Names | |
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Preferred IUPAC name Tridecanoic acid | |
Other names C13:0 (Lipid numbers) | |
Identifiers | |
3D model (JSmol) | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.010.311 |
EC Number |
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PubChem CID | |
RTECS number |
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UNII | |
CompTox Dashboard (EPA) | |
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Properties | |
C13H26O2 | |
Molar mass | 214.349 g·mol−1 |
Appearance | White crystals or powder |
Odor | Waxy-type |
Density | 0.983 g/cm3 (37 °C) [1] 0.8458 g/cm3 (80 °C) [2] |
Melting point | 41.5 °C (106.7 °F; 314.6 K) [2] |
Boiling point | 236 °C (457 °F; 509 K) at 100 mmHg 140 °C (284 °F; 413 K) at 1 mmHg [2] |
21 mg/L (0 °C) 33 mg/L (20 °C) 38 mg/L (30 °C) 53 mg/L (60 °C) [3] | |
Solubility | Soluble in alcohol, ether, CH3COOH [2] |
Solubility in acetone | 7.52 g/100 g (0 °C) 78.6 g/100 g (20 °C) 316 g/100 g (30 °C) 8.23 kg/100 g (40 °C) [3] |
Solubility in methanol | 12.6 g/100 g (0 °C) 148 g/100 g (20 °C) 515 g/100 g (30 °C) [3] |
Solubility in benzene | 42.4 g/100 g (10 °C) 117 g/100 g (20 °C) 354 g/100 g (30 °C) [3] |
Solubility in ethyl acetate | 10.1 g/100 g (0 °C) 70 g/100 g (20 °C) 281 g/100 g (30 °C) [3] |
Vapor pressure | 0.01 kPa (109 °C) 0.47 kPa (160 °C) 3.21 kPa (200 °C) [4] 100 kPa (311.5 °C) [2] |
Refractive index (nD) | 1.4286 (50 °C) [2] |
Viscosity | 0.583 cP (120 °C) 0.3991 cP (160 °C) 0.2934 cP (200 °C) [5] |
Structure | |
Monoclinic (37 °C) [1] | |
C2/c [1] | |
α = 90°, β = 93.8°, γ = 90° | |
Thermochemistry | |
Heat capacity (C) | 387.6 J/mol·K [4] |
Std enthalpy of formation (ΔfH⦵298) | −807.2 kJ/mol (liquid) [4] |
Std enthalpy of combustion (ΔcH⦵298) | 8024.2 kJ/mol (liquid) [4] |
Hazards | |
Occupational safety and health (OHS/OSH): | |
Main hazards | Irritant |
GHS labelling: | |
[6] | |
Warning | |
H315, H319, H335 [6] | |
P261, P305+P351+P338 [6] | |
NFPA 704 (fire diamond) | |
Flash point | 113 °C (235 °F; 386 K) [6] |
Lethal dose or concentration (LD, LC): | |
LD50 (median dose) | 130 mg/kg (mice, intravenous) [7] |
Related compounds | |
Related compounds | Dodecanoic acid, Tetradecanoic acid |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
Tridecylic acid, or tridecanoic acid, is the organic compound with the formula CH3(CH2)11CO2H. It is a 13-carbon saturated fatty acid. It is a white solid.
A laboratory preparation involves permanganate oxidation of 1-tetradecene (CH3(CH2)12CH=CH2). [8]
In chemistry, an alcohol is a type of organic compound that carries at least one hydroxyl functional group bound to a saturated carbon atom. Alcohols range from the simple, like methanol and ethanol, to complex, like sucrose and cholesterol. The presence of an OH group strongly modifies the properties of hydrocarbons, confering hydrophilic (water-loving) properties. The OH group provides a site at which many reactions can occur.
In organic chemistry, a carboxylic acid is an organic acid that contains a carboxyl group attached to an R-group. The general formula of a carboxylic acid is R−COOH or R−CO2H, with R referring to the alkyl, alkenyl, aryl, or other group. Carboxylic acids occur widely. Important examples include the amino acids and fatty acids. Deprotonation of a carboxylic acid gives a carboxylate anion.
In organic chemistry, a ketone is a functional group with the structure R−C(=O)−R', where R and R' can be a variety of carbon-containing substituents. Ketones contain a carbonyl group −C(=O)−. The simplest ketone is acetone, with the formula (CH3)2CO. Many ketones are of great importance in biology and in industry. Examples include many sugars (ketoses), many steroids, and the solvent acetone.
Acridine is an organic compound and a nitrogen heterocycle with the formula C13H9N. Acridines are substituted derivatives of the parent ring. It is a planar molecule that is structurally related to anthracene with one of the central CH groups replaced by nitrogen. Like the related molecules pyridine and quinoline, acridine is mildly basic. It is an almost colorless solid, which crystallizes in needles. There are few commercial applications of acridines; at one time acridine dyes were popular, but they are now relegated to niche applications, such as with acridine orange. The name is a reference to the acrid odour and acrid skin-irritating effect of the compound.
Pyruvic acid (IUPAC name: 2-oxopropanoic acid, also called acetoic acid) (CH3COCOOH) is the simplest of the alpha-keto acids, with a carboxylic acid and a ketone functional group. Pyruvate, the conjugate base, CH3COCOO−, is an intermediate in several metabolic pathways throughout the cell.
Propionic acid is a naturally occurring carboxylic acid with chemical formula CH
3CH
2CO
2H. It is a liquid with a pungent and unpleasant smell somewhat resembling body odor. The anion CH
3CH
2CO−
2 as well as the salts and esters of propionic acid are known as propionates or propanoates.
Stearic acid is a saturated fatty acid with an 18-carbon chain. The IUPAC name is octadecanoic acid. It is a waxy solid with the formula CH3(CH2)16CO2H. Its name comes from the Greek word στέαρ "stéar", which means tallow. The salts and esters of stearic acid are called stearates. As its ester, stearic acid is one of the most common saturated fatty acids found in nature following palmitic acid. The triglyceride derived from three molecules of stearic acid is called stearin.
Potassium permanganate is an inorganic compound with the chemical formula KMnO4. It is a purplish-black crystalline salt, that dissolves in water as K+ and MnO−
4, an intensely pink to purple solution.
Palmitic acid is a fatty acid with a 16-carbon chain. It is the most common saturated fatty acid found in animals, plants and microorganisms. Its chemical formula is CH3(CH2)14COOH, and its C:D is 16:0. It is a major component of the oil from the fruit of oil palms, making up to 44% of total fats. Meats, cheeses, butter, and other dairy products also contain palmitic acid, amounting to 50–60% of total fats. Palmitates are the salts and esters of palmitic acid. The palmitate anion is the observed form of palmitic acid at physiologic pH (7.4).
Isobutyric acid, also known as 2-methylpropanoic acid or isobutanoic acid, is a carboxylic acid with structural formula (CH3)2CHCOOH. It is an isomer of n-butyric acid. It is classified as a short-chain fatty acid. Deprotonation or esterification gives derivatives called isobutyrates.
Lauric acid, systematically dodecanoic acid, is a saturated fatty acid with a 12-carbon atom chain, thus having many properties of medium-chain fatty acids. It is a bright white, powdery solid with a faint odor of bay oil or soap. The salts and esters of lauric acid are known as laurates.
Myristic acid is a common saturated fatty acid with the molecular formula CH3(CH2)12COOH. Its salts and esters are commonly referred to as myristates or tetradecanoates. It is named after the binomial name for nutmeg, from which it was first isolated in 1841 by Lyon Playfair.
A permanganate is a chemical compound containing the manganate(VII) ion, MnO−
4, the conjugate base of permanganic acid. Because the manganese atom is in the +7 oxidation state, the permanganate(VII) ion is a strong oxidizing agent. The ion is a transition metal oxo complex with tetrahedral geometry. Permanganate solutions are purple in color and are stable in neutral or slightly alkaline media. The exact chemical reaction is dependent upon the organic contaminants present and the oxidant utilized. For example, trichloroethane (C2H3Cl3) is oxidized by permanganate ions to form carbon dioxide (CO2), manganese dioxide (MnO2), hydrogen ions (H+), and chloride ions (Cl−).
Capric acid, also known as decanoic acid or decylic acid, is a saturated fatty acid, medium-chain fatty acid (MCFA), and carboxylic acid. Its formula is CH3(CH2)8COOH. Salts and esters of decanoic acid are called caprates or decanoates. The term capric acid is derived from the Latin "caper / capra" (goat) because the sweaty, unpleasant smell of the compound is reminiscent of goats.
Enanthic acid, also called heptanoic acid, is an organic compound composed of a seven-carbon chain terminating in a carboxylic acid functional group. It is a colorless oily liquid with an unpleasant, rancid odor. It contributes to the odor of some rancid oils. It is slightly soluble in water, but very soluble in ethanol and ether. Salts and esters of enanthic acid are called enanthates or heptanoates.
Pelargonic acid, also called nonanoic acid, is an organic compound with structural formula CH3(CH2)7CO2H. It is a nine-carbon fatty acid. Nonanoic acid is a colorless oily liquid with an unpleasant, rancid odor. It is nearly insoluble in water, but very soluble in organic solvents. The esters and salts of pelargonic acid are called pelargonates or nonanoates.
In organic chemistry, a homologation reaction, also known as homologization, is any chemical reaction that converts the reactant into the next member of the homologous series. A homologous series is a group of compounds that differ by a constant unit, generally a methylene group. The reactants undergo a homologation when the number of a repeated structural unit in the molecules is increased. The most common homologation reactions increase the number of methylene units in saturated chain within the molecule. For example, the reaction of aldehydes or ketones with diazomethane or methoxymethylenetriphenylphosphine to give the next homologue in the series.
Pentadecylic acid, also known as pentadecanoic acid or C15:0 is an odd-chain saturated fatty acid. It is a colorless solid.
Nonadecylic acid, or nonadecanoic acid, is a 19-carbon saturated fatty acid with the chemical formula CH3(CH2)17COOH. It forms salts called nonadecylates. Nonadecylic acid can be found in fats and vegetable oils, although it is rare.
Heneicosylic acid, or heneicosanoic acid, is the organic compound with the formula CH3(CH2)19CO2H. It is the straight-chain 21-carbon saturated fatty acid. It is a colorless solid.