![]() | |
![]() | |
Names | |
---|---|
Preferred IUPAC name N1-(Naphthalen-1-yl)ethane-1,2-diamine | |
Other names N-1-Naphthyl-1,2-ethanediamine Naphthylethylenediamine | |
Identifiers | |
3D model (JSmol) | |
2803527 | |
ChEBI | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.008.176 |
EC Number |
|
PubChem CID | |
UNII | |
CompTox Dashboard (EPA) | |
| |
| |
Properties | |
C12H14N2 | |
Molar mass | 186.258 g·mol−1 |
Appearance | Off-white crystals (dihydrochloride) |
Odor | Odorless |
Density | 380 kg/m3 (dihydrochloride) |
30 g/1000 mL (dihydrochloride, 20 °C) | |
Hazards [2] | |
Occupational safety and health (OHS/OSH): | |
Main hazards | Irritant |
GHS labelling: | |
![]() | |
Warning | |
H315, H319 | |
P264, P280, P302+P352, P305+P351+P338, P332+P313, P337+P313 | |
NFPA 704 (fire diamond) | |
Flash point | Nonflammable |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
N-(1-Naphthyl)ethylenediamine is an organic compound. It is commercially available as part of Griess reagents, which find application in quantitative inorganic analysis of nitrates, nitrite and sulfonamide in blood, using the Griess test.
This compound can be prepared by the reaction of 1-naphthylamine with 2-chloroethanamine. It is commercially available as the dihydrochloride salt.
N-(1-Naphthyl)ethylenediamine undergoes most reactions typical to naphthylamine and primary amines such as diazotation. Similar to its analog ethylenediamine, it can also act as a bidentate ligand to give several coordination compounds. However, it is a weaker bidentate ligand as the nitrogen atom in the naphthylamine group is weakly coordinating due to the dispersal of charge by resonance. For example, it reacts with potassium tetrachloroplatinate in aqueous solution to give (N-1-naphthyl-ethylenediamine)-dichloroplatinum(II). [3]
N-(1-Naphthyl)ethylenediamine dihydrochloride is widely used in the quantitative analysis of nitrate and nitrite in water samples by colorimetry. It readily undergoes a diazonium coupling reaction in the presence of nitrite to give a strongly colored azo compound. Sample containing nitrite ions is first neutralized and then treated with dilute hydrochloric acid at 0 - 5 °C to give nitrous acid. Then an excess but fixed volume of sulfanilamide and N-(1-naphthyl)ethylenediamine dihydrochloride solution is added. With nitrous acid as the limiting reagent, the azo coupling reaction produces an azo dye quantitatively with respect to the nitrite ions:
The diazo compound formed accounts for the red coloration typical for a positive result. The color intensity of the resulting solution is then measured by a colorimeter and checked against a calibration curve to determine the nitrite ion concentration. [4]
To analyze nitrate concentrations quantitatively, the sample is first passed through a copper-cadmium column to reduce the nitrate ions quantitatively to nitrite ions, and the above procedure can be employed. However, the result should be adjusted for the nitrite ions present in the original sample. [5]
This method can be applied in many aspects, including determining the nitrate/nitrite concentrations in sewage or other biological samples such as intracellular fluids, given that the sample is clear and colorless.
In a similar protocol, the levels of sulfonamide in blood can be detected similarly with the same principles.
A coordination complex is a chemical compound consisting of a central atom or ion, which is usually metallic and is called the coordination centre, and a surrounding array of bound molecules or ions, that are in turn known as ligands or complexing agents. Many metal-containing compounds, especially those that include transition metals, are coordination complexes.
Nitrate is a polyatomic ion with the chemical formula NO−
3. Salts containing this ion are called nitrates. Nitrates are common components of fertilizers and explosives. Almost all inorganic nitrates are soluble in water. An example of an insoluble nitrate is bismuth oxynitrate.
Nitrous acid is a weak and monoprotic acid known only in solution, in the gas phase and in the form of nitrite salts. Nitrous acid is used to make diazonium salts from amines. The resulting diazonium salts are reagents in azo coupling reactions to give azo dyes.
The nitrite ion has the chemical formula NO−
2. Nitrite is widely used throughout chemical and pharmaceutical industries. The nitrite anion is a pervasive intermediate in the nitrogen cycle in nature. The name nitrite also refers to organic compounds having the –ONO group, which are esters of nitrous acid.
Ceric ammonium nitrate (CAN) is the inorganic compound with the formula (NH4)2[Ce(NO3)6]. This orange-red, water-soluble cerium salt is a specialised oxidizing agent in organic synthesis and a standard oxidant in quantitative analysis.
In organic chemistry, the diazo group is an organic moiety consisting of two linked nitrogen atoms at the terminal position. Overall charge-neutral organic compounds containing the diazo group bound to a carbon atom are called diazo compounds or diazoalkanes and are described by the general structural formula R2C=N+=N−. The simplest example of a diazo compound is diazomethane, CH2N2. Diazo compounds should not be confused with azo compounds or with diazonium compounds.
In chemistry, a chemical test is a qualitative or quantitative procedure designed to identify, quantify, or characterise a chemical compound or chemical group.
Sulfamic acid, also known as amidosulfonic acid, amidosulfuric acid, aminosulfonic acid, sulphamic acid and sulfamidic acid, is a molecular compound with the formula H3NSO3. This colourless, water-soluble compound finds many applications. Sulfamic acid melts at 205 °C before decomposing at higher temperatures to water, sulfur trioxide, sulfur dioxide and nitrogen.
The Griess test is an analytical chemistry test which detects the presence of nitrite ion in solution. One of its most important uses is the determination of nitrite in drinking water. The Griess diazotization reaction, on which the Griess reagent relies, was first described in 1858 by Peter Griess. The test has also been widely used for the detection of nitrates, which are a common component of explosives, as they can be reduced to nitrites and detected with the Griess test.
Diazonium compounds or diazonium salts are a group of organic compounds sharing a common functional group [R−N+≡N]X− where R can be any organic group, such as an alkyl or an aryl, and X is an inorganic or organic anion, such as a halide.
A nitrite test is a chemical test used to determine the presence of nitrite ion in solution.
In organic chemistry, alkyl nitrites are a group of organic compounds based upon the molecular structure R−O−N=O, where R represents an alkyl group. Formally they are alkyl esters of nitrous acid. They are distinct from nitro compounds.
The chemical element nitrogen is one of the most abundant elements in the universe and can form many compounds. It can take several oxidation states; but the most oxidation states are -3 and +3. Nitrogen can form nitride and nitrate ions. It also forms a part of nitric acid and nitrate salts. Nitrogen compounds also have an important role in organic chemistry, as nitrogen is part of proteins, amino acids and adenosine triphosphate.
In analytical chemistry, quantitative analysis is the determination of the absolute or relative abundance of one, several or all particular substance(s) present in a sample.
Sulfanilic acid (4-aminobenzenesulfonic acid) is an organic compound with the formula H3NC6H4SO3. It is an off-white solid. It is a zwitterion, which explains its high melting point. It is a common building block in organic chemistry.
In coordination chemistry, a stability constant is an equilibrium constant for the formation of a complex in solution. It is a measure of the strength of the interaction between the reagents that come together to form the complex. There are two main kinds of complex: compounds formed by the interaction of a metal ion with a ligand and supramolecular complexes, such as host–guest complexes and complexes of anions. The stability constant(s) provide(s) the information required to calculate the concentration(s) of the complex(es) in solution. There are many areas of application in chemistry, biology and medicine.
A urine test strip or dipstick is a basic diagnostic tool used to determine pathological changes in a patient's urine in standard urinalysis.
Azo violet (Magneson I; p-nitrobenzeneazoresorcinol) is an azo compound with the chemical formula C12H9N3O4. It is used commercially as a violet dye and experimentally as a pH indicator, appearing yellow below pH 11, and violet above pH 13. It also turns deep blue in the presence of magnesium salt in a slightly alkaline, or basic, environment. Azo violet may also be used to test for the presence of ammonium ions. The color of ammonium chloride or ammonium hydroxide solution will vary depending upon the concentration of azo violet used. Magneson I is used to test Be also; it produces an orange-red lake with Be(II) in alkaline medium.
In organometallic chemistry, transition metal complexes of nitrite describes families of coordination complexes containing one or more nitrite ligands. Although the synthetic derivatives are only of scholarly interest, metal-nitrite complexes occur in several enzymes that participate in the nitrogen cycle.
A transition metal nitrate complex is a coordination compound containing one or more nitrate ligands. Such complexes are common starting reagents for the preparation of other compounds.
{{cite web}}
: Missing or empty |title=
(help)