Names | |
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Preferred IUPAC name Tridecanoic acid | |
Other names C13:0 (Lipid numbers) | |
Identifiers | |
3D model (JSmol) | |
ChEBI | |
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 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 often written as R−COOH or R−CO2H, sometimes as R−C(O)OH with R referring to an organyl group, or hydrogen, or other groups. Carboxylic acids occur widely. Important examples include the amino acids and fatty acids. Deprotonation of a carboxylic acid gives a carboxylate anion.
In chemistry, an ester is a compound derived from an acid in which the hydrogen atom (H) of at least one acidic hydroxyl group of that acid is replaced by an organyl group. These compounds contain a distinctive functional group. Analogues derived from oxygen replaced by other chalcogens belong to the ester category as well. According to some authors, organyl derivatives of acidic hydrogen of other acids are esters as well, but not according to the IUPAC.
In organic chemistry, a ketone is an organic compound 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 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.
Stearic acid is a saturated fatty acid with an 18-carbon chain. The IUPAC name is octadecanoic acid. It is a soft waxy solid with the formula CH3(CH2)16CO2H. The triglyceride derived from three molecules of stearic acid is called stearin. Stearic acid is a prevalent fatty-acid in nature, found in many animal and vegetable fats, but is usually higher in animal fat than vegetable fat. It has a melting point of 69.4 °C (156.9 °F) °C and a pKa of 4.50.
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 ratio is 16:0. It is a major component of palm oil from the fruit of Elaeis guineensis, 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.
In chemistry, halogenation is a chemical reaction which introduces one or more halogens into a chemical compound. Halide-containing compounds are pervasive, making this type of transformation important, e.g. in the production of polymers, drugs. This kind of conversion is in fact so common that a comprehensive overview is challenging. This article mainly deals with halogenation using elemental halogens. Halides are also commonly introduced using salts of the halides and halogen acids. Many specialized reagents exist for and introducing halogens into diverse substrates, e.g. thionyl chloride.
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 butyric acid. It is classified as a short-chain fatty acid. Deprotonation or esterification gives derivatives called isobutyrates.
Hydrogen bromide is the inorganic compound with the formula HBr. It is a hydrogen halide consisting of hydrogen and bromine. A colorless gas, it dissolves in water, forming hydrobromic acid, which is saturated at 68.85% HBr by weight at room temperature. Aqueous solutions that are 47.6% HBr by mass form a constant-boiling azeotrope mixture that boils at 124.3 °C (255.7 °F). Boiling less concentrated solutions releases H2O until the constant-boiling mixture composition is reached.
Oxalyl chloride is an organic chemical compound with the formula Cl−C(=O)−C(=O)−Cl. This colorless, sharp-smelling liquid, the diacyl chloride of oxalic acid, is a useful reagent in organic synthesis.
In organic chemistry, ozonolysis is an organic reaction where the unsaturated bonds are cleaved with ozone. Multiple carbon–carbon bond are replaced by carbonyl groups, such as aldehydes, ketones, and carboxylic acids. The reaction is predominantly applied to alkenes, but alkynes and azo compounds are also susceptible to cleavage. The outcome of the reaction depends on the type of multiple bond being oxidized and the work-up conditions.
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. The name of the acyl group derived from myristic acid is myristoyl or tetradecanoyl. The acid is named after the binomial name for nutmeg, from which it was first isolated in 1841 by Lyon Playfair.
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.
Octyl acetate, or octyl ethanoate, is an organic compound with the formula CH3(CH2)7O2CCH3. It is classified as an ester that is formed from 1-octanol (octyl alcohol) and acetic acid. It is found in oranges, grapefruits, and other citrus products.
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. Its molecular formula is CH3(CH2)13CO2H. 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.