Along with decanoic acid, these total 15% in goat milk fat. Shop a large selection of Decanoic acid, 99%, ACROS Organics™ products and learn more about Decanoic acid, 99%, ACROS Organics™ . Food Sci. May absorb enough water from the air and dissolve sufficiently in it to corrode or dissolve iron, steel, and aluminum parts and containers. Salts and esters of octanoic acid are known as octanoates or caprylates. Beilstein/REAXYS Number 507055 . Decanoic acid, a medium-chain fatty acid, is one of the volatile flavor/aroma constituents that has been identified in apple wine, stored nonfat dry milk and parmesan cheese. [8], Caprate ester prodrugs of various pharmaceuticals are available. Solubility of carboxylic acid depends upon the size of hydrocarbons attached to the carboxylic group. Similarly to decanoic acid, octanoic acid is found naturally in the coconut oil and goat milk fat, and it is used commercially in many food and perfumery industry . I agree water, 3.13e+004 mg/L @ 25 °C (est) Organoleptic Properties: Odor and/or flavor descriptions from others (if found). Since capric acid is a fatty acid, forming a salt or ester with a drug will increase its lipophilicity and its affinity for adipose tissue. Boiling Point. Soluble in acetone, benzene, chloroform, carbon disulfide, ethyl ether, ethanol, dilute nitric acid and most organic solvents. You can disable the usage of cookies by changing the settings of your browser. All Rights Reserved. It is also used as an intermediate in chemical syntheses. [10] It is found in the milk of various mammals and to a lesser extent in other animal fats. As shown in Table 2, up to 0.015 wt% of decanoic acid and around 0.067% remain in the produced water. These small concentrations should not be harmful not to mention toxic. Incompatible with bases, reducing agents and oxidizing agents. Sodium decanoate, or sodium caprate, is the sodium salt of caproic acid, a 10-carbon saturated fatty acid. Continue rinsing. Carboxylic acid containing 1 to 4 carbon atoms is infinitely soluble. Show transcribed image text. Methanoic Acid (formic Acid) Is Infinitely Soluble In Water, While Decanoic Acid (capric Acid) Is Almost Completely Insoluble. Their reactions with bases, called "neutralizations", are accompanied by the evolution of substantial amounts of heat. This compound belongs to the straight chain fatty acids. Caprinic acid; Caprynic acid; Decoic acid; Decylic acid; InChI=1S/C10H20O2/c1-2-3-4-5-6-7-8-9-10(11)12/h2-9H2,1H3,(H,11,12), InChI=1/C10H20O2/c1-2-3-4-5-6-7-8-9-10(11)12/h2-9H2,1H3,(H,11,12), Except where otherwise noted, data are given for materials in their, David J. Anneken, Sabine Both, Ralf Christoph, Georg Fieg, Udo Steinberner, Alfred Westfechtel "Fatty Acids" in, "Komposisi Proksimat dan Komponen Asid Lemak Durian Kuning (Durio graveolens) Sabah", "The component acids of milk fats of the goat, ewe and mare", "Seizure control by decanoic acid through direct AMPA receptor inhibition", "The ketogenic diet component decanoic acid increases mitochondrial citrate synthase and complex I activity in neuronal cells", "Identification and Mechanism of 10-Carbon Fatty Acid as Modulating Ligand of Peroxisome Proliferator-activated Receptors", "Seizure control by ketogenic diet-associated medium chain fatty acids", "Anticonvulsant properties of an oral ketone ester in a pentylenetetrazole-model of seizure", "Ketogenic Diet Metabolites Reduce Firing in Central Neurons by Opening KATP Channels", https://en.wikipedia.org/w/index.php?title=Capric_acid&oldid=997250453, Chemical articles with multiple compound IDs, Multiple chemicals in an infobox that need indexing, Chemical articles with multiple CAS registry numbers, Articles with changed DrugBank identifier, Pages using collapsible list with both background and text-align in titlestyle, Articles containing unverified chemical infoboxes, Articles with unsourced statements from April 2020, Creative Commons Attribution-ShareAlike License, This page was last edited on 30 December 2020, at 17:42. Causes skin irritation. If skin irritation occurs: Get medical advice/attention. Caprylic acid (from the Latin word capra, meaning "goat"), also known under the systematic name octanoic acid, is a saturated fatty acid and carboxylic acid with the structural formula CH 3 (CH 2) 6 CO 2 H. It is a colorless oily liquid that is minimally soluble in water with a slightly unpleasant rancid-like smell and taste. Capric acid is used in the manufacture of esters for artificial fruit flavors and perfumes. MDL number MFCD00000771. IF IN EYES: Rinse cautiously with water for several minutes. Therefore, read across from the key studies of a shorter (octanoic acid, C8) and a longer-chain fatty acid (lauric acid, C12), which are members of the fatty acid category, was conducted. It is also used as an intermediate in chemical syntheses. It is involved in the preparation of wetting agents and sodium deconate, which is an active component in soap. Insoluble in water. Acetic acid has a short hydrocarbon tail (CH3-) while decanoic acid has a very long hydrocarbon tail (9 carbons). Decanoic acid is used in perfumes, resins, lubricants, greases, dyes, plastics, pharmaceuticals and food additives. Soluble in most organic solvents and in dilute … The longer the hydrocarbon tail, the harder it … [9], Capric acid occurs naturally in coconut oil (about 10%) and palm kernel oil (about 4%), otherwise it is uncommon in typical seed oils. 31.6 °C, 305 °K, 89 °F. H303-H315-H319-H412. The main FA synthesized in mammary glands is decanoic, or capric acid. IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell. Further, it is employed in the generation of esters for artificial fruit flavors. Neutralization of capric acid or saponification of its triglyceride esters with sodium hydroxide yields sodium caprate, CH3(CH2)8CO2−Na+. Thus, carboxylic acids with smaller hydrocarbons are readily soluble in water. [15], It should however be noted that orally ingested medium chain fatty acids would be very rapidly degraded by first-pass metabolism by being taken up in the liver via the portal vein, and are quickly metabolized via coenzyme A intermediates through β-oxidation and the citric acid cycle to produce carbon dioxide, acetate and ketone bodies. [14], Capric acid may be responsible for the mitochondrial proliferation associated with the ketogenic diet, and that this may occur via PPARγ receptor agonism and its target genes involved in mitochondrial biogenesis. Salts and esters of decanoic acid are called caprates or decanoates. PubChem Substance ID 24848464 [17] Whether the ketones β-hydroxybutryate and acetone have direct antiseizure activity is unclear.[14][18][19][20]. Smaller hydrocarbons lead to a greater solubility of carboxylic acid. Its formula is CH3(CH2)8COOH. Our site saves small pieces of text information (cookies) on your device in order to deliver better content and for statistical purposes. [citation needed], Capric acid acts as a non-competitive AMPA receptor antagonist at therapeutically relevant concentrations, in a voltage- and subunit-dependent manner, and this is sufficient to explain its antiseizure effects. Remove contact lenses, if present and easy to do. Privacy Policy Complex I activity of the electron transport chain is substantially elevated by decanoic acid treatment. Production of Decanoic acid (CAS NO.334-48-5): Capric acid occurs naturally in coconut oil and palm kernel oil, as well as in the milk of various mammals and to a lesser extent in other animal fats. Capric acid, also known as decanoic acid or decylic acid, is a saturated fatty acid. water, 2672 mg/L @ 25 °C (est) Insoluble in: water . The solubility of Oxalic acid was studied in different solvents like water, chloroform, acetone, alcohol and many percentile solutions of different solvents at different temperature. © Copyright 2021 Alfa Aesar, Thermo Fisher Scientific. NEODECANOIC ACID is a carboxylic acid. Solubility in Water. The water solubility at 35°C and at 50°C is not measurable. Reacts with cyanide salts or solutions of cyanide salts to generate gaseous hydrogen cyanide. Other solubilities: soluble in dilute hno3, soluble in ethanol, ether, chloroform, benzene and, carbon disulfide: Melting Point: 30.0°C to 32.0°C: Color: White: Boiling Point: 268.0°C to 270.0°C: Quantity: 100g: Flash Point: 150°C: Chemical Name or Material: Decanoic acid, 99+% Show More Show Less [15][16] The water solubility of the water test item is 43 mg/L (20°C, unpuffered), 31 mg/L (20°C, pH 4), and 1843 mg/L (20°C, pH 7) and 2882 mg/L (20°C, pH 9). [14] This direct inhibition of excitatory neurotransmission by capric acid in the brain contributes to the anticonvulsant effect of the MCT ketogenic diet. 0.893 g/cm 3. IF ON SKIN: Wash with plenty of soap and water. Salts and esters of decanoic acid are called decanoates or "caprates". Decanoic acid can be prepared from oxidation of primary alcohol decanol, by using chromium trioxide (CrO 3 ) oxidant under acidic conditions in an acetone solvent. Solubility. Its formula is CH3(CH2)8COOH. Solubility in water, g/100ml at 25°C: 0.025 (very poor) Vapour pressure, Pa at 50°C: 29 (calculated) Relative vapour density (air = 1): 5.9 Flash point: 94°C c.c. Capric acid, also known as decanoic acid or decylic acid, is a saturated fatty acid. In addition to this, it is used in agricultural chemicals, lubricant additives and surface active agents. DECANOIC ACID reacts exothermically to neutralize bases. Can react with active metals to form gaseous hydrogen and a metal salt. Expert Answer . They react in this way with all bases, both organic (for example, the amines) and inorganic. Capric acid occurs naturally in coconut oil (about 10%) and palm kernel oil (about 4%), otherwise it is uncommon in typical seed oils. Based On A Comparison Of Structures, Explain The Large Difference In Water Solubility. Carboxylic acids donate hydrogen ions if a base is present to accept them. This salt is a component of some types of soap. Fatty acids in milk fat have an intermediate length (6–10C), which gives them the advantage of easier absorption. Clear. Since distribution of a drug from fatty tissue is usually slow, one may develop a long-acting injectable form of a drug (called a depot injection) by using its caprate form. Melting point 31.5°C. Soft Matter 2015, 11 (31), 6327-6334. Causes serious eye irritation. The term capric acid is derived from the Latin "caper / capra" (goat) because the sweaty, unpleasant smell of the compound is reminiscent of goats. [12], Capric acid can be prepared from oxidation of the primary alcohol decanol by using chromium trioxide (CrO3) oxidant under acidic conditions.[13]. If eye irritation persists: Take off contaminated clothing and wash before reuse. Hazard Statements: [11], Two other acids are named after goats: caproic acid (a C6:0 fatty acid) and caprylic acid (a C8:0 fatty acid). Precautionary Statements: The DESs are prepared by mixing decanoic acid with a quaternary ammonium salt with different halide anions and alkyl chain lengths. Decanoic acid is a solid. J. Harmful to aquatic life with long lasting effects. Synonym: Capric acid chloride CAS Number 112-13-0. Wear protective gloves/protective clothing/eye protection/face protection. The proteins that decanoic acid targets include furin, octanoyltransferase, 3-oxoacyl-[acyl-carrier-protein] synthase 1, peptostreptococcal albumin-binding protein, and putative uncharacterized protein tcp14. It has a role as an antibacterial agent, a human metabolite and an Escherichia coli metabolite. It is used in organic synthesis and industrially in the manufacture of perfumes, lubricants, greases, rubber, dyes, plastics, food additives and pharmaceuticals. Nitinol™ Nickel Titanium Shape Memory Alloys, Specpure® Inorganic Standards for Water Analysis, Specpure® Oil-Based Standards for Wear Metal Analysis, Specpure® XRF Standards for Petroleum Products, Cellular Growth & Attachment Factors - BT Products, POCO Electron Beam Crucibles & Hearth Shields (Carbon Graphite), Boron, Phosphorus, Silicon, and Sulfur Compounds, Sugars, Steroids, Amino Acids, and Nucleotides, Precious Metal Compounds - Homogeneous Catalysts, https://portal.thermofisher.co.in/WOP/IndiaStockCheck.aspx. Keep, Remove your current shopping cart and replace with the saved cart? ( if found ), both organic ( for example, the harder it … the FA. 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