| Description | Allylacetic acid (allyl acetate) is a derivative of acetate. It is
the acetate ester of allyl alcohol. It is useful industrial
intermediate. It is the precursor of some special polymer such as
drying oils. It can also be used as a useful allylating reagent for
catalyzing the allylation of aldehydes, and also allylation of aryl
bromides in the palladium-catalyzed cross-coupling reaction. It has
also demonstrated that it is a potential fumigant against grain
beetle pests; study has shown that doses of 50–150 mg litre?1 with
24–120-h exposures are necessary to achieve 100% mortality of all
life stages against grain beetle pests. Study has also shown that
ally acetate is an effective oxidants during the Palladium—
Iminophosphine-Catalyzed Homocoupling of Alkynylstannanes and Other
Organostannanes |
| References | Denmark, S. E., and S. T. Nguyen. "Catalytic, nucleophilic allylation of aldehydes with allyl acetate. " Organic Letters 11.3 (2009):781-4.
Yokoyama, Y., et al. "ChemInform Abstract: Palladium- Catalyzed Cross-Coupling Reaction: Direct Allylation of Aryl Bromides with Allyl Acetate."Chemischer Informationsdienst 26.52 (1986):6457-6460.
Rajendran, Dr Somiahnadar, and N. Muralidharan. "Effectiveness of allyl acetate as a fumigant against five stored grain beetle pests." Pest Management Science 61.1(2005):97-101.
Shirakawa, Eiji, et al. "Palladium—Iminophosphine-Catalyzed Homocoupling of Alkynylstannanes and Other Organostannanes Using Allyl Acetate or Air as an Oxidant." Journal of Organometallic Chemistry670.1(2003):132-136.
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| Chemical Properties | clear colorless to light yellow liquid |
| Chemical Properties | 4-Pentenoic acid has a sour, caramellic flavor with sweet aftertaste. It has an acrid flavor and odor at high levels. |
| Uses | Sulfonation yields the corresponding γ-lactone.1 |
| Uses | The sulfonation of 4-pentenoic acid (Allylacetic acid) yields the corresponding γ-lactone. It was used to inhibit fatty acid oxidation in rat heart mitochondria. |
| Uses | 4-Pentenoic acid (Allylacetic acid) was used to inhibit fatty acid oxidation in rat heart mitochondria. |
| Definition | ChEBI: A pentenoic acid having the double bond at position 4. |
| Preparation | By decarboxylation via heating allylmalonic acid; from the corresponding ethyl ester prepared by boiling ethyl 4-chloron-
valerate in quinoline. |
| Synthesis Reference(s) | Synthetic Communications, 13, p. 889, 1983 DOI: 10.1080/00397918308059542 |
| General Description | 4-Pentenoic acid is a volatile acid reported to be found in tobacco. |
| Safety Profile | Poison by subcutaneous and intraperitoneal routes. Moderately toxic by ingestion. When heated to decomposition it emits acrid smoke and irritating fumes. |
