Hidracina monohidrato, +98 %, Thermo Scientific Chemicals

Name: Hidracina monohidrato, +98 %, Thermo Scientific Chemicals
SKU: A14005.0E

CAS: 7803-57-8 | H6N2O | 50.06 g/mol

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Número de catálogo A14005.0E

también denominado A14005-0E

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Identificadores químicos

CAS7803-57-8

Especificaciones Specification Sheet

Hoja de especificaciones

Appearance (Color)Clear colorless

FormLiquid

Assay (Hydrazine)≥98.0 to ≤102.0% (non-U.S. specification)

Assay from Suppliers CofA≥98.0% (U.S. specifiactionl)

CommentSpecification differs for U.S. and non-U.S. material where indicated

Hydrazine monohydrate is used as a reducing agent. It is also used in water treatment, especially effluents and industrial boilers, metal treatment and mine extraction process, and synthesis of active ingredients in the pharmaceutical industry like 3-amino-1,2,4-triazole cefazolin, rizatriptan, anastrozole, fluconazole, metazachlor metamitron pyrazole, metribuzin, paclobutrazol, diclobutrazole, propiconazole, and triadimefon. It is involved in the preparation of heterocycles like pyrazoles and pyridazines. It is actively involved in the Wolff-Kishner reduction, which converts the carbonyl group of a ketone into a methylene bridge through a hydrazone intermediate. Further, it is used to cleave N-alkylated phthalimide derivatives. In the Einhorn-Brunner reaction, it reacts with imides to get triazoles.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Aplicaciones
La hidracina monohidrato se utiliza como agente reductor. También se utiliza en el tratamiento de aguas, especialmente efluentes y calderas industriales, en el tratamiento de metales y en el proceso de extracción minera, así como en la síntesis de ingredientes activos en la industria farmacéutica como 3-amino-1,2,4-triazol cefazolina, rizatriptán, anastrozol, fluconazol, metazacloro metamitrona pirazol, metribuzina, paclobutrazol, diclobutrazol, propiconazol y triadimefon. Participa en la preparación de heterociclos como pirazoles y piridacinas. Participa activamente en la reducción de Wolff-Kishner, que convierte el grupo carbonilo de una cetona en un puente de metileno a través de un intermediario de hidrazona. Además, se utiliza para la escisión de los derivados de la ftalimida N-alquilada. En la reacción de Einhorn-Brunner, reacciona con imidas para obtener triazoles.

Solubilidad
Miscible con agua y alcohol. Inmiscible con cloroformo, hidrocarburos y éter.

Notas
Se requieren precauciones especiales de manipulación. Consulte la MSDS antes de la compra. MSDS disponibles en línea en www.alfa.com Incompatible con agentes oxidantes, oxígeno, cobre, materiales orgánicos y cinc.

RUO – Research Use Only

General References:

Forms stable, water-free solid complexes consisting of one hydrazine molecule associated with one molecule of hydroquinone or two molecules of 4-methoxyphenol. These have potential as replacements for the very hazardous anhydrous hydrazine, e.g. in the solid state reaction with esters to give pure hydrazides: J. Chem. Soc., Chem. Commun., 1531, (1995).
Diimide precursor: for generation of diimide by oxidation with O₂, and use in selective reduction of a double bond in the presence of a cyclopropane ring, see: J. Chem. Soc., Chem. Commun., 525 (1973). Review of diimide reductions: Org. React., 40, 91 (1991). See also Hydroxyl amine-O-sulfonic acid, A12560 .
In the Wolff-Kishner carbonyl to methylene reduction (heating with hydrazine and alkali hydroxide), diethylene glycol is now the usual solvent (the Huang Minlon modification): J. Am. Chem. Soc., 68, 2487 (1946); Org. Synth. Coll., 4, 510 (1963). The reduction has also been performed at ambient temperature by the use of KO-t-Bu in DMSO: J. Am. Chem. Soc., 84, 1734 (1962). See also Isatin, A12468 for an analogous reduction.
In the presence of Rh on carbon, nitrobenzene is selectively reduced to phenylhydroxylamine: Org. Synth. Coll., 8, 16 (1993).
For a brief feature on uses of the reagent in synthesis, see: Synlett, 2445 (2004).
Shiraishi, Y.; Hirakawa, H.; Hirai, T. Photocatalytic Hydrogenation of Nitroaromatics to Anilines on Silica-Supported Iron Oxides with Hydrazine Monohydrate as a Reductant. J. Chem. Eng. Jpn. 2015, 48 (2), 141-146.
Sun, J. K.; Xu, Q. Metal Nanoparticles Immobilized on Carbon Nanodots as Highly Active Catalysts for Hydrogen Generation from Hydrazine in Aqueous Solution. Chem. Cat. Chem. 2015, 7 (3), 526-531.