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| | Octanoyl chloride Basic information |
| | Octanoyl chloride Chemical Properties |
| Melting point | -63 °C | | Boiling point | 195 °C (lit.) | | density | 0.953 g/mL at 25 °C (lit.) | | vapor pressure | 2.5 mm Hg ( 20 °C) | | refractive index | n20/D 1.435(lit.) | | Fp | 177 °F | | storage temp. | −20°C | | solubility | soluble in Chloroform, Methanol | | form | Liquid | | color | Clear | | Odor | pungent odor | | Water Solubility | REACTS | | Sensitive | Moisture Sensitive | | BRN | 635917 | | Stability: | Moisture sensitive | | InChI | 1S/C8H15ClO/c1-2-3-4-5-6-7-8(9)10/h2-7H2,1H3 | | InChIKey | REEZZSHJLXOIHL-UHFFFAOYSA-N | | SMILES | CCCCCCCC(Cl)=O | | CAS DataBase Reference | 111-64-8(CAS DataBase Reference) | | NIST Chemistry Reference | Octanoyl chloride(111-64-8) | | EPA Substance Registry System | Octanoyl chloride (111-64-8) |
| Hazard Codes | C,T | | Risk Statements | 34-22-43-41-38-23 | | Safety Statements | 26-36/37/39-45-25-39-37-24 | | RIDADR | UN 3265 8/PG 2 | | WGK Germany | 3 | | RTECS | RH1570000 | | TSCA | TSCA listed | | HazardClass | 8 | | PackingGroup | II | | HS Code | 29159080 | | Storage Class | 6.1A - Combustible acute toxic Cat. 1 and 2
very toxic hazardous materials | | Hazard Classifications | Acute Tox. 2 Inhalation
Eye Dam. 1
Met. Corr. 1
Skin Irrit. 2
Skin Sens. 1 |
| | Octanoyl chloride Usage And Synthesis |
| 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.
| | 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. |
| | Octanoyl chloride Preparation Products And Raw materials |
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