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Caprylic acid information


Caprylic acid
Skeletal formula
Ball-and-stick model
Names
Preferred IUPAC name
Octanoic acid
Other names
1-Heptanecarboxylic acid
Octylic acid
Octoic acid
C8:0 (lipid numbers)
Identifiers
CAS Number
  • 124-07-2 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:28837 checkY
ChEMBL
  • ChEMBL324846 checkY
ChemSpider
  • 370 checkY
DrugBank
  • DB04519 checkY
ECHA InfoCard 100.004.253 Edit this at Wikidata
EC Number
  • 204-677-5
IUPHAR/BPS
  • 4585
KEGG
  • D05220 checkY
PubChem CID
  • 379
UNII
  • OBL58JN025 checkY
CompTox Dashboard (EPA)
  • DTXSID3021645 Edit this at Wikidata
InChI
  • InChI=1S/C8H16O2/c1-2-3-4-5-6-7-8(9)10/h2-7H2,1H3,(H,9,10) checkY
    Key: WWZKQHOCKIZLMA-UHFFFAOYSA-N checkY
  • InChI=1/C8H16O2/c1-2-3-4-5-6-7-8(9)10/h2-7H2,1H3,(H,9,10)
    Key: WWZKQHOCKIZLMA-UHFFFAOYAH
SMILES
  • CCCCCCCC(=O)O
Properties
Chemical formula
C8H16O2
Molar mass 144.214 g/mol
Appearance Oily colorless liquid
Odor Faint, fruity-acid; irritating
Density 0.910 g/cm3[1]
Melting point 16.7 °C (62.1 °F; 289.8 K)[3]
Boiling point 239.7 °C (463.5 °F; 512.8 K)[1]
Solubility in water
0.068 g/100 mL[1]
Solubility Soluble in alcohol, chloroform, ether, CS2, petroleum ether, acetonitrile
log P 3.05
Vapor pressure 0.25 Pa
Acidity (pKa)
  • 4.89[2]
  • 1.055 (2.06–2.63 K)
  • 1.53 (−191 °C)
Magnetic susceptibility (χ)
−101.60·10−6 cm3/mol
Refractive index (nD)
1.4285
Thermochemistry
Heat capacity (C)
297.9 J/K·mol
Std enthalpy of
formation fH298)
−636 kJ/mol
Hazards
GHS labelling:
Pictograms
GHS05: Corrosive[4]
Signal word
Danger
Hazard statements
H314
Precautionary statements
P264, P280, P301+P330+P331, P303+P361+P353, P304+P340+P310, P305+P351+P338+P310, P363, P405, P501
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 3: Short exposure could cause serious temporary or residual injury. E.g. chlorine gasFlammability 0: Will not burn. E.g. waterInstability 1: Normally stable, but can become unstable at elevated temperatures and pressures. E.g. calciumSpecial hazard COR: Corrosive; strong acid or base. E.g. sulfuric acid, potassium hydroxide
3
0
1
COR
Flash point 130 °C (266 °F; 403 K)
Autoignition
temperature
440 °C (824 °F; 713 K)
Lethal dose or concentration (LD, LC):
LD50 (median dose)
10.08 g/kg (orally in rats)[1]
Related compounds
Related compounds
Heptanoic acid, nonanoic acid
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)
Infobox references

Caprylic acid (from Latin capra 'goat'), also known under the systematic name octanoic acid or C8 Acid, is a saturated fatty acid, medium-chain fatty acid (MCFA). It has the structural formula H3C−(CH2)6−COOH, and is a colorless oily liquid that is minimally soluble in water with a slightly unpleasant rancid-like smell and taste.[1] Salts and esters of octanoic acid are known as octanoates or caprylates. It is a common industrial chemical, which is produced by oxidation of the C8 aldehyde.[5] Its compounds are found naturally in the milk of various mammals and as a minor constituent of coconut oil and palm kernel oil.[3]

Two other acids are named after goats via the Latin word capra: caproic acid (C6) and capric acid (C10). Together, these three fatty acids comprise 15% of the fatty acids in goat milk fat.

  1. ^ a b c d e Budavari, Susan, ed. (1996), The Merck Index: An Encyclopedia of Chemicals, Drugs, and Biologicals (12th ed.), Merck, ISBN 0911910123
  2. ^ Lide, D.R. (Ed.) (1990). CRC Handbook of Chemistry and Physics (70th Edn.). Boca Raton (FL):CRC Press.
  3. ^ a b Beare-Rogers, J.; Dieffenbacher, A.; Holm, J.V. (2001). "Lexicon of lipid nutrition (IUPAC Technical Report)". Pure and Applied Chemistry. 73 (4): 685–744. doi:10.1351/pac200173040685. S2CID 84492006.
  4. ^ Sigma-Aldrich Co., Octanoic acid. Retrieved on 2022-08-11.
  5. ^ Riemenschneider, Wilhelm (2002). "Carboxylic Acids, Aliphatic". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a05_235. ISBN 978-3527306732.

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Caprylic acid

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Caprylic acid (from Latin capra 'goat'), also known under the systematic name octanoic acid or C8 Acid, is a saturated fatty acid, medium-chain fatty...

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Caproic acid

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gestonorone caproate. Two other acids are named after goats: caprylic acid (C8) and capric acid (C10). Along with caproic acid, they account for 15% of the...

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Lipoic acid

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Lipoic acid (LA), also known as α-lipoic acid, alpha-lipoic acid (ALA) and thioctic acid, is an organosulfur compound derived from caprylic acid (octanoic...

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Essential tremor

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metabolized into caprylic acid in the body and that caprylic acid actually was the tremor-reducing agent. Many studies of the effects of caprylic acid on essential...

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List of saturated fatty acids

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Saturated fatty acids are fatty acids that make up saturated fats. List of unsaturated fatty acids Carboxylic acid List of carboxylic acids Dicarboxylic acid...

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Fatty acid

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a fatty acid is a carboxylic acid with an aliphatic chain, which is either saturated or unsaturated. Most naturally occurring fatty acids have an unbranched...

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List of carboxylic acids

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Carboxylic acids are organic acids characterized by a carboxyl (-COOH) functional group. The naming of these compounds is governed by IUPAC nomenclature...

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Capric acid

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fats. Two other acids are named after goats: caproic acid (a C6:0 fatty acid) and caprylic acid (a C8:0 fatty acid). Along with capric acid, these total...

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Carboxylic acid

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carboxylic acid is an organic acid that contains a carboxyl group (−C(=O)−OH) attached to an R-group. The general formula of a carboxylic acid is often...

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Antivenom

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antivenom products, including "salting out" with ammonium sulphate or caprylic acid, enzymatic reduction of antibodies with papain or with pepsin, affinity...

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List of macronutrients

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Valine Acetic acid (C2) Propionic acid (C3) Butyric acid (C4) Valeric acid (C5) Caproic acid (C6) Caprylic acid (C8) Capric acid (C10) Lauric acid (C12) Myristic...

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Ethyl octanoate

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Ethyl octanoate, also known as ethyl caprylate, is a fatty acid ester formed from caprylic acid and ethanol. A colorless liquid at room temperature, it has...

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Uropygi

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abdomen that can spray a combination of acetic acid and caprylic acid when they are bothered. The acetic acid gives this spray a vinegar-like smell, giving...

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Eastern brown snake

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challenges were eventually overcome. Dogs and cats can be treated with a caprylic acid-fractionated, bivalent, whole IgG, equine antivenom. Eastern brown snakes...

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IUPAC nomenclature of organic chemistry

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Malonic acid, CH2(COOH)2, is systematically named propanedioic acid. Alternatively, the suffix "-carboxylic acid" can be used in place of "oic acid", combined...

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Coconut oil

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The fractionation of coconut oil can also be used to isolate caprylic acid and capric acid, which are medium-chain triglycerides, as these are used for...

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C8H16O2

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formula C8H16O2 may refer to: Butyl butyrate Caprylic acid Cyclohexanedimethanol Ethyl hexanoate 2-Ethylhexanoic acid Hexyl acetate Manzanate Pentyl propanoate...

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Cuphea

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particular fatty acid. C. painteri oil, for example, is about three-quarters caprylic acid; C. carthagenensis oil consists of about 80% lauric acid. C. koehneana...

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List of food additives

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cultivar of rapeseed Canthaxanthin – color Caper (Capparis spinosa) – Caprylic acid - preservative Capsanthin – color Capsorubin – color Carrageenan – A...

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Serratia

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preferred for the selective growth of genus Serratia, as it can use caprylic acid as a carbon source. Serological typing and different types of polymerase...

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Beer fault

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Octanoic acid (caprylic acid) is a fatty acid produced by the metabolism of yeast during fermentation. When the content of octanoic acid in the beer...

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Penetration enhancer

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oral drug development include medium-chain fatty acids like caprylic acid or caprate, or its amino acid ester like Salcaprozate sodium (SNAC). The above-mentioned...

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Viscoleo

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the medium-chain fatty acids caprylic acid (C8) (55–60%), capric acid (C10) (40%), lauric acid (C12) (1–5%), and caproic acid (C6) (0.5%). It is used...

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Octanoyl chloride

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Octanoyl chloride Other names Capryloyl chloride; n-Octanoyl chloride; Caprylic acid chloride Identifiers CAS Number 111-64-8 Y 3D model (JSmol) Interactive...

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Cuphea oil

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of single fatty acids. C. painteri, for example, is rich in caprylic acid (73%), where C. carthagenensis oil consists of 81% lauric acid. C. koehneana oil...

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Caprenin

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normal food fat, being made up of glycerol and fatty acids (behenic, capric, and caprylic acids). Caprenin contains about 4 kcal per gram, or about half...

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Axona

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kernel oil (caprylic triglyceride), a medium-chain triglyceride. Cericin, the company that makes Axona, states that during digestion, caprylic triglyceride...

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Palm kernel oil

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vegetable fats; these oils give the name to the 16-carbon saturated fatty acid palmitic acid that they contain. Palm kernel oil, which is semi-solid at room temperature...

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