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Norbornanes
Norbornane (also known as bicyclo[2.2.1]heptane) is an organic compound and a saturated compound, 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-, ''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, the ketone derivative of norbornane References {{Reflist External links Norbornane in 3DDatasheet at ''Sigma-Aldrich'' Bicycloalkanes Norbornanes, ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Norcamphor
Norcamphor is an organic compound, classified as a bicyclic ketone. It is an structural analog, 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 References Ketones Cyclopentanes Norbornanes {{ketone-stub ... [...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 carbocation controversy. Norbornene is used in the Catellani reaction and in norbornene-mediated ''meta''-C−H activation. Certain substituted norbornenes undergo unusual ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Norcamphor
Norcamphor is an organic compound, classified as a bicyclic ketone. It is an structural analog, 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 References Ketones Cyclopentanes Norbornanes {{ketone-stub ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Organic Compound
Some chemical authorities define an organic compound as a chemical compound that contains a carbon–hydrogen or carbon–carbon bond; others consider an organic compound to be any chemical compound that contains carbon. For example, carbon-containing compounds such as alkanes (e.g. methane ) and its derivatives are universally considered organic, but many others are sometimes considered inorganic, such as certain compounds of carbon with nitrogen and oxygen (e.g. cyanide ion , hydrogen cyanide , chloroformic acid , carbon dioxide , and carbonate ion ). 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, and even ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Nor-
In chemical nomenclature, nor- is a prefix to name a structural analog that can be derived from a parent compound by the removal of one carbon atom along with the accompanying hydrogen atoms. The nor-compound can be derived by removal of a , , or CH group, or of a C atom. The "nor-" prefix also includes the elimination of a methylene bridge in a cyclic parent compound, followed by ring contraction. (The prefix "homo-" which indicates the next higher member in a homologous series, is usually limited to noncyclic carbons). ''"Since that time the meaning of the prefix has been generalized to denote the replacement of one or more methyl groups by H, or the disappearance of CH2 from a carbon chain"''. At present, the meaning is restricted to denote the removal of only one group from the parent structure, rather than the completely demethylated form of the parent compound. In literature, "nor" is sometimes called the "next lower homologue", although in this context Homologous ser ... [...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 Formic acid (), systematically named methanoic acid, is the simplest carboxylic acid. It has the chemical formula HCOOH and structure . This acid is an important intermediate in chemical synthesis and occurs naturally, most notably in some an ..., followed by hydrolysis of the resultant ''exo''-norbornyl formate. See also * Endo-Norborneol 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 containing the norbornane skeleton. 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 Formic acid (), systematically named methanoic acid, is the ... 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 kapu ... Monoterpenes Bicyclic compounds {{hydrocarbon-stub ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Norbornadiene
Norbornadiene is an organic compound 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 isomerize (isomers would be anti-Bredt alkenes). Norbornadiene is also a useful 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 sensitizer such as acetophenone: : The norbornadiene-quadricyclane couple is of potential interest for solar energy storage when controlled release of the strain energy stored in quadricyclane back to norbornadiene is made possible. Norbornadiene is reactive in cycloaddition reactions. Norbornadiene is also the starting materia ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
2-Norbornyl Cation
In organic chemistry, the term 2-norbornyl cation (or 2-bicyclo[2.2.1]heptyl cation) describes a carbonium ionic derivative of norbornane. A salt of the 2-norbornyl cation was crystallized and characterized by X-ray crystallography confirmed the non-classical structure. Theory Hypovalency: the non-classical picture Advocates of the non-classical nature of the stable 2-norbornyl cation typically depict the species using either resonance structures or a single structure with partial bonds (''see Figure 2''). This hypovalent interaction can be imagined as the net effect of i) a partial sigma bond between carbons 1 and 6, ii) a partial sigma bond between carbons 2 and 6, and iii) a partial pi bond between carbons 1 and 2. Each partial bond is represented as a full bond in one of the three resonance structures or as a dashed partial bond if the cation is depicted through a single structure. There has been some debate over how much the pi-bonded resonance structure actually contribu ... [...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 kapu ... Monoterpenes Bicyclic compounds {{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, ''Dryobalanops'' sp.), a tall timber tree from South East Asia. It also occurs in some other related trees in the Lauraceae, 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 Ocimum kilimandscharicum, camphor basil (the parent of African blue basil). Camphor can also be synthetically produced from oil of turpentine. The compound is Chirality (chemistry), 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 show ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
