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Norbornane
Norbornane (also known as bicyclo .2.1eptane) is an organic compound and a saturated hydrocarbon with chemical formula C7H12. It is a crystalline compound with a melting point of 88 °C. The carbon skeleton is derived from cyclohexane ring with a methylene bridge in the 1,4- position, and is a bridged bicyclic compound. The compound is a prototype of a class of strained bicyclic hydrocarbons. The compound was originally synthesized by reduction of norcamphor. The name norbornane is derived from bornane, which is 1,7,7-trimethylnorbornane, being a derivative of camphor (bornanone). The prefix ''nor'' refers to the stripping of the methyl groups from the parent molecule bornane. See also * 2-Norbornyl cation * Norbornene * Norbornadiene * Bornane * endo-Norborneol * exo-Norborneol * Norcamphor Norcamphor is an organic compound, classified as a bicyclic ketone. It is an analog of camphor, but without the three methyl groups. A colorless solid, it is used as a building block ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Norcamphor
Norcamphor is an organic compound, classified as a bicyclic ketone. It is an analog of camphor, but without the three methyl groups. A colorless solid, it is used as a building block in organic synthesis. Norcamphor is prepared from norbornene via the 2-formate ester, which is oxidized. It is a useful precursor to norborneols. See also * Norbornane Norbornane (also known as bicyclo .2.1eptane) is an organic compound and a saturated hydrocarbon with chemical formula C7H12. It is a crystalline compound with a melting point of 88 °C. The carbon skeleton is derived from cyclohexane ring with a ... References Ketones Cyclopentanes Norbornanes {{ketone-stub ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Norcamphor
Norcamphor is an organic compound, classified as a bicyclic ketone. It is an analog of camphor, but without the three methyl groups. A colorless solid, it is used as a building block in organic synthesis. Norcamphor is prepared from norbornene via the 2-formate ester, which is oxidized. It is a useful precursor to norborneols. See also * Norbornane Norbornane (also known as bicyclo .2.1eptane) is an organic compound and a saturated hydrocarbon with chemical formula C7H12. It is a crystalline compound with a melting point of 88 °C. The carbon skeleton is derived from cyclohexane ring with a ... References Ketones Cyclopentanes Norbornanes {{ketone-stub ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Norbornadiene
Norbornadiene is an organic compound In chemistry, organic compounds are generally any chemical compounds that contain carbon-hydrogen or carbon-carbon bonds. Due to carbon's ability to catenate (form chains with other carbon atoms), millions of organic compounds are known. The ... and a bicyclic hydrocarbon. Norbornadiene is of interest as a metal-binding ligand, whose complexes are useful for homogeneous catalysis. It has been intensively studied owing to its high reactivity and distinctive structural property of being a diene that cannot isomerization, isomerize (isomers would be anti-Bredt alkenes). Norbornadiene is also a useful Diels–Alder_reaction#The_dienophile, dienophile in Diels-Alder reactions. Synthesis Norbornadiene can be formed by a Diels-Alder reaction between cyclopentadiene and acetylene : Reactions Quadricyclane, a valence isomer, can be obtained from norbornadiene by a photochemical reaction when assisted by a photochemical sensitizer, sensiti ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Bicyclic
In chemistry, a bicyclic molecule () is a molecule that features two joined rings. Bicyclic structures occur widely, for example in many biologically important molecules like α-thujene and camphor. A bicyclic compound can be carbocyclic (all of the ring atoms are carbons), or heterocyclic (the rings' atoms consist of at least two elements), like DABCO. Moreover, the two rings can both be aliphatic (''e.g.'' decalin and norbornane), or can be aromatic (''e.g.'' naphthalene), or a combination of aliphatic and aromatic (''e.g.'' tetralin). Three modes of ring junction are possible for a bicyclic compound: * In spirocyclic compounds, the two rings share only one single atom, the spiro atom, which is usually a quaternary carbon. An example of a spirocyclic compound is the photochromic switch spiropyran. * In fused/condensed bicyclic compounds, two rings share two adjacent atoms. In other words, the rings share one covalent bond, ''i.e.'' the so-called bridgehead atoms are directly ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Norbornene
Norbornene or norbornylene or norcamphene is a highly strained bridged cyclic hydrocarbon. It is a white solid with a pungent sour odor. The molecule consists of a cyclohexene ring with a methylene bridge between carbons 1 and 4. The molecule carries a double bond which induces significant ring strain and significant reactivity. Production Norbornene is made by a Diels–Alder reaction of cyclopentadiene and ethylene. Many substituted norbornenes can be prepared similarly. Related bicyclic compounds are norbornadiene, which has the same carbon skeleton but with two double bonds, and norbornane which is prepared by hydrogenation of norbornene. Reactions Norbornene undergoes an acid-catalyzed hydration reaction to form norborneol. This reaction was of great interest in the elucidation of the non-classical carbonion controversy. Norbornene is used in the Catellani reaction and in norbornene-mediated ''meta''-C−H activation. Certain substituted norbornenes undergo unusual sub ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Organic Compound
In chemistry, organic compounds are generally any chemical compounds that contain carbon-hydrogen or carbon-carbon bonds. Due to carbon's ability to catenate (form chains with other carbon atoms), millions of organic compounds are known. The study of the properties, reactions, and syntheses of organic compounds comprise the discipline known as organic chemistry. For historical reasons, a few classes of carbon-containing compounds (e.g., carbonate salts and cyanide salts), along with a few other exceptions (e.g., carbon dioxide, hydrogen cyanide), are not classified as organic compounds and are considered inorganic. Other than those just named, little consensus exists among chemists on precisely which carbon-containing compounds are excluded, making any rigorous definition of an organic compound elusive. Although organic compounds make up only a small percentage of Earth's crust, they are of central importance because all known life is based on organic compounds. Living t ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
2-Norbornyl Cation
In organic chemistry, the term 2-norbornyl cation (or 2-bicyclo .2.1eptyl cation) describes one of the three carbocations formed from derivatives of norbornane. Though 1-norbornyl and 7-norbornyl cations have been studied, the most extensive studies and vigorous debates have been centered on the exact structure of the 2-norbornyl cation. The 2-norbornyl cation has been formed from a variety of norbornane derivatives and reagents. First reports of its formation and reactivity published by Saul Winstein sparked controversy over the nature of its bonding, as he invoked a three-center two-electron bond to explain the stereochemical outcome of the reaction. Herbert C. Brown challenged this assertion on the grounds that classical resonance structures could explain these observations without needing to adapt a new perspective of bonding. Both researchers' views had its supporters, and dozens of scientists contributed ingeniously designed experiments to provide evidence for one viewpoint ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Exo-Norborneol
''exo''-Norborneol is an alcohol containing the norbornane skeleton. Commercially available, this colorless compound may be prepared by the reaction of norbornene with formic acid, followed by hydrolysis of the resultant ''exo''-norbornyl formate. See also * Endo-Norborneol ''endo''-Norborneol is an alcohol. See also * Exo-Norborneol ''exo''-Norborneol is an alcohol containing the norbornane skeleton. Commercially available, this colorless compound may be prepared by the reaction of norbornene with formic acid ... References Further reading * Reaction of organic compounds under high temperature – dilute acid (HTDA) conditions. III. The perdeuteration of bicyclo .2.1eptanePDF* Secondary alcohols Cyclopentanes {{alcohol-stub ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Endo-Norborneol
''endo''-Norborneol is an alcohol. See also * Exo-Norborneol ''exo''-Norborneol is an alcohol containing the norbornane skeleton. Commercially available, this colorless compound may be prepared by the reaction of norbornene with formic acid, followed by hydrolysis of the resultant ''exo''-norbornyl formate ... References External links endo-Norborneol MSDS* Reaction of organic compounds under high temperature – dilute acid (HTDA) conditions. III. The perdeuteration of bicyclo .2.1eptanePDF* Secondary alcohols Cyclopentanes {{alcohol-stub ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Bornane
Bornane (or camphane) is a compound closely related to norbornane. Its name refers to Borneo, habitat of the tree ''Cinnamomum camphora'' from which bornane and related compounds can be extracted. See also * Camphor Camphor () is a waxy, colorless solid with a strong aroma. It is classified as a terpenoid and a cyclic ketone. It is found in the wood of the camphor laurel ('' Cinnamomum camphora''), a large evergreen tree found in East Asia; and in the k ... Monoterpenes Bicyclic compounds Cyclopentanes {{hydrocarbon-stub ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Camphor
Camphor () is a waxy, colorless solid with a strong aroma. It is classified as a terpenoid and a cyclic ketone. It is found in the wood of the camphor laurel ('' Cinnamomum camphora''), a large evergreen tree found in East Asia; and in the kapur tree ( ''Dryobalanops'' sp.), a tall timber tree from South East Asia. It also occurs in some other related trees in the laurel family, notably '' Ocotea usambarensis''. Rosemary leaves (''Rosmarinus officinalis'') contain 0.05 to 0.5% camphor, while camphorweed (''Heterotheca'') contains some 5%. A major source of camphor in Asia is camphor basil (the parent of African blue basil). Camphor can also be synthetically produced from oil of turpentine. The compound is chiral, existing in two possible enantiomers as shown in the structural diagrams. The structure on the left is the naturally occurring (+)-camphor ((1''R'',4''R'')-bornan-2-one), while its mirror image shown on the right is the (−)-camphor ((1''S'',4''S'')-bornan-2-one). ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
