, this new method works in the absence of a base, oxygen, or other external oxidants. With a wide variety of substrates tolerated, the method broadens the scope of palladium-catalyzed coupling reactions. Copyright