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Menke Nitration
The Menke nitration is the nitration of electron rich aromatic compounds with cupric nitrate and acetic anhydride. The reaction introduces the nitro group predominantly in the ortho position to the activation group. It may proceed via the intermediary of acetyl nitrate. The reaction is named after the Dutch chemist J.B. Menke. See also * Zincke nitration The Zincke nitration is a nitration reaction in which a bromine is replaced by a nitro group on an electron-rich aryl compound such as a phenol or cresol. Typical reagents are nitrous acid or sodium nitrite. The reaction is a manifestation of nucle ... References Nitration reactions Substitution reactions Name reactions {{Chem-stub ...
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Nitration
In organic chemistry, nitration is a general class of chemical processes for the introduction of a nitro group into an organic compound. The term also is applied incorrectly to the different process of forming nitrate esters between alcohols and nitric acid (as occurs in the synthesis of nitroglycerin). The difference between the resulting molecular structures of nitro compounds and nitrates is that the nitrogen atom in nitro compounds is directly bonded to a non-oxygen atom (typically carbon or another nitrogen atom), whereas in nitrate esters (also called organic nitrates), the nitrogen is bonded to an oxygen atom that in turn usually is bonded to a carbon atom (nitrito group). There are many major industrial applications of nitration in the strict sense; the most important by volume are for the production of nitroaromatic compounds such as nitrobenzene. Nitration reactions are notably used for the production of explosives, for example the conversion of guanidine to nitrog ...
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Aromatic Compound
Aromatic compounds, also known as "mono- and polycyclic aromatic hydrocarbons", are organic compounds containing one or more aromatic rings. The parent member of aromatic compounds is benzene. The word "aromatic" originates from the past grouping of molecules based on smell, before their general chemical properties are understood. The current definition of aromatic compounds does not have any relation with their smell. Heteroarenes are closely related, since at least one carbon atom of CH group is replaced by one of the heteroatoms oxygen, nitrogen, or sulfur. Examples of non-benzene compounds with aromatic properties are furan, a heterocyclic compound with a five-membered ring that includes a single oxygen atom, and pyridine, a heterocyclic compound with a six-membered ring containing one nitrogen atom. Hydrocarbons without an aromatic ring are called Aliphatic compound, aliphatic. Benzene ring model Benzene, C6H6, is the least complex aromatic hydrocarbon, and it was the fir ...
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Cupric Nitrate
Copper(II) nitrate describes any member of the family of inorganic compounds with the formula Cu( NO3)2(H2O)x. The hydrates are blue solids. Anhydrous copper nitrate forms blue-green crystals and sublimes in a vacuum at 150-200 °C. Common hydrates are the hemipentahydrate and trihydrate. Synthesis and reactions Hydrated copper(II) nitrate Hydrated copper nitrate is prepared by treating copper metal or its oxide with nitric acid: :Cu + 4HNO3 → Cu(NO3)2. + 2H2O + 2NO2 The same salts can be prepared treating copper metal with an aqueous solution of silver nitrate. That reaction illustrates the ability of copper metal to reduce silver ions. In aqueous solution, the hydrates exist as the aqua complex u(H2O)6sup>2+. Such complexes are highly labile owing to the d9 electronic configuration of copper(II). Attempted dehydration of any of the hydrated copper(II) nitrates by heating affords the oxides, not Cu(NO3)2. At 80 °C, the hydrates convert to "basic copper nitrate ...
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Acetic Anhydride
Acetic anhydride, or ethanoic anhydride, is the chemical compound with the formula (CH3CO)2O. Commonly abbreviated Ac2O, it is the simplest isolable anhydride of a carboxylic acid and is widely used as a reagent in organic synthesis. It is a colorless liquid that smells strongly of acetic acid, which is formed by its reaction with moisture in the air. Structure and properties Acetic anhydride, like most acid anhydrides, is a flexible molecule with a nonplanar structure. The pi system linkage through the central oxygen offers very weak resonance stabilization compared to the dipole-dipole repulsion between the two carbonyl oxygens. The energy barriers to bond rotation between each of the optimal aplanar conformations are quite low. Like most acid anhydrides, the carbonyl carbon atom of acetic anhydride has electrophilic character, as the leaving group is carboxylate. The internal asymmetry may contribute to acetic anhydride's potent electrophilicity as the asymmetric geometry ...
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Nitro Group
In organic chemistry, nitro compounds are organic compounds that contain one or more nitro functional groups (). The nitro group is one of the most common explosophores (functional group that makes a compound explosive) used globally. The nitro group is also strongly electron-withdrawing. Because of this property, bonds alpha (adjacent) to the nitro group can be acidic. For similar reasons, the presence of nitro groups in aromatic compounds retards electrophilic aromatic substitution but facilitates nucleophilic aromatic substitution. Nitro groups are rarely found in nature. They are almost invariably produced by nitration reactions starting with nitric acid. Synthesis Preparation of aromatic nitro compounds Aromatic nitro compounds are typically synthesized by nitration. Nitration is achieved using a mixture of nitric acid and sulfuric acid, which produce the nitronium ion (), which is the electrophile:  +    The nitration product produced on the la ...
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Arene Substitution Pattern
Arene substitution patterns are part of organic chemistry IUPAC nomenclature and pinpoint the position of substituents other than hydrogen in relation to each other on an aromatic hydrocarbon. ''Ortho'', ''meta'', and ''para'' substitution * In ''ortho''-substitution, two substituents occupy positions next to each other, which may be numbered 1 and 2. In the diagram, these positions are marked R and ''ortho''. * In ''meta''-substitution the substituents occupy positions 1 and 3 (corresponding to R and ''meta'' in the diagram). * In ''para''-substitution, the substituents occupy the opposite ends (positions 1 and 4, corresponding to R and ''para'' in the diagram). The toluidines serve as an example for these three types of substitution. Synthesis Electron donating groups, for example amino, hydroxyl, alkyl, and phenyl groups tend to be ''ortho''/''para''-directors, and electron withdrawing groups such as nitro, nitrile, and ketone groups, tend to be ''meta''-directors. Propert ...
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Acetyl Nitrate
Acetyl nitrate is the organic compound with the formula CH3C(O)ONO2. It is classified as the mixed anhydride of nitric and acetic acids. It is a colorless explosive liquid that fumes in moist air. Synthesis and reactions It is prepared from acetic anhydride and dinitrogen pentoxide or with nitric acid: :(CH3CO)2O + HNO3 → CH3C(O)ONO2 + CH3COOH It hydrolyzes in moist air to acetic acid and nitric acid. Alternatively, nitric acid adds to ketene. It is used for some nitrations and nitrolysis reactions.Louw, Robert "Acetyl nitrate" e-EROS Encyclopedia of Reagents for Organic Synthesis 2001, 1-2. {{doi, 10.1002/047084289X.ra032 It acetylates amines, akin to the behavior of acetyl chloride Acetyl chloride (CH3COCl) is an acyl chloride derived from acetic acid. It belongs to the class of organic compounds called acid halides. It is a colorless, corrosive, volatile liquid. Its formula is commonly abbreviated to AcCl. Synthesis On a ...: :2NH3 + CH3C(O)ONO2 -> NH4NO3 + CH3 ...
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Menke Reaction ÜV
Menke is a German surname. Notable people with the surname include: * Bill Menke, American basketball player * Denis Menke (1940–2020), American baseball player * Frank G. Menke (1885–1954), American newspaper reporter * Frl. Menke aka Franziska Menke (born 1960), German singer * Heinrich Theodor Menke (1819–1892) German geographer * Karl Menke (Carl Menke) (born 1906, date of death unknown), German field hockey player * Karl Theodor Menke (1791–1861), German malacologist * Richard J. Menke (1935-2006), American lawyer and politician * Sally Menke (1953–2010), American film editor * Sebastian Menke Sebastian G. Menke (December 21, 1910 – April 21, 2002) was a 20th-century Catholic priest in the United States who served as the tenth president of St. Ambrose College in Davenport, Iowa from 1964 to 1973. Biography Early life and educati ... (Sebastian G. Menke) (1910–2002), the 10th president of St. Ambrose University in Davenport, Iowa. Menke Observatory in D ...
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Zincke Nitration
The Zincke nitration is a nitration reaction in which a bromine is replaced by a nitro group on an electron-rich aryl compound such as a phenol or cresol. Typical reagents are nitrous acid or sodium nitrite. The reaction is a manifestation of nucleophilic aromatic substitution and is named after Theodor Zincke, who first reported it in 1900. Two examples: and: The Zincke nitration should not be confused with the Zincke–Suhl reaction or the Zincke reaction. See also * Menke nitration The Menke nitration is the nitration of electron rich aromatic compounds with cupric nitrate and acetic anhydride. The reaction introduces the nitro group predominantly in the ortho position to the activation group. It may proceed via the interme ... References {{Reflist Nitration reactions Substitution reactions Name reactions 1900 in science ...
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Nitration Reactions
In organic chemistry, nitration is a general class of chemical processes for the introduction of a nitro group into an organic compound. The term also is applied incorrectly to the different process of forming nitrate esters between alcohols and nitric acid (as occurs in the synthesis of nitroglycerin). The difference between the resulting molecular structures of nitro compounds and nitrates is that the nitrogen atom in nitro compounds is directly bonded to a non-oxygen atom (typically carbon or another nitrogen atom), whereas in nitrate esters (also called organic nitrates), the nitrogen is bonded to an oxygen atom that in turn usually is bonded to a carbon atom (nitrito group). There are many major industrial applications of nitration in the strict sense; the most important by volume are for the production of nitroaromatic compounds such as nitrobenzene. Nitration reactions are notably used for the production of explosives, for example the conversion of guanidine to nitroguanid ...
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Substitution Reactions
A substitution reaction (also known as single displacement reaction or single substitution reaction) is a chemical reaction during which one functional group in a chemical compound is replaced by another functional group. Substitution reactions are of prime importance in organic chemistry. Substitution reactions in organic chemistry are classified either as electrophilic or nucleophile, nucleophilic depending upon the reagent involved, whether a reactive intermediate involved in the reaction is a carbocation, a carbanion or a radical (chemistry), free radical, and whether the substrate (chemistry), substrate is aliphatic or aromatic. Detailed understanding of a reaction type helps to predict the product outcome in a reaction. It also is helpful for optimizing a reaction with regard to variables such as temperature and choice of solvent. A good example of a substitution reaction is halogenation. When chlorine gas (Cl2) is irradiated, some of the molecules are split into two chlorine ...
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