Allylacetic acid
[CAS 591-80-0]

Identification

• Classification: Chemical reagent >> Organic reagent >> Fatty acid
• Name: Allylacetic acid
• Synonyms: 4-Pentenoic acid; Pent-4-enoic acid
• Molecular Formula: C₅H₈O₂
• Molecular Weight: 100.12
• CAS Registry Number: 591-80-0
• EC Number: 209-732-7
• FEMA: 2843
• SMILES: C=CCCC(=O)O

Properties

• Density: 0.981
• Melting point: -22.5 °C
• Boiling point: 83-84 °C (12 mmHg)
• Refractive index: 1.4273-1.4303
• Flash point: 89 °C

Safety Data

• Hazard Symbols: GHS05;GHS07 Danger
• Risk Statements: H302-H314-H318
• Safety Statements: P260-P264-P264+P265-P270-P280-P301+P317-P301+P330+P331-P302+P361+P354-P304+P340-P305+P354+P338-P316-P317-P321-P330-P363-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Acute toxicity	Acute Tox.	4	H302
Skin corrosion	Skin Corr.	1C	H314
Serious eye damage	Eye Dam.	1	H318
Skin corrosion	Skin Corr.	1B	H314
Substances or mixtures corrosive to metals	Met. Corr.	1	H290
Skin corrosion	Skin Corr.	1A	H314

• Transport Information: UN 2922

chemBlink Chemical Story

Allylacetic acid, a chemical compound also known as 2-propenylacetic acid, was first discovered through organic chemistry research. It is synthesized through the reaction of acetic acid with allyl chloride or allyl alcohol. The discovery of allylacetic acid can be traced back to the early 20th century, with its structure confirmed through spectroscopic analysis and chemical characterization. This compound's unique structure, containing both an allyl group and a carboxylic acid functional group, makes it valuable for various applications across different industries.

Allylacetic acid serves as a precursor in organic synthesis for the production of various compounds. It participates in reactions to introduce the allyl group into organic molecules, facilitating the synthesis of pharmaceuticals, fragrances, and agrochemicals.

This compound finds applications in pharmaceutical synthesis as an intermediate for producing medications targeting inflammation, pain relief, and microbial infections. It contributes to the synthesis of active pharmaceutical ingredients (APIs) with therapeutic properties.

Allylacetic acid is utilized in the flavor and fragrance industry for its characteristic odor. It imparts a fruity, floral, or spicy aroma to perfumes, cosmetics, and food products, enhancing their sensory appeal.

In agrochemical synthesis, allylacetic acid is used for the production of herbicides, insecticides, and plant growth regulators. It serves as a building block for active ingredients that protect crops from pests and weeds and enhance their growth.

Researchers utilize allylacetic acid in chemical research for studying reaction mechanisms and developing new synthetic routes. It plays a crucial role in the discovery and synthesis of novel compounds with potential applications in various fields.

References

2021. One mutation, three phenotypes: novel metabolic insights on MELAS, MIDD and myopathy caused by the m.3243A > G mutation. Metabolomics : Official journal of the Metabolomic Society.
DOI: 10.1007/s11306-020-01769-w

2021. γ-Valerolactone as a Promising Solvent and Basic Chemical Product: Catalytic Synthesis from Plant Biomass Components. Catalysis in Industry, 13(3).
DOI: 10.1134/s2070050421030119

2023. Alkoxycarbonylation of Unsaturated Substrates of Plant Origin in the Presence of Palladium Catalysts as a Route to Synthesize Ester Products. Catalysis in Industry, 15(4).
DOI: 10.1134/s2070050423040104