Psyllic acid

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Psyllic acid
Psyllic acid.svg
Names
Preferred IUPAC name
Tritriacontanoic acid
Identifiers
3D model (JSmol)
ChemSpider
PubChem CID
UNII
  • InChI=1S/C33H66O2/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(34)35/h2-32H2,1H3,(H,34,35) X mark.svgN
    Key: HQRWEDFDJHDPJC-UHFFFAOYSA-N X mark.svgN
  • InChI=1/C33H66O2/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(34)35/h2-32H2,1H3,(H,34,35)
    Key: HQRWEDFDJHDPJC-UHFFFAOYAH
  • O=C(O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCC
Properties
C33H66O2
Molar mass 494.889 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Psyllic acid (also psyllostearic acid, tritriacontanoic acid or ceromelissic acid) is a saturated fatty acid. The rare fatty acid occurs in insect waxes, in the wax of wax scale insects, in the propolis of bees and bumblebees and in a few plants. Its name is derived from the alder leaf flea ( Psylla alni ).

Contents

Alkali salts

The alkali salts of psyllic acid are precipitated when alcoholic solutions of the acid and an alkali hydroxide are mixed. The silver and barium salts can be obtained by adding aqueous alcoholic solutions of silver nitrate and barium chloride to alcoholic solutions of the acid. The following salts have been analyzed: C33H65O2Na, C66H130O4Ba, and C33H65O2Ag. Psylla wax is hydrolyzed by alcoholic potassium hydroxide as well as by hydrobromic acid. [1] [2]

Nutritional sources

Psyllic acid is present in Chinese wolfberries. [3] [4]

See also

Related Research Articles

In chemistry, an alkali is a basic, ionic salt of an alkali metal or an alkaline earth metal. An alkali can also be defined as a base that dissolves in water. A solution of a soluble base has a pH greater than 7.0. The adjective alkaline, and less often, alkalescent, is commonly used in English as a synonym for basic, especially for bases soluble in water. This broad use of the term is likely to have come about because alkalis were the first bases known to obey the Arrhenius definition of a base, and they are still among the most common bases.

<span class="mw-page-title-main">Hydroxide</span> Chemical compound

Hydroxide is a diatomic anion with chemical formula OH. It consists of an oxygen and hydrogen atom held together by a single covalent bond, and carries a negative electric charge. It is an important but usually minor constituent of water. It functions as a base, a ligand, a nucleophile, and a catalyst. The hydroxide ion forms salts, some of which dissociate in aqueous solution, liberating solvated hydroxide ions. Sodium hydroxide is a multi-million-ton per annum commodity chemical. The corresponding electrically neutral compound HO is the hydroxyl radical. The corresponding covalently bound group –OH of atoms is the hydroxy group. Both the hydroxide ion and hydroxy group are nucleophiles and can act as catalysts in organic chemistry.

<span class="mw-page-title-main">Sodium hydroxide</span> Chemical compound with formula NaOH

Sodium hydroxide, also known as lye and caustic soda, is an inorganic compound with the formula NaOH. It is a white solid ionic compound consisting of sodium cations Na+ and hydroxide anions OH.

<span class="mw-page-title-main">Base (chemistry)</span> Type of chemical substance

In chemistry, there are three definitions in common use of the word "base": Arrhenius bases, Brønsted bases, and Lewis bases. All definitions agree that bases are substances that react with acids, as originally proposed by G.-F. Rouelle in the mid-18th century.

Saponification is a process of cleaving esters into carboxylate salts and alcohols by the action of aqueous alkali. Typically aqueous sodium hydroxide solutions are used. When the carboxylate is long chain, its salt is called a soap. The saponification of ethyl acetate gives sodium acetate and ethanol:

In chemistry, perxenates are salts of the yellow xenon-containing anion XeO4−
6
. This anion has octahedral molecular geometry, as determined by Raman spectroscopy, having O–Xe–O bond angles varying between 87° and 93°. The Xe–O bond length was determined by X-ray crystallography to be 1.875 Å.

Ammonia solution, also known as ammonia water, ammonium hydroxide, ammoniacal liquor, ammonia liquor, aqua ammonia, aqueous ammonia, or (inaccurately) ammonia, is a solution of ammonia in water. It can be denoted by the symbols NH3(aq). Although the name ammonium hydroxide suggests an alkali with the composition [NH+
4
][OH
]
, it is actually impossible to isolate samples of NH4OH. The ions NH+
4
and OH do not account for a significant fraction of the total amount of ammonia except in extremely dilute solutions.

<span class="mw-page-title-main">Barium hydroxide</span> Chemical compound

Barium hydroxide is a chemical compound with the chemical formula Ba(OH)2. The monohydrate (x = 1), known as baryta or baryta-water, is one of the principal compounds of barium. This white granular monohydrate is the usual commercial form.

<span class="mw-page-title-main">Barium chloride</span> Chemical compound

Barium chloride is an inorganic compound with the formula BaCl2. It is one of the most common water-soluble salts of barium. Like most other water-soluble barium salts, it is a white powder, highly toxic, and imparts a yellow-green coloration to a flame. It is also hygroscopic, converting to the dihydrate BaCl2·2H2O, which are colourless crystals with a bitter salty taste. It has limited use in the laboratory and industry.

<span class="mw-page-title-main">Saponification value</span> Milligrams of a base required to saponify 1g of fat

Saponification value or saponification number represents the number of milligrams of potassium hydroxide (KOH) or sodium hydroxide (NaOH) required to saponify one gram of fat under the conditions specified. It is a measure of the average molecular weight of all the fatty acids present in the sample in form of triglycerides. The higher the saponification value, the lower the fatty acids average length, the lighter the mean molecular weight of triglycerides and vice versa. Practically, fats or oils with high saponification value are more suitable for soap making.

Hypophosphorous acid (HPA), or phosphinic acid, is a phosphorus oxyacid and a powerful reducing agent with molecular formula H3PO2. It is a colorless low-melting compound, which is soluble in water, dioxane and alcohols. The formula for this acid is generally written H3PO2, but a more descriptive presentation is HOP(O)H2, which highlights its monoprotic character. Salts derived from this acid are called hypophosphites.

<span class="mw-page-title-main">Ferrate(VI)</span> Ion

Ferrate(VI) is the inorganic anion with the chemical formula [FeO4]2−. It is photosensitive, contributes a pale violet colour to compounds and solutions containing it and is one of the strongest water-stable oxidizing species known. Although it is classified as a weak base, concentrated solutions containing ferrate(VI) are corrosive and attack the skin and are only stable at high pH. It is similar to the somewhat more stable permanganate.

<span class="mw-page-title-main">Hexafluorosilicic acid</span> Octahedric silicon compound

Hexafluorosilicic acid is an inorganic compound with the chemical formula H
2
SiF
6
. Aqueous solutions of hexafluorosilicic acid consist of salts of the cation and hexafluorosilicate anion. These salts and their aqueous solutions are colorless.

<span class="mw-page-title-main">Sodium formate</span> Chemical compound

Sodium formate, HCOONa, is the sodium salt of formic acid, HCOOH. It usually appears as a white deliquescent powder.

The Polenske value is a value determined when examining fat. It is an indicator of how much volatile fatty acid can be extracted from fat through saponification. It is equal to the number of milliliters of 0.1 normal alkali solution necessary for the neutralization of the water-insoluble volatile fatty acids distilled and filtered from 5 grams of a given saponified fat. It is measure of the steam volatile and water insoluble fatty acids, chiefly caprylic, capric and lauric acids, present in oil and fat. The value is named for the chemist who developed it, Eduard Polenske.

Hypoiodous acid is the inorganic compound with the chemical formula HIO. It forms when an aqueous solution of iodine is treated with mercuric or silver salts. It rapidly decomposes by disproportionation:

<span class="mw-page-title-main">Alkali–silica reaction</span> Chemical reaction damaging concrete

The alkali–silica reaction (ASR), also commonly known as concrete cancer, is a deleterious swelling reaction that occurs over time in concrete between the highly alkaline cement paste and the reactive amorphous silica found in many common aggregates, given sufficient moisture.

<span class="mw-page-title-main">Barium ferrate</span> Chemical compound

Barium ferrate is the chemical compound of formula BaFeO4. This is a rare compound containing iron in the +6 oxidation state. The ferrate(VI) ion has two unpaired electrons, making it paramagnetic. It is isostructural with BaSO4, and contains the tetrahedral [FeO4]2− anion.

Potassium methoxide is the alkoxide of methanol with the counterion potassium and is used as a strong base and as a catalyst for transesterification, in particular for the production of biodiesel.

Saltwater soap, also called sailors' soap, is a potassium-based soap for use with seawater. Inexpensive common commercial soap will not lather or dissolve in seawater due to high levels of sodium chloride in the water. Similarly, common soap does not work as well as potassium-based soap in hard water where calcium replaces the sodium, making residual insoluble "scum" due to the insolubility of the soap residue. To be an effective cleaning agent, soap must be able to dissolve in water.

References

  1. "Abstracts of Papers on Organic Chemistry". Journal of the Chemical Society. 94 (1): 123. 1908. Retrieved 2010-05-10.
  2. Psylla Wax. IV. Psyllic Acid and its Salts. Ernst E. Sundvik (Zeitsch. physiol. Chem., 1908, 54, 255-257. Compare Abstr., 1898, i, 617; 1901, i, 358; 190, i, 887)
  3. Thomas S. C., Li (2008). Vegetables and Fruits: Nutritional and Therapeutic Values. CRC Press. p. 41. ISBN   978-1-4200-6871-9.
  4. Ram, Vishnu Ji (2001). "Herbal Preparations as a Source of Hepatoprotective Agents". Drug News & Perspectives. 14 (6): 353–63. PMID   12813598 . Retrieved 2010-05-10.