Octanoic acid

Base Information

• Chemical Name: Octanoic acid
• CAS No.: 124-07-2
• Deprecated CAS: 2171005-29-9
• Molecular Formula: C8H16O2
• Molecular Weight: 144.214
• Hs Code.: 2915 90 70
• European Community (EC) Number: 204-677-5,273-085-7,686-108-4,686-111-0,694-232-5
• NSC Number: 5024
• UN Number: 3265
• UNII: OBL58JN025
• DSSTox Substance ID: DTXSID3021645
• Nikkaji Number: J2.013C
• Wikipedia: Caprylic_acid
• Wikidata: Q409564
• NCI Thesaurus Code: C68331
• RXCUI: 20178
• Metabolomics Workbench ID: 30
• ChEMBL ID: CHEMBL324846
• Mol file: 124-07-2.mol

Synonyms:1-Heptanecarboxylic acid;n-Caprylic acid;n-Octanoic acid;n-Octylic acid;

Chemical Property of Octanoic acid

Chemical Property:

• Appearance/Colour: colourless oily liquid
• Vapor Pressure: 1 mm Hg ( 78 °C)
• Melting Point: 16 °C
• Refractive Index: n20/D 1.428(lit.)
• Boiling Point: 239.33 °C at 760 mmHg
• PKA: 4.89(at 25℃)
• Flash Point: 107.379 °C
• PSA: 37.30000
• Density: 0.929 g/cm³
• LogP: 2.43150
• Storage Temp.: Store below +30°C.
• Solubility.: 0.68g/l
• Water Solubility.: 0.68 g/L (20 ºC)
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 144.115029749
• Heavy Atom Count: 10
• Complexity: 89.3
• Transport DOT Label: Corrosive

Purity/Quality:

95%, 99% ^*data from raw suppliers

Octanoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C,Xi
• Hazard Codes: C,Xi
• Statements: 34
• Safety Statements: 26-36/39-45-36/37/39-25-27

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Organic Acids
• Canonical SMILES: CCCCCCCC(=O)O
• Recent ClinicalTrials: Octanoic Acid for Essential Tremor
• Description: Caprylic acid is the common name for the eight-carbon saturated fatty acid known by the systematic name octanoic acid. It is found naturally in the milk of various mammals, and it is a minor constituent of coconut oil and palm kernel oil. It is an oily liquid that is minimally soluble in water with a slightly unpleasant rancid-like smell and taste. Two other acids are named after goats: caproic (C6) and capric (C10). Along with caprylic acid these total 15 % in goat milk fat.
• Physical properties: Caprylic acid, CH3(CH2)6COOH, also known as hexylacetic acid,n-octanoic acid, octylie acid, and octic acid, is a colorless, oily liquid having a mildly unpleasant odor and a burning, rancid taste. It is only slightly soluble in water (68 mg per 100 mL at 20°C). It is a natural component of coconut and palm nut oils and butter fat. Caprylic acid has also been identified in trace amounts in beer, brandy distillate, the essential oil of fermented Russian black tea leaves, and raw soybeans.It is used in manufacturing drugs and dyes.
• Uses: Octanoic acid is a flavoring agent considered to be a short or medium chain fatty acid. It occurs normally in various foods and is commercially prepared by oxidation of n-octanol or by fermentation and fractional distillation of the volatile fatty acids present. It is used in maximum levels, as served, of 0.13% for baked goods; 0.04% for cheeses; 0.005% for fats and oils, frozen dairy desserts, gelatins and puddings, meat products, and soft candy; 0.016% for snack foods; and 0.001% or less for all other food categories.

Technology Process of Octanoic acid

There total 417 articles about Octanoic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

p-nitrophenyl-caprylate (1956-10-1) → 4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + Octanoic acid (124-07-2)

Guidance literature:

With dioctadecyldimethylammonium halogenide (Br, Cl); water; In ethanol; acetonitrile; at 30 ℃; Rate constant; Kinetics; alkaline hydrolysis, vesicle size-dependent properties, further solvents, also in absence of amphiphile;

DOI:10.1021/j100156a078

Reference yield:

C36H60O30*C8H16O2 → Octanoic acid (124-07-2) + alpha cyclodextrin (10016-20-3)

Guidance literature:

With phosphate buffer; In water-d2; at 25 ℃; Equilibrium constant; Thermodynamic data; standard molar enthalpy Δ_rH⁰, standard molar Gibbs energy Δ_rG⁰, standard molar entropy Δ_rS⁰;

DOI:10.1021/jp962715n

Reference yield:

vinyl octanoate (818-44-0) + 1-Phenylethanol (98-85-1,13323-81-4) → styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + Octanoic acid (124-07-2) + (S)-1-phenylethanol (1445-91-6) + (R)-1-phenylethyl octanoate (148615-28-5)

Guidance literature:

novozyme 435; zeolite beta Al-150; In toluene; at 60 ℃;

DOI:10.1002/chem.200600723

upstream raw materials:

azelaic acid

octanol

octan-2-one oxime

4-oxooctanoic acid

Downstream raw materials:

vinyl octanoate

octyl octylate

methyl octanate

1-methylethyl octanoate

Refernces

• 1、 Vanoye, Laurent,Aloui, Asma,Pablos, Mertxe,Philippe, Regis,Percheron, Aurelien,Favre-Reguillon, Alain,De Bellefon, Claude. "A safe and efficient flow oxidation of aldehydes with O2". . p. 5978 - 5981. Retrieved 2013.
• 2、 Ishmuratov,Legostaeva,Garifullina,Botsman,Muslukhov,Ishmuratova,Tolstikov. "Transformations of peroxide products of olefin ozonolysis in tetrahydrofuran in reactions with hydroxylamine and semicarbazide hydrochlorides". . p. 928 - 933. Retrieved 2014.
• 3、 Li, Jun,Wang, Wen-Qiong,Tang, Shuai,Song, Wei-Bin,Huang, Min,Xuan, Li-Jiang. "Pentasaccharide resin glycosides with multidrug resistance reversal activities from the seeds of: Pharbitis nil". . p. 52001 - 52009. Retrieved 2017.
• 4、 Yu, Bang-Wei,Luo, Jian-Guang,Wang, Jun-Song,Zhang, Dong-Ming,Yu, Shi-Shan,Kong, Ling-Yi. "Pentasaccharide resin glycosides from ipoma pes-caprae". . p. 620 - 628. Retrieved 2011.
• 5、 Leng, Yan,Zhao, Pingping,Zhang, Mingjue,Chen, Guojian,Wang, Jun. "A dicationic ionic liquid-modified phosphotungstate hybrid catalyst for the heterogeneous oxidation of alcohols with H2O2". . p. 1796 - 1801. Retrieved 2012.
• 6、 Frescura, Vera L. A.,Marconi, Dilma M. O.,Zanette, Dino,Nome, Faruk,Blasko, Andrei,Bunton, Clifford A.. "Effects of Sulfobetaine-Sodium Dodecanoate Micelles on Deacylation and Indicator Equilibrium". . p. 11494 - 11500. Retrieved 1995.
• 7、 Casasampere, Mireia,Camacho, Luz,Cingolani, Francesca,Casas, Josefina,Egido-Gabás, Meritxell,Abad, José Luís,Bedia, Carmen,Xu, Ruijuan,Wang, Kai,Canals, Daniel,Hannun, Yusuf A.,Mao, Cungui,Fabrias, Gemma. "Activity of neutral and alkaline ceramidases on fluorogenic N -acylated coumarin-containing aminodiols". . p. 2019 - 2028. Retrieved 2015.
• 8、 Ishida, Tamao,Ogihara, Yuichiro,Ohashi, Hironori,Akita, Tomoki,Honma, Tetsuo,Oji, Hiroshi,Haruta, Masatake. "Base-free direct oxidation of 1-octanol to octanoic acid and its octyl ester over supported gold catalysts". . p. 2243 - 2248. Retrieved 2012.
• 9、 Forestrania, Roshamur Cahyan,Anaya-Eugenio, Gerardo D.,Acu?a, Ulyana Mu?oz,Ren, Yulin,Elya, Berna,de Blanco, Esperanza Carcache. "Secondary metabolites from Garcinia daedalanthera Pierre leaves (Clusiaceae)". . p. 207 - 213. Retrieved 2021.
• 10、 Anderson, Ross,Griffin, Ken,Johnston, Peter,Alsters, Paul L.. "Selective Oxidation of Alcohols to Carbonyl Compounds and Carboxylic Acids with Platinum Group Metal Catalysts". . p. 517 - 523. Retrieved 2003.