Phenylpropenes
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Phenylpropenes
Phenylpropenes broadly are compounds containing a phenyl ring bonded to propene, more specifically those with an allyl group bonded to a benzene ring, having the parent structure of allylbenzene. These comprise a class of phenylpropanoids, where there are typically other substituents bonded to the aromatic ring. Phenylpropene specifically may refer to the following isomers of C9H10 (molar mass 118.179 g/mol): * ''trans''-Propenylbenzene (''trans''-1-phenylpropene) * α-Methylstyrene (2-phenylpropene) *Allylbenzene Allylbenzene or 3-phenylpropene is an organic compound with the formula C6H5CH2CH=CH2. It is a colorless liquid. The compound consists of a phenyl group attached to an allyl group. Allylbenzene isomerizes to trans-propenylbenzene. In plant bioc ... (3-phenylpropene) {{Chemindex ...
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Allylbenzene
Allylbenzene or 3-phenylpropene is an organic compound with the formula C6H5CH2CH=CH2. It is a colorless liquid. The compound consists of a phenyl group attached to an allyl group. Allylbenzene isomerizes to trans-propenylbenzene. In plant biochemistry, the allylbenzene skeleton is the parent (simplest representation) of many phenylpropanoids. Known allylbenzenes include eugenol, safrole, elemicin, myristicin, apiole, dillapiole, chavicol, sarisan, croweacin, osmorhizole, exalatacin, chavibetol, asarone Asarone is chemical compound of the phenylpropanoid class found in certain plants such as ''Acorus'' and ''Asarum''. There are two isomers, α (or ''trans'') and β (or ''cis''). As a volatile fragrance oil, it is used in killing pests and bacte ... and many others. References External links * {{Phenylpropene ...
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Phenyl Ring
In organic chemistry, the phenyl group, or phenyl ring, is a cyclic group of atoms with the formula , and is often represented by the symbol Ph (archaically φ) or Ø. The phenyl group is closely related to benzene and can be viewed as a benzene ring, minus a hydrogen atom, which may be replaced by some other element or compound to serve as a functional group. A phenyl group has six carbon atoms bonded together in a hexagonal planar ring, five of which are bonded to individual hydrogen atoms, with the remaining carbon bonded to a substituent. Phenyl groups are commonplace in organic chemistry. Although often depicted with alternating double and single bonds, the phenyl group is chemically aromatic and has equal bond lengths between carbon atoms in the ring. Nomenclature Usually, a "phenyl group" is synonymous with and is represented by the symbol Ph (archaically, Φ), or Ø. Benzene is sometimes denoted as PhH. Phenyl groups are generally attached to other atoms or groups. Fo ...
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Propene
Propylene, also known as propene, is an unsaturated organic compound with the chemical formula . It has one double bond, and is the second simplest member of the alkene class of hydrocarbons. It is a colorless gas with a faint petroleum-like odor. Propylene is a product of combustion from forest fires, cigarette smoke, and motor vehicle and aircraft exhaust. It was discovered in 1850 by A. W. von Hoffmann's student Captain (later Major General) John Williams Reynolds as the only gaseous product of thermal decomposition of amyl alcohol to react with chlorine and bromine. Production Steam cracking The dominant technology for producing propylene is steam cracking, using propane as the feedstock. Cracking propane yields a mixture of ethylene, propylene, methane, hydrogen gas, and other related compounds. The yield of propylene is about 15%. The other principal feedstock is naphtha, especially in the Middle East and Asia. Propylene can be separated by fractional distilla ...
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Allyl Group
In organic chemistry, an allyl group is a substituent with the structural formula . It consists of a methylene bridge () attached to a vinyl group (). The name is derived from the scientific name for garlic, . In 1844, Theodor Wertheim isolated an allyl derivative from garlic oil and named it "". The term allyl applies to many compounds related to , some of which are of practical or of everyday importance, for example, allyl chloride. Allylation is any chemical reaction that adds an allyl group to a substrate. Nomenclature A site adjacent to the unsaturated carbon atom is called the allylic position or allylic site. A group attached at this site is sometimes described as allylic. Thus, "has an allylic hydroxyl group". Allylic C−H bonds are about 15% weaker than the C−H bonds in ordinary sp3 carbon centers and are thus more reactive. Benzylic and allylic are related in terms of structure, bond strength, and reactivity. Other reactions that tend to occur with allyli ...
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Benzene
Benzene is an Organic compound, organic chemical compound with the Chemical formula#Molecular formula, molecular formula C6H6. The benzene molecule is composed of six carbon atoms joined in a planar hexagonal Ring (chemistry), 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 Combustibility and flammability, flammable liquid with a sweet smell, and is partially responsible for the aroma of gasoline. It is used primarily as a Precursor (chemistry), precursor to the manufacture of chemicals with more complex structures, such as ethylbenzene and cumene, of which billions of kilograms are produced annually. Although benzene is a major Chemical industry, industrial che ...
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Parent Structure
In chemistry, a parent structure is the structure of an unadorned ion or molecule from which derivatives can be visualized. Parent structures underpin systematic nomenclature and facilitate classification. Fundamental parent structures have one or no functional groups and often have various types of symmetry. Benzene () is a chemical itself consisting of a hexagonal ring of carbon atoms with a hydrogen atom attached to each, and is the parent of many derivatives that have substituent atoms or groups replacing one or more of the hydrogens. Some parents are rare or nonexistent themselves, as in the case of porphine, though many simple and complex derivatives are known. File:Benzene circle.png, Benzene is the parent. File:Toluene-vec.svg, Toluene is a derivative of benzene. File:Porphyrin.svg, Porphine is the parent of porphyrins. File:PPIXtransH.png, Protoporphyrin IX is a natural derivative of the parent porphine. File:H2octaethylporphyrin.png, Octaethylporphyrin is a ...
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Phenylpropanoids
The phenylpropanoids are a diverse family of organic compounds that are biosynthesized by plants from the amino acids phenylalanine and tyrosine in the shikimic acid pathway. 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 ...
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Substituents
In organic chemistry, a substituent is one or a group of atoms that replaces (one or more) atoms, thereby becoming a moiety (chemistry), moiety in the resultant (new) molecule. The suffix ''-yl'' is used when naming organic compounds that contain a single bond replacing one hydrogen; ''-ylidene'' and ''-ylidyne'' are used with double bonds and triple bonds, respectively. In addition, when naming hydrocarbons that contain a substituent, positional numbers are used to indicate which carbon atom the substituent attaches to when such information is needed to distinguish between isomers. Substituents can be a combination of the inductive effect and the mesomeric effect. Such effects are also described as electron-rich and electron withdrawing. Additional steric effects result from the volume occupied by a substituent. The phrases ''most-substituted'' and ''least-substituted'' are frequently used to describe or compare molecules that are Product (chemistry), products of a chemical r ...
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C9H10
The molecular formula C9H10 may refer to: * Allylbenzene * Cyclononatetraene * Indane * α-Methylstyrene (AMS) * Phenylpropene * ''trans''-Propenylbenzene * 4-Vinyltoluene 4-Vinyltoluene is an organic compound with the formula CH3C6H4CH=CH2. It is derivative of styrene and is used as a comonomer in the production of specialized polystyrenes. It is produced by the dehydrogenation of 4-ethyltoluene. It is also some ... {{MolFormDisambig Molecular formulas ...
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Trans-Propenylbenzene
''trans''-Propenylbenzene is an organic compound with the formula C6H5CH=CHCH3. It is the more stable of the two isomers of 1-propenylbenzene. Both isomers are colorless flammable liquids. It is formed by the isomerization of allylbenzene Allylbenzene or 3-phenylpropene is an organic compound with the formula C6H5CH2CH=CH2. It is a colorless liquid. The compound consists of a phenyl group attached to an allyl group. Allylbenzene isomerizes to trans-propenylbenzene. In plant bioc .... References {{Hydrocarbons Alkene derivatives Aromatic hydrocarbons Hydrocarbons C3-Benzenes ...
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α-Methylstyrene
α-Methylstyrene (AMS) is an organic compound with the formula C6H5C(CH3)=CH2. It is a colorless oil. Synthesis and reactions AMS is formed as a by-product of the cumene process. In this procedure, cumene is converted to its radical, through a reaction with oxygen. : Normally these cumene radicals are converted to cumene hydroperoxide, however they can also undergo radical disproportionation to form AMS. : Although this is only a minor side reaction, the cumene process is run at such a large scale that the recovery of AMS is commercially viable and satisfies much of the global demand. AMS can also be produced by dehydrogenation of cumene. The homopolymer obtained from this monomer, poly(α-methylstyrene), is unstable, being characterized by a low ceiling temperature of 65°C. Side effects in humans The American Conference of Governmental Industrial Hygienists The American Conference of Governmental Industrial Hygienists (ACGIH) is a professional association of industria ...
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