Safrol
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Safrol
Safrole is an organic compound with the formula CH2O2C6H3CH2CH=CH2. It is a colorless oily liquid, although impure samples can appear yellow. A member of the phenylpropanoid family of natural products, it is found in sassafras plants, among others. Small amounts are found in a wide variety of plants, where it functions as a natural antifeedant. ''Ocotea pretiosa'', which grows in Brazil, and ''Sassafras albidum'', which grows in eastern North America, are the main natural sources of safrole. It has a characteristic "sweet-shop" aroma. It is a precursor in the synthesis of the insecticide synergist piperonyl butoxide, the fragrance piperonal via isosafrole, and the empathogenic/entactogenic substance MDMA. History Safrole was obtained from a number of plants, but especially from the sassafras tree (''Sassafras albidum''), which is native to North America, and from Japanese star anise (''Illicium anisatum'', called ''shikimi'' in Japan). In 1844, the French chemist Édouard ...
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Sassafras Albidum
''Sassafras albidum'' (sassafras, white sassafras, red sassafras, or silky sassafras) is a species of ''Sassafras'' native to eastern North America, from southern Maine and southern Ontario west to Iowa, and south to central Florida and eastern Texas. It occurs throughout the eastern deciduous forest habitat type, at altitudes of up to above sea level.Flora of North America''Sassafras albidum''/ref>U.S. Forest Service''Sassafras albidum'' (pdf file)/ref>Hope College, Michigan/ref> It formerly also occurred in southern Wisconsin, but is extirpated there as a native tree. Description ''Sassafras albidum'' is a medium-sized deciduous tree growing to tall, with a canopy up to wide, with a trunk up to in diameter, and a crown with many slender sympodial branches. The bark on trunk of mature trees is thick, dark red-brown, and deeply furrowed. The shoots are bright yellow green at first with mucilaginous bark, turning reddish brown, and in two or three years begin to show shallow f ...
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Sassafras
''Sassafras'' is a genus of three extant and one extinct species of deciduous trees in the family Lauraceae, native to eastern North America and eastern Asia.Wolfe, Jack A. & Wehr, Wesley C. 1987. The sassafras is an ornamental tree. "Middle Eocene Dicotyledonous Plants from Republic, Northeastern Washington". ''United States Geological Survey Bulletin'' 1597:13 The genus is distinguished by its aromatic properties, which have made the tree useful to humans. Description Sassafras trees grow from tall with many slender sympodial branches and smooth, orange-brown bark or yellow bark. All parts of the plants are fragrant. The species are unusual in having three distinct leaf patterns on the same plant: unlobed oval, bilobed (mitten-shaped), and trilobed (three-pronged); the leaves are hardly ever five-lobed.Noble Plant Image GallerSassafras (includes photo of five-lobed leaf) Three-lobed leaves are more common in ''Sassafras tzumu'' and '' S. randaiense'' than in their North ...
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Phenylpropanoid
The phenylpropanoids are a diverse family of organic compounds that are synthesized by plants from the amino acids phenylalanine and tyrosine. Their name is derived from the six-carbon, aromatic phenyl group and the three-carbon propene tail of coumaric acid, which is the central intermediate in phenylpropanoid biosynthesis. From 4-coumaroyl-CoA emanates the biosynthesis of myriad natural products including lignols (precursors to lignin and lignocellulose), flavonoids, isoflavonoids, coumarins, aurones, stilbenes, catechin, and phenylpropanoids. The coumaroyl component is produced from cinnamic acid. Phenylpropanoids are found throughout the plant kingdom, where they serve as essential components of a number of structural polymers, provide protection from ultraviolet light, defend against herbivores and pathogens, and also mediate plant-pollinator interactions as floral pigments and scent compounds. Hydroxycinnamic acids Phenylalanine is first converted to cinnamic aci ...
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Piperic Acid
Piperic acid is a chemical often obtained by the base-hydrolysis of the alkaloid piperine from black pepper, followed by acidification of the corresponding salt. Piperic acid is an intermediate in the synthesis of other compounds such as piperonal, and as-such may be used to produce fragrances, perfumes flavorants and drugs as well as other useful compounds. Preparation Piperic acid can be prepared from the commercially-available alkaloid piperine, a cyclic amide containing a piperidine group, by reacting it with a hydroxide such as potassium hydroxide, then acidifying the formed piperate salt with hydrochloric acid or another acid. The toxic compound piperidine is given off during the base-hydrolysis of piperine and as-such, safety precautions should be taken. : Reactions Reaction of piperic acid with strong oxidizers such as potassium permanganate or ozone, or a halogen such as bromine followed by sodium hydroxide causes oxidative cleavage of the double-bonds, yielding piperona ...
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Wilhelm Rudolph Fittig
Wilhelm Rudolph Fittig (6 December 183519 November 1910) was a German chemist. He discovered the pinacol coupling reaction, mesitylene, diacetyl and biphenyl. Fittig studied the action of sodium on ketones and hydrocarbons. He discovered the Fittig reaction or Wurtz–Fittig reaction for the synthesis of alkylbenzenes, he proposed a diketone structure for benzoquinone and isolated phenanthrene from coal tar. He discovered and synthesized the first lactones and investigated structures of piperine naphthalene and fluorene. Career Fittig studied chemistry at the University of Göttingen, graduating as Ph.D. with a dissertation on acetone in 1858, under the supervision of Heinrich Limpricht and Friedrich Wöhler. He subsequently held several appointments at Göttingen, becoming Wöhler's assistant in 1858, privatdozent in 1860 and extraordinary professor in 1870. In 1870 he was appointed full professor at University of Tübingen and in 1876 at Strassburg, where the laboratories were ...
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Theodor Poleck
Thomas August Theodor Poleck (November 10, 1821 – June 1, 1906) was a German chemist and pharmacist born in Neisse. He studied at Giessen in the laboratory of Justus von Liebig, and in 1846 travelled to Berlin, where he passed the state examination.Google Books
Apotheker-Zeitung, Volume 21
Afterwards he worked in his father's pharmacy, and for several years (1853–1867), taught classes at a ''Realschule'' in Neisse. In 1867 he succeeded Adolph Ferdinand Duflos as director of the pharmaceutical institute at the

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Benzene
Benzene is an organic chemical compound with the molecular formula C6H6. The benzene molecule is composed of six carbon atoms joined in a planar ring with one hydrogen atom attached to each. Because it contains only carbon and hydrogen atoms, benzene is classed as a hydrocarbon. Benzene is a natural constituent of petroleum and is one of the elementary petrochemicals. Due to the cyclic continuous pi bonds between the carbon atoms, benzene is classed as an aromatic hydrocarbon. Benzene is a colorless and highly flammable liquid with a sweet smell, and is partially responsible for the aroma of gasoline. It is used primarily as a precursor to the manufacture of chemicals with more complex structure, such as ethylbenzene and cumene, of which billions of kilograms are produced annually. Although benzene is a major industrial chemical, it finds limited use in consumer items because of its toxicity. History Discovery The word "''benzene''" derives from "''gum benzoin''" (benzoin res ...
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Epoxide
In organic chemistry, an epoxide is a cyclic ether () with a three-atom ring. This ring approximates an equilateral triangle, which makes it strained, and hence highly reactive, more so than other ethers. They are produced on a large scale for many applications. In general, low molecular weight epoxides are colourless and nonpolar, and often volatile. Nomenclature A compound containing the epoxide functional group can be called an epoxy, epoxide, oxirane, and ethoxyline. Simple epoxides are often referred to as oxides. Thus, the epoxide of ethylene (C2H4) is ethylene oxide (C2H4O). Many compounds have trivial names; for instance, ethylene oxide is called "oxirane". Some names emphasize the presence of the epoxide functional group, as in the compound ''1,2-epoxyheptane'', which can also be called ''1,2-heptene oxide''. A polymer formed from epoxide precursors is called an ''epoxy'', but such materials do not contain epoxide groups (or contain only a few residual epoxy grou ...
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Johann Frederik Eijkman
Johan Fredrik Eykman or Johann Frederik Eijkman (19 January 1851 – 7 January 1915) was a Dutch chemist. Family background He is one of the eight children of Christiaan Eijkman, the headmaster of a local school, and Johanna Alida Pool. His brother Christiaan Eijkman (1858–1930) was a physician and professor of physiology whose demonstration that beriberi is caused by poor diet led to the discovery of vitamins. Together with Sir Frederick Hopkins, his brother received the Nobel Prize for Physiology or Medicine. Life in Japan He was hired during the Meiji period, a Japanese era which extended from September 1868 through July 1912. During his stay in Japan, he was the first to isolate shikimic acid in 1885 from the Japanese flower shikimi (シキミ, the Japanese star anise ''Illicium anisatum'', with common names Japanese star anise, Aniseed tree, and sacred Anise tree, known in Japan as , is a tree closely related to the Chinese star anise (''Illicium verum)''. S ...
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Merck Index
''The Merck Index'' is an encyclopedia of chemical substance, chemicals, pharmaceutical drug, drugs and biomolecule, biologicals with over 10,000 monographs, monograph on single substances or groups of related chemical compound, compounds published online by the Royal Society of Chemistry. History The first edition of the Merck's Index was published in 1889 by the German chemical company Merck Group, Emanuel Merck and was primarily used as a sales catalog for Merck's growing list of chemicals it sold. The American subsidiary was established two years later and continued to publish it. During World War I the US government seized Merck's US operations and made it a separate American "Merck" company that continued to publish the Merck Index. In 2012 the Merck Index was licensed to the Royal Society of Chemistry. An online version of The Merck Index, including historic records and new updates not in the print edition, is commonly available through research libraries. It also include ...
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Ira Remsen
Ira Remsen (February 10, 1846 – March 4, 1927) was an American chemist who discovered the artificial sweetener saccharin along with Constantin Fahlberg. He was the second president of Johns Hopkins University. Early life Ira Remsen was born in New York City on February 10, 1846. He is the son of James Vanderbelt Remsen (1818–1892) and Rosanna Secor (1823–1856). He married Elisabeth Hilleard Mallory on Apr 3, 1875 in New York City, New York. They had two children together. Their son, Ira Mallory Remsen (1876–1928), became a playwright living in Carmel-by-the-Sea, California. Remsen earned an M.D. from the New York Homeopathic Medical College in 1865. He subsequently studied chemistry in Germany, studying under chemist Wilhelm Rudolph Fittig, receiving a PhD from University of Göttingen in 1870. Career In 1872, after researching pure chemistry at University of Tübingen, Remsen returned to the United States and became a professor at Williams College, where he wrote ...
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Piperine
Piperine, along with its isomer chavicine, is the alkaloid responsible for the pungency of black pepper and long pepper. It has been used in some forms of traditional medicine. Preparation Due to its poor solubility in water, piperine is typically extracted from black pepper by using organic solvents like dichloromethane. The amount of piperine varies from 1–2% in long pepper, to 5–10% in commercial white and black peppers. Piperine can also be prepared by treating a concentrated alcoholic extract of black pepper with an alcoholic solution of potassium hydroxide to remove resin (said to contain chavicine, an isomer of piperine). The solution is decanted from the insoluble residue and left to stand overnight. During this period, the alkaloid slowly crystallizes from the solution. Piperine has been synthesized by the action of piperonoyl chloride on piperidine. Reactions Piperine forms salts only with strong acids. The platinichloride B4·H2PtCl6 forms orange-red needles ( ...
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