Chemical Properties | clear liquid |
Uses | Octanoyl chloride is used to produce adhesives. It is used as an acylating agent for a variety of compounds such as sugars (e.g. Sucrose, aromatic compounds (e.g. Anisole and monoglycerides. |
Uses | Applications of octanoyl chloride include:
- Synthesis of (R)-2-propyloctanoic acid, a therapeutic agent for Alzheimer′s disease.
- Synthesis of a variety of N-n-octyl-D-gluconamide based organogels.
- Building 2-heptylbenzo[d]thiazole moiety to synthesize conjugated copolymer with fluorine, as cathode interlayer in inverted polymer solar cells (PSCs).
- Octanoyl chloride is one of the essential precursors in the total synthesis of (?)-mandelalide L, a marine macrolide that display significant cytotoxicity against human cancer cell lines.
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Preparation | Diphosgene (108.8 g) was added to a mixture of octanoic acid (144.2 g) and DMF (1.5 L) at 70 C°. The mixture was left to stand for 1 h, and then nitrogen was bubbled through it for 30 min at 100 C° to give 96.9% of octanoyl chloride (purity 99.99%). Benzoyl chloride and terephthaloyl chloride were similarly prepared. |
General Description | Clear colorless to straw-colored liquid with a pungent odor. |
Air & Water Reactions | Reacts vigorously with water to form HCl and caprylic acid. Insoluble in water. |
Reactivity Profile | Octanoyl chloride is incompatible with bases (including amines), water, alcohols, and with oxidizing agents . May react vigorously or explosively if mixed with diisopropyl ether or other ethers in the presence of trace amounts of metal salts [J. Haz. Mat., 1981, 4, 291]. |
Fire Hazard | Octanoyl chloride is combustible. |