Diazomethane is an organic chemical compound with the formula CH2N2, discovered by German chemist Hans von Pechmann in 1894. It is the simplest diazo compound...
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Trimethylsilyldiazomethane (redirect from Trimethylsilyl diazomethane)
methylating agent for carboxylic acids. It is a safer replacement for diazomethane, which is a sensitive explosive gas, whereas trimethylsilyldiazomethane...
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process. Alternatively, diazomethane can be used to convert an acid to an ester. While esterification reactions with diazomethane often give quantitative...
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von Pechmann, who prepared it by accident in 1898 while investigating diazomethane. When his colleagues Eugen Bamberger and Friedrich Tschirner characterized...
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Carboxylic acids can be esterified using diazomethane: RCO2H + CH2N2 → RCO2CH3 + N2 Using this diazomethane, mixtures of carboxylic acids can be converted...
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structural formula R2C=N+=N−. The simplest example of a diazo compound is diazomethane, CH2N2. Diazo compounds (R2C=N2) should not be confused with azo compounds...
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Alkylation (section Methylation with diazomethane)
diethyl ether). Dimethyl sulfate is intermediate in electrophilicity. Diazomethane is a popular methylating agent in the laboratory, but it is too hazardous...
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Diacetyl peroxide 1-Diazidocarbamoyl-5-azidotetrazole Diazodinitrophenol Diazomethane Diethyl ether peroxide 4-Dimethylaminophenylpentazole Disulfur dinitride...
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powerful (and more dangerous) methylating reagents include methyl triflate, diazomethane, and methyl fluorosulfonate (magic methyl). These reagents all react...
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believed to be an intermediate in the methylation of carboxylic acids by diazomethane, a common transformation. Loss of N2 is both enthalpically and entropically...
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is the conjugate acid of diazomethane, with an estimated pKa<10. It is an intermediate in methylation reactions of diazomethane with acidic hydroxyl compounds...
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Molecular orbital diagram of the conjugated pi systems of the diazomethane molecule using Hartree-Fock Method, CH2N2...
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zinc at 400 °C: C6H5OH + Zn → C6H6 + ZnO When phenol is treated with diazomethane in the presence of boron trifluoride (BF3), anisole is obtained as the...
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Eistert (1902–1978). The method entails treating an acid chlorides with diazomethane. It is a popular method of producing β-amino acids from α-amino acids...
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methylidene or methanediyl group, such as ketene (ethenone) (CH 2=CO), diazomethane (linear CH 2=N 2), diazirine (cyclic [-CH 2-N=N-]) and diiodomethane...
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Demjanov rearrangement (section Use of diazomethane)
Migratory aptitudes of functional groups dictate rearrangement products. Diazomethane also produces ring enlargement, and its reaction is mechanistically similar...
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been reported to be a comparatively safe and stable in situ source of diazomethane in organic synthesis.[citation needed] In particular, use as a methylating...
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Reactions involving diazomethanes with alkyl or aryl substituents are exothermic at or below room temperature. Reactions involving diazomethanes with acyl or...
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1,3-Dipolar cycloaddition (section Synthesis of carbonyl ylides from diazomethane derivatives by photocatalysis)
data, such as dipole moment measurements or computations. For example, diazomethane bears the largest negative character at the terminal nitrogen atom, while...
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Metabolic activation of the nitrosamine NDMA converts it to the alkylating agent diazomethane...
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abscheiden; … " (It should be mentioned that from an ether solution of diazomethane, upon standing, sometimes small quantities of a white, flakey substance...
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17-acetoxy-1,4,6-pregnatriene-3,20-dione [2668-75-9] (3). Reacting this with diazomethane results in a 1,3-dipolar addition reaction at C1–C2 of the double bond...
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reaction with ethyl propionate ester; the product of this then reacts with diazomethane to form an enol ether, which reacts with free guanidine in a second condensation...
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abscheiden; ... (It should be mentioned that from an ether solution of diazomethane, upon standing, sometimes small quantities of a white, flakey substance...
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Cyanogen chloride CNCl 506-77-4 ACGIH (1977) ceiling limit 0.3 ppm 4 Diazomethane CH2N2 334-88-3 2 ACGIH (1970) TWA-TLV 0.2 ppm 4 175 (Cat, 10 min) Diborane...
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mismatch repair system. In organic chemistry, MNNG is used as a source of diazomethane when reacted with aqueous potassium hydroxide. MNNG is a probable human...
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diphenyldiazomethane to generate polycyclic phosphirane species. The diazomethane species must be highly conjugated to ensure the formation of the three...
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synthesis - Also reduces an acyl halide to an aldehyde, via the use of diazomethane Diisobutylaluminium hydride (DIBALH) can also reduce acid chlorides to...
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123-42-2 0647 Diacetone alcohol 8550 mg/m3 1800 ppm 123422 334-88-3 1256 Diazomethane 3.44 mg/m3 2 ppm 334883 (10% Lower explosive limit LEL) 19287-45-7 0432...
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