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Organic azide information


The azide functional group can be shown by two resonance structures.

An organic azide is an organic compound that contains an azide (–N3) functional group.[1] Because of the hazards associated with their use, few azides are used commercially although they exhibit interesting reactivity for researchers. Low molecular weight azides are considered especially hazardous and are avoided. In the research laboratory, azides are precursors to amines. They are also popular for their participation in the "click reaction" between an azide and an alkyne and in Staudinger ligation. These two reactions are generally quite reliable, lending themselves to combinatorial chemistry.

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Organic azide

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An organic azide is an organic compound that contains an azide (–N3) functional group. Because of the hazards associated with their use, few azides are...

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Azide

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acid HN3. Organic azides are organic compounds with the formula RN3, containing the azide functional group. The dominant application of azides is as a propellant...

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Sodium azide

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Sodium azide is an inorganic compound with the formula NaN3. This colorless salt is the gas-forming component in some car airbag systems. It is used for...

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Diphenylphosphoryl azide

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Diphenylphosphoryl azide (DPPA) is an organic compound. It is widely used as a reagent in the synthesis of other organic compounds. DPPA undergoes pseudohalogen...

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Trifluoromethanesulfonyl azide

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Trifluoromethanesulfonyl azide or triflyl azide CF3SO2N3 is an organic azide used as a reagent in organic synthesis. Trifluoromethanesulfonyl azide is prepared by...

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Curtius rearrangement

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published. The acyl azide is usually made from the reaction of acid chlorides or anhydrides with sodium azide or trimethylsilyl azide. Acyl azides are also obtained...

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Tosyl azide

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Tosyl azide is a reagent used in organic synthesis. Tosyl azide is used for the introduction of azide and diazo functional groups. It is also used as...

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Staudinger reaction

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The Staudinger reaction is a chemical reaction of an organic azide with a phosphine or phosphite produces an iminophosphorane. The reaction was discovered...

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Trimethylsilyl azide

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Trimethylsilyl azide is the organosilicon compound with the formula (CH3)3SiN3. A colorless liquid, it is a reagent in organic chemistry, serving as the...

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Methyl azide

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Methyl azide is an organic compound with the formula CH3N3. It is a white solid and it is the simplest organic azide. Methyl azide can be prepared by...

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Phenyl azide

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Phenyl azide is an organic compound with the formula C6H5N3. It is one of the prototypical organic azides. It is a pale yellow oily liquid with a pungent...

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Acyl azide

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Acyl azides are carboxylic acid derivatives with the general formula RCON3. These compounds, which are a subclass of organic azides, are generally colorless...

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Cyanogen azide

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Cyanogen azide, N3CN or CN4, is an azide compound of carbon and nitrogen which is an oily, colourless liquid at room temperature. It is a highly explosive...

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Bergmann degradation

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of Bergmann and his close colleague Leonidas Zervas, combining the organic azide degradation of the Curtius rearrangement with the Bergmann-Zervas carbobenzoxy...

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Schmidt reaction

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In organic chemistry, the Schmidt reaction is an organic reaction in which an azide reacts with a carbonyl derivative, usually an aldehyde, ketone, or...

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Iodine azide

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azide (IN3) is an explosive inorganic compound, which in ordinary conditions is a yellow solid. Formally, it is an inter-pseudohalogen. Iodine azide can...

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Nitrogen

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names of many nitrogen compounds, such as hydrazine and compounds of the azide ion. Finally, it led to the name "pnictogens" for the group headed by nitrogen...

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Bromine azide

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Bromine azide is an explosive inorganic compound with the formula BrN3. It has been described as a crystal or a red liquid at room temperature.[citation...

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Click chemistry

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Copper(I)-Catalyzed 1,3-Dipolar Cycloadditions of Terminal Alkynes to Azides". Journal of Organic Chemistry. 67 (9): 3057–3064. doi:10.1021/jo011148j. PMID 11975567...

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Fluorophore

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carboxyl groups (carbodiimide), thiol (maleimide, acetyl bromide), and organic azide (via click chemistry or non-specifically (glutaraldehyde)). Additionally...

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Magnesium azide

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Characterisation of Metal Hydrazine Nitrate, Azide and Perchlorate Complexes". Synthesis and Reactivity in Inorganic and Metal-Organic Chemistry. 12 (4): 383–395. doi:10...

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Insertion reaction

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dimeric dioxane being the major product. Organic azides also provide an example of an insertion reaction in organic synthesis and, like the above examples...

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Tributyltin azide

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a reagent in organic synthesis. Tributyltin azide is synthesized by the salt metathesis reaction of tributyltin chloride and sodium azide. It is a reagent...

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Amine

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in the presence of a nickel catalyst. Suitable groups include nitriles, azides, imines including oximes, amides, and nitro. In the case of nitriles, reactions...

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