15224-07-4

Basic information

• Product Name: ETHYL PROPIONYLACETATE
• Synonyms: Aceticacid, (2-propenyloxy)-, ethyl ester (9CI); Acetic acid, (allyloxy)-, ethylester (8CI)
• CAS NO: 15224-07-4
• Molecular Formula: C₇H₁₂O₃
• Molecular Weight: 144.17
• Mol File: 15224-07-4.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: ETHYL PROPIONYLACETATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL PROPIONYLACETATE(15224-07-4)
• EPA Substance Registry System: ETHYL PROPIONYLACETATE(15224-07-4)

Safety Data

• Hazardous Substances Data: 15224-07-4(Hazardous Substances Data)

Usage

Description

Ethyl propionylacetate, with the molecular formula C7H12O3, is a chemical compound that exists as a clear, colorless liquid. It possesses a distinctive fruity, sweet aroma, which makes it a popular choice for use in various applications across different industries.

Uses

Used in Food and Beverage Industry:
Ethyl propionylacetate is used as a flavoring agent to enhance the taste of confectionary, bakery goods, and fruit-flavored drinks. Its fruity, sweet aroma adds a pleasant and appealing flavor profile to these products.
Used in Fragrance Industry:
In the fragrance industry, ethyl propionylacetate is utilized to create sweet, fruity scents for perfumes and personal care products. Its aromatic properties contribute to the development of attractive and desirable fragrances.
Used in Industrial and Agricultural Applications:
Ethyl propionylacetate has demonstrated antimicrobial and insecticidal properties, making it a valuable component in certain industrial and agricultural applications. Its ability to combat microorganisms and insects broadens its utility beyond flavoring and fragrances.
Overall, ethyl propionylacetate is a versatile compound with a wide range of uses in different industries, from enhancing the sensory experience in food and beverages to serving practical purposes in agriculture and industry.

Upstream product

• 623-73-4 diazoacetic acid ethyl ester 
• 107-18-6 allyl alcohol 
• 503-30-0 trimethylene oxide 
• 67-56-1 methanol 

Downstream Products

• 22577-14-6 2-(allyloxy)acetic acid 

Relevant articles and documents

Ruthenium complexes containing diamine-based ligands as catalysts for insertion of carbenes into O-H bonds of alcohols

Ruthenium complexes with N-(p-toluenesulfonyl)-diamine ligands are efficient catalysts for insertion of carbenes generated from diazo compounds into O-H bonds of alcohols.

Reactions of Carbenes with Oxetane and with Oxetane/ Methanol Mixtures

Ethoxycarbonylcarbene, bis(methoxycarbonyl)carbene, phenylcarbene (17a), diphenylcarbene (17b), fluorenylidene (17c), 2-furylcarbene (31a), 2-furyl(phenyl)carbene (31b), 4-oxo-2,5-cyclohexadienylidene (40), and 4,4-dimethyl-2,5-cyclohexadienylidene (53) were generated by photolysis of the appropriate diazo compounds.With neat oxetane, most of these carbenes react by competitive C-H insertion (B -> A, Scheme 1) and ylide formation (B -> C). 31a and 40 do not insert into C-H bonds; 31b does not attack oxetane but rearranges exclusively with formation of 26.The ylides undergo Stevens rearrangement to give tetrahydrofurans (C -> D) and α',β-elimination, leading to allyl ethers (C -> E).With oxetane/ methanol mixtures, the intervention of oxonium ions (H) is indicated by the formation of 1,3-dialkoxypropanes (I).The oxonium ions arise either by protonation of the ylides (C -> H) or by protonation of the carbenes (B -> G), followed by electrophilic attack of the carbocations (G) at oxetane (G -> H).The former route is followed by the alkoxycarbonylcarbenes and by 40; the ylides derived from the remaining carbenes do not react with methanol, owing to their rapid Stevens rearrangements.Protonation of the carbenes 17b, 31, and 53 is clearly indicated by their product ratios and, for 31, by the formation of isomeric ethers (33, 36).The more electrophilic carbenes discriminate but slightly between oxetane and methanol while the more nucleophilic carbenes (17b, 31, 53) prefer the protic methanol strongly over the aprotic oxetane. Key Words: Carbenes/ Oxygen ylides/ Stevens rearrangement/ Oxonium ions/ Insertion, O-H/ Ylides

TRANSITION-METAL-CATALYZED REACTIONS OF DIAZOCOMPOUNDS, EFFICIENT SYNTHESIS OF FUNCTIONALIZED ETHERS BY CARBENE INSERTION INTO THE HYDROXYLIC BOND OF ALCOHOLS

An efficient catalytic synthesis of unsaturated ethers by carbene insertion (with diazoesters as carbene precursors) into the OH bond of unsaturated alcohols is reported.The regioselectivity for the OH insertion is high.However, depending on the catalyst counter-ions and the diazoester alkoxy group, addition to the unsaturated centre can be promoted to some extent, yielding then cyclopropyl and cyclopropenyl carbinols.The mechanistic aspects of the reactions are discussed.