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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 Édo ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
MDMA
3,4-Methylenedioxymethamphetamine (MDMA), commonly seen in tablet form (ecstasy) and crystal form (molly or mandy), is a potent empathogen–entactogen with stimulant properties primarily used for recreational purposes. The desired effects include altered sensations, increased energy, empathy, and pleasure. When taken by mouth, effects begin in 30 to 45 minutes and last 3 to 6 hours. MDMA was first developed in 1912 by Merck. It was used to enhance psychotherapy beginning in the 1970s and became popular as a street drug in the 1980s. MDMA is commonly associated with dance parties, raves, and electronic dance music. It may be mixed with other substances such as ephedrine, amphetamine, and methamphetamine. In 2016, about 21 million people between the ages of 15 and 64 used ecstasy (0.3% of the world population). This was broadly similar to the percentage of people who use cocaine or amphetamines, but lower than for cannabis or opioids. In the United Stat ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Isosafrole
Isosafrole is an organic compound that is used in the fragrance industry. Structurally, the molecule is related to phenylpropene, a type of aromatic organic chemical. Its fragrance is reminiscent of anise or licorice. It is found in small amounts in various essential oils, but is most commonly obtained by isomerizing the plant oil safrole. It exists as two geometric isomers, ''cis''-isosafrole and ''trans''-isosafrole. Isosafrole is a precursor to the important fragrance piperonal.Karl-Georg Fahlbusch, Franz-Josef Hammerschmidt, Johannes Panten, Wilhelm Pickenhagen, Dietmar Schatkowski, Kurt Bauer, Dorothea Garbe and Horst Surburg "Flavors and Fragrances" in ''Ullmann's Encyclopedia of Industrial Chemistry'', Wiley-VCH, Weinheim, 2003. It can also be converted via the intermediate compound MDP2P into the psychoactive drug MDMA 3,4-Methylenedioxymethamphetamine (MDMA), commonly seen in tablet form (ecstasy) and crystal form (molly or mandy), is a potent empat ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
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 fi ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
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 ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Piperonal
Piperonal, also known as heliotropin, is an organic compound which is commonly found in fragrances and flavors.Karl-Georg Fahlbusch, Franz-Josef Hammerschmidt, Johannes Panten, Wilhelm Pickenhagen, Dietmar Schatkowski, Kurt Bauer, Dorothea Garbe and Horst Surburg "Flavors and Fragrances" in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim, 2003. The molecule is structurally related to other aromatic aldehydes such as benzaldehyde and vanillin. Natural occurrence Piperonal naturally occurs in various plants. Examples include dill, vanilla, violet flowers, and black pepper. Preparation Piperonal can be prepared by the oxidative cleavage of isosafrole or by using a multistep sequence from catechol or 1,2-methylenedioxybenzene. Synthesis from the latter chemical is accomplished through a condensation reaction with glyoxylic acid followed by cleaving the resulting α-hydroxy acid with an oxidizing agent. Synthesis from catechol requires an additional step, Wi ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
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 ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Propenyl
In organic chemistry, 1-propenyl (or simply propenyl) has the formula CH=CHCH3 and 2-propenyl (isopropenyl) has the formula CH2=C-CH3. These groups are found in many compounds. Propenyl compounds are isomeric with allyl compounds, which have the formula CH2-CH=CH2. Chemicals with 1-propenyl groups * 2-chloropropylene * propenylbenzene (β-methylstyrene). Many phenylpropanoids and their derivatives feature derivatives of propenylbenzene: * Anethole * Asarone * Carpacin *Coniferyl alcohol *Isoeugenol *Isosafrole * Methyl isoeugenol *Pseudoisoeugenol Chemicals with 2-propenyl groups Several terpenes feature 2-propenyl substituents: *carvone *limonene See also * Propene * Functional group In organic chemistry, a functional group is a substituent or moiety in a molecule that causes the molecule's characteristic chemical reactions. The same functional group will undergo the same or similar chemical reactions regardless of the re ... References {{organic-chem-stub Alk ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
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 pipero ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Illicium Anisatum
''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)''. Since it is highly toxic, the fruit is not edible; instead, the dried and powdered leaves are burned as incense in Japan. Its branches and evergreen leaves are considered highly sacred by Japanese Buddhists due to aversion from insects and their ability to remain fresh after pruning. ''Illicium anisatum'' is native to Japan. It is similar to the Chinese star anise, but its fruit is smaller and with a weaker odour, reputed to be more similar to the aroma of cardamom than to that of anise. Due to its poisonous nature, its seeds have been used as a fish poison as well as a natural agricultural pesticide and to repel animals from digging the grounds of Japanese graveyards. Its seeds have also been used medicinally to treat toothache and dermatitis topically, since it is unsuitable for interna ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Piperonyl Butoxide
Piperonyl butoxide (PBO) is a pale yellow to light brown liquidNational Toxicology Program, Institute of Environmental Health Sciences, National Institutes of Health (NTP). 1992. National Toxicology Program Chemical Repository Database. Research Triangle Park, North Carolina. organic compound used as a synergist component of pesticide formulations. That is, despite having no pesticidal activity of its own, it enhances the potency of certain pesticides such as carbamates, pyrethrins, pyrethroids, and rotenone. It is a semisynthetic derivative of safrole.Robert L. Metcalf "Insect Control" in Ullmann’s Encyclopedia of Industrial Chemistry" Wiley-VCH, Weinheim, 2002. History PBO was developed in the late 1930s and early 1940s to enhance the performance of the naturally derived insecticide pyrethrum. Pyrethrum is and was an important insecticide against mosquitoes and other disease-carrying vectors, thereby providing public health benefits, e.g., preventing malaria. Although exhib ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Merck Index
''The Merck Index'' is an encyclopedia of chemicals, drugs and biologicals with over 10,000 monograph on single substances or groups of related 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 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 includes an appendix with monographs on organic named reactions. The 15th edition was published in A ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
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 Shikimic acid, more commonly known as its anionic form shikimate, is a cyclohexene, a cyclitol and a cyclohexanecarboxylic acid. It is an important biochemical metabolite in plants and microorganisms. Its name comes from the Japanese flower ''shik ... in 1885 from the Japane ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
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