Hentriacontylic acid

Last updated
Hentriacontylic acid
Hentriacontylic acid.svg
Names
Preferred IUPAC name
Hentriacontanoic acid
Other names
Henatriacontylic acid; Henatriacontanoic acid
Identifiers
3D model (JSmol)
ChemSpider
PubChem CID
UNII
  • InChI=1S/C31H62O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31(32)33/h2-30H2,1H3,(H,32,33) X mark.svgN
    Key: ONLMUMPTRGEPCH-UHFFFAOYSA-N X mark.svgN
  • InChI=1/C31H62O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31(32)33/h2-30H2,1H3,(H,32,33)
    Key: ONLMUMPTRGEPCH-UHFFFAOYAE
  • OC(CCCCCCCCCCCCCCCCCCCCCCCCCCCCCC)=O
Properties
C31H62O2
Molar mass 466.835 g·mol−1
Melting point 109.3 to 109.6 °C (228.7 to 229.3 °F; 382.4 to 382.8 K) [1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
X mark.svgN  verify  (what is  Yes check.svgYX mark.svgN ?)
Infobox references

Hentriacontylic acid (also hentriacontanoic acid, henatriacontylic acid, or henatriacontanoic acid) is a carboxylic saturated fatty acid.

Contents

Sources

Hentriacontylic acid can be derived from peat wax and montan wax.

The olefin triacontene-1 can be reacted to yield linear n-henatriacontanoic acid. [2]

See also

Related Research Articles

Fatty acid Carboxylic acid

In chemistry, particularly in biochemistry, a fatty acid is a carboxylic acid with a long aliphatic chain, which is either saturated or unsaturated. Most naturally occurring fatty acids have an unbranched chain of an even number of carbon atoms, from 4 to 28. Fatty acids are usually not found in organisms in their standalone form, but instead exist as three main classes of esters: triglycerides, phospholipids, and cholesteryl esters. In any of these forms, fatty acids are both important dietary sources of fuel for animals and they are important structural components for cells.

Fat Esters of three fatty acid chains and the alcohol glycerol, one of the three main macronutrients, also known as triglycerides

In nutrition, biology, and chemistry, fat usually means any ester of fatty acids, or a mixture of such compounds; most commonly those that occur in living beings or in food.

Triglyceride

A triglyceride is an ester derived from glycerol and three fatty acids. Triglycerides are the main constituents of body fat in humans and other vertebrates, as well as vegetable fat. They are also present in the blood to enable the bidirectional transference of adipose fat and blood glucose from the liver, and are a major component of human skin oils.

Wax

Waxes are a diverse class of organic compounds that are lipophilic, malleable solids near ambient temperatures. They include higher alkanes and lipids, typically with melting points above about 40 °C (104 °F), melting to give low viscosity liquids. Waxes are insoluble in water but soluble in organic, nonpolar solvents. Natural waxes of different types are produced by plants and animals and occur in petroleum.

A saturated fat is a type of fat in which the fatty acid chains have all or predominantly single bonds. A fat is made of two kinds of smaller molecules: glycerol and fatty acids. Fats are made of long chains of carbon (C) atoms. Some carbon atoms are linked by single bonds (-C-C-) and others are linked by double bonds (-C=C-). Double bonds can react with hydrogen to form single bonds. They are called saturated because the second bond is broken and each half of the bond is attached to a hydrogen atom.

Drying oil

A drying oil is an oil that hardens to a tough, solid film after a period of exposure to air. The oil hardens through a chemical reaction in which the components crosslink by the action of oxygen. Drying oils are a key component of oil paint and some varnishes. Some commonly used drying oils include linseed oil, tung oil, poppy seed oil, perilla oil, and walnut oil. Their use has declined over the past several decades, as they have been replaced by alkyd resins and other binders.

Walnut oil is oil extracted from walnuts, Juglans regia. The oil contains polyunsaturated fatty acids, monounsaturated fatty acids, and saturated fats.

Fatty alcohols (or long-chain alcohols) are usually high-molecular-weight, straight-chain primary alcohols, but can also range from as few as 4–6 carbons to as many as 22–26, derived from natural fats and oils. The precise chain length varies with the source. Some commercially important fatty alcohols are lauryl, stearyl, and oleyl alcohols. They are colourless oily liquids (for smaller carbon numbers) or waxy solids, although impure samples may appear yellow. Fatty alcohols usually have an even number of carbon atoms and a single alcohol group (–OH) attached to the terminal carbon. Some are unsaturated and some are branched. They are widely used in industry. As with fatty acids, they are often referred to generically by the number of carbon atoms in the molecule, such as "a C12 alcohol", that is an alcohol having 12 carbons, for example dodecanol.

Uropygial gland

The uropygial gland, informally known as the preen gland or the oil gland, is a bilobed sebaceous gland possessed by the majority of birds. It is located dorsally at the base of the tail and is greatly variable in both shape and size. In some species, the opening of the gland has a small tuft of feathers to provide a wick for the preen oil. It is a holocrine gland enclosed in a connective tissue capsule made up of glandular acini that deposit their oil secretion into a common collector tube ending in a variable number of pores (openings), most usually two. Each lobe has a central cavity that collects the secretion from tubules arranged radially around the cavity. The gland secretion is conveyed to the surface via ducts that, in most species, open at the top of a papilla.

Wheat germ oil

Wheat germ oil is extracted from the germ of the wheat kernel, which makes up only 2.5% by weight of the kernel Wheat germ oil is particularly high in octacosanol - a 28-carbon long-chain saturated primary alcohol found in a number of different vegetable waxes. Octacosanol has been studied as an exercise- and physical performance-enhancing agent. Very long chain fatty alcohols obtained from plant waxes and beeswax have been reported to lower plasma cholesterol in humans. Wheat germ oil is also very high in vitamin E, and has the highest content of vitamin E of any food that has not undergone prior preparation or vitamin fortification. As a cooking oil, wheat germ oil is strongly flavored, expensive and easily perishable. Wheat germ oil contains the following fatty acids:

A wax ester (WE) is an ester of a fatty acid and a fatty alcohol. Wax esters comprise the main components of three commercially important waxes: carnauba wax, candelilla wax, and beeswax.

Fatty acid synthesis is the creation of fatty acids from acetyl-CoA and NADPH through the action of enzymes called fatty acid synthases. This process takes place in the cytoplasm of the cell. Most of the acetyl-CoA which is converted into fatty acids is derived from carbohydrates via the glycolytic pathway. The glycolytic pathway also provides the glycerol with which three fatty acids can combine to form triglycerides, the final product of the lipogenic process. When only two fatty acids combine with glycerol and the third alcohol group is phosphorylated with a group such as phosphatidylcholine, a phospholipid is formed. Phospholipids form the bulk of the lipid bilayers that make up cell membranes and surround the organelles within the cells

Psyllic acid is a saturated fatty acid.

Lacceroic acid is a saturated fatty acid.

Melissic acid is a saturated fatty acid.

Cerotic acid, or hexacosanoic acid, is a 26-carbon long-chain saturated fatty acid with the chemical formula CH3(CH2)24COOH. It is most commonly found in beeswax and carnauba wax, and is a white crystalline solid.

Montanic acid is a saturated fatty acid isolated and detected mainly in montan wax. It also occurs in beeswax and Chinese wax. Montanic acid ethylene glycol esters and glycerol esters are used as protective layer on fruit skins and coating on foods. It is known as E number reference E912.

Heneicosylic acid, or heneicosanoic acid, is a 21-carbon long-chain saturated fatty acid with the chemical formula CH3(CH2)19COOH. It has shown relevance in the production of foams, paints, and related viscous materials.

Cooking oil Oil consumed by humans, of vegetable or animal origin

Cooking oil is plant, animal, or synthetic fat used in frying, baking, and other types of cooking. It is also used in food preparation and flavouring not involving heat, such as salad dressings and bread dippings like bread dips, and may be called edible oil.

Prostanoic acid

Prostanoic acid is a saturated fatty acid which contains a cyclopentane ring. Its derivatives are prostaglandins - physiologically active lipid substances. Prostanoic acid is not found in nature, but it can be synthesized in vitro.

References

  1. Bowman, R. E.; Mason, R. G. (1951). "611. Synthetic long-chain aliphatic compounds. Part V. N-nonatricosanoic and n-hexapentacosanoic acids". Journal of the Chemical Society (Resumed): 2748. doi:10.1039/jr9510002748. ISSN   0368-1769.
  2. US 3718676