Octanoic Acid

• CAS: 124-07-2
• Catalog Number: ACM124072
• Category: Fatty Acids and Ester Homologs
• Molecular Weight: 144.21
• Molecular Formula: C8H16O2
• Description: Octanoic acid appears as a colorless to light yellow liquid with a mild odor. Burns, but may be difficult to ignite. Corrosive to metals and tissue.;Liquid; OtherSolid, Liquid;Liquid;Liquid;Liquid;colourless, oily liquid/slight, unpleasant odour
• Synonyms: Caprylic Acid
• IUPAC Name: octanoic acid
• Canonical SMILES: CCCCCCCC(=O)O
• InChI: WWZKQHOCKIZLMA-UHFFFAOYSA-N
• InChI Key: InChI=1S/C8H16O2/c1-2-3-4-5-6-7-8(9)10/h2-7H2,1H3,(H,9,10)
• Boiling Point: 237 °C(lit.)
• Melting Point: 16 °C
• Flash Point: 130°C
• Density: 0.91g/ml
• Solubility: less than 1 mg/mL at 64° F (NTP, 1992);0.01 M;0.789 mg/mL at 30 °C;Very slightly sol in water (0.068 g/100 g at 20 °C); freely sol in alcohol, chloroform, ether, carbon disulfide, petroleum ether, glacial acetic acid;Miscible in ethanol, chloroform, acetonitrile;In water 789 mg/L at 30 °C;0.789 mg/mL;slightly soluble in water; soluble in most organic solvents
• Appearance: Light yellow characteristic liquid
• Application: Octanoic acid, also known as caprylic acid, serves multiple purposes due to its unique chemical properties. As a medium-chain fatty acid, it is naturally present in various foods and serves as a commercial flavoring agent with applications across numerous food categories, such as baked goods, cheeses, frozen desserts, and more due to its mild, sometimes fruity-acid flavor. Beyond its culinary uses, octanoic acid is recognized for its antibacterial properties, making it valuable as an antimicrobial pesticide and as a sanitizer for food contact surfaces in food processing and handling facilities. Moreover, its penetration abilities through fatty cell wall membranes allow octanoic acid to be effective in treating certain bacterial infections, including those caused by lipid-coated bacteria like Staphylococcus aureus. Additionally, its applications extend to the agricultural sector as an algaecide, bactericide, and fungicide, and it is utilized in the manufacturing of perfumery esters and dyes. As a dietary supplement, octanoic acid may also aid in calorie burning and weight loss, highlighting its diverse functionality in both industrial and health-related fields.
• Storage: Room temperature
• Active Content: 99%
• Assay: 0.99
• CNo Chain: C8:0
• Color/Form: SOLIDIFIES TO LEAFY CRYSTALS WHEN COLD;Colorless;Oily liquid
• Complexity: 89.3
• Compound Derivative: Acid
• Covalently-Bonded Unit Count: 1
• Decomposition: When heated to decomposition it emits acrid smoke and irritating fumes.
• EC Number: 204-677-5;273-085-7;230-784-1
• Exact Mass: 144.11503g/mol
• Fatty Acid: Octanoic; (Caprylic)
• Formal Charge: 0
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Heavy Atom Count: 10
• LogP: 3.05 (LogP);3.05;log Kow = 3.05;3.05
• Monoisotopic Mass: 144.11503g/mol
• NSC Number: 5024
• Odor: FAINT, FRUITY-ACID ODOR;UNPLEASANT AND IRRITATING ODOR;Slight odor
• Other Experimental: VP: 1 MM HG AT 78.0 °C;Heat of fusion = 21.4 kJ/mol; Specific heat = 2.62 J/g (solid);Henry's Law constant = 8.29X10-7 atm-cu mmol at 25 °C (est);Hydroxyl radical reaction rate constant = 8.35X10-12 cu cm/molec-sec at 25 °C (est)
• Packaging: 1 ton
• Physical State: Liquid
• pKa: pKa 4.89 (25 °)
• Refractive Index: 1.4268-1.4288
• Rotatable Bond Count: 6
• Stability: Stable. Incompatible with bases, reducing agents, oxidizing agents. Flammable.
• UNII: OBL58JN025
• UN Number: 3265
• Vapor Pressure: 1 mm Hg at 198.1 °F ; 5 mm Hg at 237.4° F; 760 mm Hg at 459.5° F (NTP, 1992);0.00 mmHg;3.71X10-3 mm Hg at 25 °C
• Viscosity: 5.74 mPa.sec
• XLogP3: 3

Synthetic Use

Upstream Synthesis Route 1

• 45281-27-4

• 124-07-2
• 821-38-5

Reference: [1]28 Nr.10-12<1939>61,
Chem.Abstr.,1941,p. 338

Downstream Synthesis Route 1

• 56-23-5
• 124-07-2
• 7726-95-6

• 629-04-9

Reference: [1] Patent: US2176181, 1936, ,

Downstream Synthesis Route 2

• 124-07-2

• 3296-90-0

Reference: [1] Patent: US4154966, 1979, A,

Downstream Synthesis Route 3

• 124-07-2

• 1659-31-0

Reference: [1] Tetrahedron Letters, 1984, vol. 25, # 43, p. 4943 - 4946
[2] Tetrahedron Letters, 1984, vol. 25, # 43, p. 4943 - 4946

Downstream Synthesis Route 4

• 124-07-2

• 7377-03-9

Reference: [1]Monatshefte fur Chemie,2000,vol. 131,p. 549 - 569
[2]Patent: CN109761854,2019,A .Location in patent: Paragraph 0076-0082
[3]Journal of Biological Chemistry,1945,vol. 161,p. 416
[4]Bioorganic and Medicinal Chemistry Letters,2017,vol. 27,p. 1624 - 1626

* For details of the synthesis route, please refer to the original source to ensure accuracy.