Names | |
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Preferred IUPAC name N-Hydroxymethanamine | |
Other names Methylhydroxylamine | |
Identifiers | |
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3D model (JSmol) | |
ChemSpider | |
PubChem CID | |
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CompTox Dashboard (EPA) | |
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Properties | |
CH5NO | |
Molar mass | 47.057 g·mol−1 |
Melting point | 38.5 °C (101.3 °F; 311.6 K) [1] |
Boiling point | 115.0 °C (239.0 °F; 388.1 K) [1] |
Basicity (pKb) | 8.04 [1] |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
Infobox references | |
N-Methylhydroxylamine or methylhydroxylamine is a hydroxylamine derivative with a methyl group replacing one of the hydrogens of the amino group. It is an isomer of methoxyamine and aminomethanol. It decomposes in an exothermic reaction (-63 kJ/mol) into methane and azanone unless stored as a hydrochloride salt.
The compound is commercially available as its hydrochloride salt. This can be produced by electrochemical reduction of nitromethane in hydrochloric acid using a copper anode and a graphite cathode. [2]
Electrochemistry is the branch of physical chemistry concerned with the relationship between electrical potential, as a measurable and quantitative phenomenon, and identifiable chemical change, with either electrical potential as an outcome of a particular chemical change, or vice versa. These reactions involve electrons moving between electrodes via an electronically-conducting phase, separated by an ionically-conducting and electronically insulating electrolyte.
Nitromethane, sometimes shortened to just Nitro, is an organic compound with the chemical formula CH
3NO
2. It is the simplest organic nitro compound. It is a polar liquid commonly used as a solvent in a variety of industrial applications such as in extractions, as a reaction medium, and as a cleaning solvent. As an intermediate in organic synthesis, it is used widely in the manufacture of pharmaceuticals, pesticides, explosives, fibers, and coatings. Nitromethane is used as a fuel additive in various motorsports and hobbies, e.g. Top Fuel drag racing and miniature internal combustion engines in radio control, control line and free flight model aircraft.
Nitro compounds are organic compounds that contain one or more nitro functional groups (−NO2). 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, C−H 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.
Methylamine is an organic compound with a formula of CH3NH2. This colorless gas is a derivative of ammonia, but with one hydrogen atom being replaced by a methyl group. It is the simplest primary amine.
Triethylamine is the chemical compound with the formula N(CH2CH3)3, commonly abbreviated Et3N. It is also abbreviated TEA, yet this abbreviation must be used carefully to avoid confusion with triethanolamine or tetraethylammonium, for which TEA is also a common abbreviation. It is a colourless volatile liquid with a strong fishy odor reminiscent of ammonia. Like diisopropylethylamine (Hünig's base), triethylamine is commonly employed, usually as a base, in organic synthesis.
Organic reductions or organic oxidations or organic redox reactions are redox reactions that take place with organic compounds. In organic chemistry oxidations and reductions are different from ordinary redox reactions because many reactions carry the name but do not actually involve electron transfer in the electrochemical sense of the word. Instead the relevant criterion for organic oxidation is gain of oxygen and/or loss of hydrogen, respectively.
Zinc nitride (Zn3N2) is an inorganic compound of zinc and nitrogen, usually obtained as (blue)grey crystals. It is a semiconductor. In pure form, it has the anti-bixbyite structure.
Aluminium hydride (also known as alane or alumane) is an inorganic compound with the formula AlH3. It presents as a white solid and may be tinted grey with decreasing particle size and impurity levels. Depending upon synthesis conditions, the surface of the alane may be passivated with a thin layer of aluminum oxide and/or hydroxide. Alane and its derivatives are used as reducing agents in organic synthesis.
Electrosynthesis in chemistry is the synthesis of chemical compounds in an electrochemical cell. Compared to ordinary redox reaction, electrosynthesis sometimes offers improved selectivity and yields. Electrosynthesis is actively studied as a science and also has industrial applications. Electro-oxidation has potential for wastewater treatment as well.
Benzylamine is an organic chemical compound with the condensed structural formula C6H5CH2NH2 (sometimes abbreviated as PhCH2NH2 or BnNH2). It consists of a benzyl group, C6H5CH2, attached to an amine functional group, NH2. This colorless water-soluble liquid is a common precursor in organic chemistry and used in the industrial production of many pharmaceuticals. The hydrochloride salt was used to treat motion sickness on the Mercury-Atlas 6 mission in which NASA astronaut John Glenn became the first American to orbit the Earth.
The polysulfide bromide battery, is a type of regenerative fuel cell involving a reversible electrochemical reaction between two salt-solution electrolytes: sodium bromide and sodium polysulfide. It is an example and type of redox (reduction–oxidation) flow battery.
Dimethylglycine (DMG) is a derivative of the amino acid glycine with the structural formula (CH3)2NCH2COOH. It can be found in beans and liver. It can be formed from trimethylglycine upon the loss of one of its methyl groups. It is also a byproduct of the metabolism of choline.
N-Hydroxysuccinimide (NHS) is an organic compound with the formula (CH2CO)2NOH. It is a white solid that is used as a reagent for preparing active esters in peptide synthesis. It can be synthesized by heating succinic anhydride with hydroxylamine or hydroxylamine hydrochloride.
In nitrile reduction a nitrile is reduced to either an amine or an aldehyde with a suitable chemical reagent.
Nitroacetic acid is the chemical compound with the formula (NO2)CH2CO2H. This substituted carboxylic acid is used as a potential precursor to nitromethane, commonly used as a fuel in drag racing and as an organic reagent in chemical synthesis.
Lithium chlorate is the inorganic chemical compound with the formula LiClO3. Like all chlorates, it is an oxidizer and may become unstable and possibly explosive if mixed with organic materials, reactive metal powders, or sulfur.
Decamethylferrocene or bis(pentamethylcyclopentadienyl)iron(II) is a chemical compound with formula Fe(C
5(CH
3)
5)
2 or C
20H
30Fe. It is a sandwich compound, whose molecule has an iron(II) cation Fe2+ attached by coordination bonds between two pentamethylcyclopentadienyl anions (Cp*−, (CH
3)
5C−
5). It can also be viewed as a derivative of ferrocene, with a methyl group replacing each hydrogen atom of its cyclopentadienyl rings. The name and formula are often abbreviated to DmFc, Me
10Fc or FeCp*
2.
Dinitromethane is an organic compound with the chemical formula CH2(NO2)2. Purified dinitromethane is a colorless liquid with a weak pleasant odor. It is relatively stable at room temperature and can be safely stored for months at 0 °C.
2-Methylnaphthalene-1,4-diamine is a synthetic menadione analog with vitamin K activity.
Raffaella Buonsanti (born 1981 in Matera, Italy) is an Italian chemist and material scientist. Her research is at the interface between materials chemistry and catalysis as she focuses on the synthesis of nanocrystals to drive various energy-related reactions, such as CO2 reduction. She is currently a tenure-track assistant professor at École Polytechnique Fédérale de Lausanne (EPFL) and director of the Laboratory of Nanochemistry for Energy located at EPFL's Valais campus.