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751855

Sigma-Aldrich

Hydrazine solution

1 M in acetonitrile

Synonym(s):

Hydrazine, Nitrogen hydride

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About This Item

Linear Formula:
NH2NH2
CAS Number:
302-01-2
Molecular Weight:
32.05
Beilstein:
878137
MDL number:
MFCD00011417
UNSPSC Code:
12352100
PubChem Substance ID:
329766244
NACRES:
NA.22

form

liquid

concentration

1 M in acetonitrile

refractive index

n20/D 1.348

density

0.779 g/mL at 25 °C

SMILES string

NN

InChI

1S/H4N2/c1-2/h1-2H2

InChI key

OAKJQQAXSVQMHS-UHFFFAOYSA-N

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General description

Hydrazine (N2H4) solution is a common reducing agent and a versatile reagent in organic synthesis. It can reduce a variety of functional groups like ketones, aldehydes, imines, nitro compounds, azides & nitrates to their corresponding amines. It also serves as a source of nitrogen in the synthesis of heterocyclic compounds, such as pyrazoles and pyrazolines.

Application

Hydrazine solution (in acetonitrile) can be used as a reducing source for the reduction of carbon-carbon multiple bonds in alkenes, alkynes, and α,β-unsaturated esters using metal-organic frameworks (MOFs) as heterogeneous catalysts. It is also used in the synthesis of polysubstituted 2-aminoimidazoles from 2-aminopyrimidines and α-bromocarbonyl compounds.

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Aquatic Chronic 2 - Carc. 1B - Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2 - Skin Sens. 1

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

41.0 °F

Flash Point(C)

5 °C

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D P Elder et al.
Journal of pharmaceutical and biomedical analysis, 54(5), 900-910 (2010-12-15)
This is the latest of a series of reviews focused on the analysis of genotoxic impurities. This review summarises the analytical approaches reported in the literature relating to hydrazine, hydrazines, hydrazides and hydrazones. It is intended to provide guidance for
Min Yuan et al.
Dalton transactions (Cambridge, England : 2003), (31)(31), 6078-6088 (2010-05-08)
A combination of unique solvent properties of hydrazine enables the direct dissolution of a range of metal chalcogenides at ambient temperature, rendering this an extraordinarily simple and soft synthetic approach to prepare new metal chalcogenide-based materials. The extended metal chalcogenide
M Vogel et al.
Fresenius' journal of analytical chemistry, 366(8), 781-791 (2001-03-03)
Hydrazine reagents are a well-known group of derivatizing agents for the determination of aldehydes and ketones in liquid and gaseous samples. Within this article, the most important hydrazine reagents are critically summarized, and their major applications in different fields, including
Nilay Hazari
Chemical Society reviews, 39(11), 4044-4056 (2010-06-24)
One of the most challenging problems in small molecule activation is the development of a homogeneous catalyst for converting dinitrogen into ammonia at ambient temperatures and atmospheric pressure. A catalytic cycle based on molybdenum that converts dinitrogen into ammonia has
Tino Wilson Sanchez et al.
Bioorganic & medicinal chemistry, 21(4), 957-963 (2013-01-12)
Human lens epithelium-derived growth factor (LEDGF)/p75 plays an important role in the HIV life cycle by stimulating integrase (IN)-led viral DNA integration into cellular chromosomes. Mechanistic studies show the majority of IN inhibitors chelate magnesium ions in the catalytic active
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