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Names | |
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Preferred IUPAC name rel-(1R,2S,4S)-Bicyclo[2.2.1]heptan-2-ol | |
Other names endo-2-Norborneol; endo-Norbornyl alcohol | |
Identifiers | |
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3D model (JSmol) |
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ChemSpider | |
ECHA InfoCard | 100.127.627 |
PubChem CID | |
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Properties | |
C7H12O | |
Molar mass | 112.17 g/mol |
Melting point | 149 to 154 °C (300 to 309 °F; 422 to 427 K) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
endo-Norborneol is an alcohol containing the norbornane skeleton.
Dicyclopentadiene, abbreviated DCPD, is a chemical compound with formula C10H12. At room temperature, it is a white brittle wax, although lower purity samples can be straw coloured liquids. The pure material smells somewhat of soy wax or camphor, with less pure samples possessing a stronger acrid odor. Its energy density is 10,975 Wh/l. Dicyclopentadiene is a co-produced in large quantities in the steam cracking of naphtha and gas oils to ethylene. The major use is in resins, particularly, unsaturated polyester resins. It is also used in inks, adhesives, and paints.
Thermodynamic reaction control or kinetic reaction control in a chemical reaction can decide the composition in a reaction product mixture when competing pathways lead to different products and the reaction conditions influence the selectivity or stereoselectivity. The distinction is relevant when product A forms faster than product B because the activation energy for product A is lower than that for product B, yet product B is more stable. In such a case A is the kinetic product and is favoured under kinetic control and B is the thermodynamic product and is favoured under thermodynamic control.
The Aza-Diels–Alder reaction is a modification of the Diels–Alder reaction wherein a nitrogen replaces sp2 carbon. The nitrogen atom can be part of the diene or the dienophile.
In organic chemistry, endo–exo isomerism is a special type of stereoisomerism found in organic compounds with a substituent on a bridged ring system. The prefix endo is reserved for the isomer with the substituent located closest, or "syn", to the longest bridge. The prefix exo is reserved for the isomer with the substituent located farthest, or "anti", to the longest bridge. Here "longest" and "shortest" refer to the number of atoms that comprise the bridge. This type of molecular geometry is found in norbornane systems such as dicyclopentadiene.
In organic chemistry, the term 2-norbornyl 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.
Baldwin's rules in organic chemistry are a series of guidelines outlining the relative favorabilities of ring closure reactions in alicyclic compounds. They were first proposed by Jack Baldwin in 1976.
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.
Fencamfamin (INN), also known as fencamfamine or by the brand names Glucoenergan and Reactivan, is a stimulant which was developed by Merck in the 1960s.
Iodolactonization is an organic reaction that forms a ring by the addition of an oxygen and iodine across a carbon-carbon double bond. It is an intramolecular variant of the halohydrin synthesis reaction. The reaction was first reported by M. J. Bougalt in 1904 and has since become one of the most effective ways to synthesize lactones. Strengths of the reaction include the mild conditions and incorporation of the versatile iodine atom into the product.
In organic chemistry, an intramolecular Diels-Alder cycloaddition is a Diels–Alder reaction in which the diene and the dienophile are both part of the same molecule. The reaction leads to the formation of the cyclohexene-like structure as usual for a Diels–Alder reaction, but as part of a more complex fused or bridged cyclic ring system. This reaction can gives rise to various natural derivatives of decalin.
The molecular formula C7H12O (molar mass 112.17 g/mol) may refer to:
Radical cyclization reactions are organic chemical transformations that yield cyclic products through radical intermediates. They usually proceed in three basic steps: selective radical generation, radical cyclization, and conversion of the cyclized radical to product.
The retro-Diels–Alder reaction is the reverse of the Diels–Alder (DA) reaction, a [4+2] cycloelimination. It involves the formation of a diene and dienophile from a cyclohexene. It can be accomplished spontaneously with heat, or with acid or base mediation.
[6+4] Cycloaddition is a type of cycloaddition between a six-atom pi system and a four-atom pi system, leading to a ten-membered ring. Because this is a higher-order cycloaddition, issues of periselectivity arise in addition to the usual concerns about regio- and stereoselectivity. Six-atom pi systems that have been employed in the reaction include tropone and tropone derivatives, fulvenes, and cycloheptatriene cobalt complexes.
The intramolecular Heck reaction (IMHR) in chemistry is the coupling of an aryl or alkenyl halide with an alkene in the same molecule. The reaction may be used to produce carbocyclic or heterocyclic organic compounds with a variety of ring sizes. Chiral palladium complexes can be used to synthesize chiral intramolecular Heck reaction products in non-racemic form.
The inverse electron demand Diels–Alder reaction, or DAINV or IEDDA is an organic chemical reaction, in which two new chemical bonds and a six-membered ring are formed. It is related to the Diels–Alder reaction, but unlike the Diels–Alder reaction, the DAINV is a cycloaddition between an electron-rich dienophile and an electron-poor diene. During a DAINV reaction, three pi-bonds are broken, and two sigma bonds and one new pi-bond are formed. A prototypical DAINV reaction is shown on the right.
Endo-1,3(4)-β-glucanase -β-D-glucan 3(4)-glucanohydrolase) is an enzyme with systematic name 3(or 4)-β-D-glucan 3(4)-glucanohydrolase. It catalyses the following chemical reaction
Inulinase is an enzyme with systematic name 1-β-D-fructan fructanohydrolase.
Nadic anhydride, also known as 5-norbornene-2,3-dicarboxylic anhydride, is an organic acid anhydride derivative of norbornene.
Tricyclodecane (TCD) is an organic compound with the formula C10H16. It is classed as a hydrocarbon. It has two main stereoisomers–the endo and exo forms. Its primary use in the exo form is as a component of jet fuel. It is used here primarily because of its high energy density. The exo isomer also has a low freezing point. Because of this, its properties have been studied extensively. It is often called tetrahydrodicyclopentadiene.