1797-74-6

Basic information

• Product Name: ALLYL PHENYLACETATE
• Synonyms: PHENYLACETIC ACID ALLYL ESTER;ALLYL PHENYLACETATE 99+%;Benzeneacetic acid allyl ester;Phenylacetic acid 2-propenyl ester;2-phenylacetic acid allyl ester;prop-2-enyl 2-phenylacetate;prop-2-enyl 2-phenylethanoate;Allyl 2-phenylacetate
• CAS NO: 1797-74-6
• Molecular Formula: C₁₁H₁₂O₂
• Molecular Weight: 176.21
• EINECS: 217-281-2
• Product Categories: A-B;Alphabetical Listings;Flavors and Fragrances
• Mol File: 1797-74-6.mol
• Article Data: 22

Chemical Properties

• Boiling Point: 239-240 °C(lit.)
• Flash Point: >230 °F
• Appearance: Colourless, slightly viscous liquid with a honey-like odour
• Density: 1.037 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0171mmHg at 25°C
• Refractive Index: n20/D 1.508(lit.)
• CAS DataBase Reference: ALLYL PHENYLACETATE(CAS DataBase Reference)
• NIST Chemistry Reference: ALLYL PHENYLACETATE(1797-74-6)
• EPA Substance Registry System: ALLYL PHENYLACETATE(1797-74-6)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• RTECS: AJ2450000
• Hazardous Substances Data: 1797-74-6(Hazardous Substances Data)

Usage

Description

Allyl Phenylacetate is a synthetic flavoring agent that is a stable, colorless to light yellow liquid with a fruity odor of banana and honey. It possesses a sweet honey-like, but faint odor and sweet fruity undertones. It should be stored in glass or tin containers.

Uses

Used in Flavor Industry:
Allyl Phenylacetate is used as a flavoring agent for imparting a fruity odor of banana and honey to various food products.
Used in Food Industry:
Allyl Phenylacetate is used in flavors for honey, candy, and baked goods at a concentration of 10–15 ppm to enhance their taste and aroma.

Preparation

By direct esterification in benzene solution

Synthesis Reference(s)

Synthesis, p. 112, 1991 DOI: 10.1055/s-1991-26391

Safety Profile

Moderatelv toxic by ingestion. A human sktn irritan;. When heated to decomposition it emits acrid smoke and irritating fumes. See also ESTERS and ALLYL COMPOUNDS.

Metabolism

In the rat, allyl acetate and allyl alcohol are metabolized to 3-hydroxypropylmercapturic acid, which is excreted in the urine

InChI:InChI=1/C11H12O2/c1-2-8-13-11(12)9-10-6-4-3-5-7-10/h2-7H,1,8-9H2

Upstream product

• 107-18-6 allyl alcohol 
• 103-80-0 phenylacetyl chloride 
• 103-82-2 phenylacetic acid 
• 101-41-7 benzeneacetic acid methyl ester 
• 106-95-6 allyl bromide 
• 24850-33-7 allyltributylstanane 
• 108-98-5 thiophenol 
• 99853-19-7 α-bromo phenylacetic acid allyl ester 
• 101-97-3 Ethyl 2-phenylethanoate 
• 4861-85-2 isopropyl phenylacetate 
• 30160-48-6 N-Allyl-2-phenylethanamide 
• 107-05-1 3-chloroprop-1-ene 
• 3282-32-4 2-diazo-acetophenone 

Downstream Products

• 1575-70-8 2-phenyl-pent-4-enoic acid 
• 1152-58-5 3-cyclohexylpropyl 2-phenylacetate 
• 125582-93-6 allyl 3-allyloxycarbonyl-2-oxo-3-phenylpropanoate 
• 103-82-2 phenylacetic acid 
• 145193-16-4 allyl α-phenyl-α-diazoacetate 
• 133871-04-2 (E)-cinnamyl phenylacetate 
• 4407-36-7 (2E)-3-phenyl-2-propen-1-ol 
• 63106-93-4 (1S,5R)-1-phenyl-3-oxabicyclo[3.1.0]hexan-2-one 
• 96847-52-8 (1R,2S)-2-oxo-1-phenyl-3-oxabicyclo[3.1.0]hexane 
• 63106-93-4 1-phenyl-3-oxa-bicyclo[3.1.0]hexan-2-one 
• 1225-13-4 (2S,3S)-(dl)-2,3-diphenylsuccinic acid 
• 19020-59-8 dl-2,3-diphenylsuccinic acid dimethyl ester 
• 828-01-3 phenyllactic acid 
• 156-06-9 2-oxo-3-(phenyl)propionic acid 

Relevant articles and documents

Photoinduced Diverse Reactivity of Diazo Compounds with Nitrosoarenes

A diverse reactivity of diazo compounds with nitrosoarene in an oxygen-transfer process and a formal [2 + 2] cycloaddition is reported. Nitosoarene has been exploited as a mild oxygen source to oxidize an in situ generated carbene intermediate under visible-light irradiation. UV-light-mediated in situ generated ketenes react with nitosoarenes to deliver oxazetidine derivatives. These operationally simple processes exemplify a transition-metal-free and catalyst-free protocol to give structurally diverse α-ketoesters or oxazetidines.

SO3H and NH2+ functional carbon-based solid acid catalyzed transesterification and biodiesel production

A SO3H and NH2+ functional carbon-based solid acid was used as a highly active heterogeneous catalyst for the transesterification of various carboxylic methyl esters with alcohols under mild conditions. It also showed high catalytic performance for transesterification of triolein with methanol or isopropanol. Furthermore, it was able to catalyze simultaneous esterification and transesterification of rice oil and butter respectively, the yields of biodiesel obtained were up to 94%, and the catalyst could be easily recovered and reused more than ten times without loss of activity, which indicated the carbon-based solid acid was a potential catalyst for the biodiesel industry.

Copper(II)-acid catalyzed cyclopropanation of 1,3-dienamides by electrophilic activation of α-aryl diazoesters

Copper(II)-acid catalyzed cyclopropanation of electron-rich alkenes, such as 1,3-dienamides, with α-aryl diazoesters are described. The reaction could be performed without rare metal catalysts, excess substrate, or the need for the slow addition of the diazoesters.