Diphenylcarbazone

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Contents

Diphenylcarbazone
Diphenylcarbazone.svg
Names
IUPAC name
1-anilino-3-phenyliminourea
Other names
  • 1,5-Diphenylcarbazone
  • sym-Diphenylcarbazone
  • s-Diphenylcarbazone
  • Diphenylcarbazone
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.007.909 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 208-698-0
PubChem CID
UNII
  • InChI=1S/C13H12N4O/c18-13(16-14-11-7-3-1-4-8-11)17-15-12-9-5-2-6-10-12/h1-10,14H,(H,16,18)
    Key: ZFWAHZCOKGWUIT-UHFFFAOYSA-N
  • C1=CC=C(C=C1)NNC(=O)N=NC2=CC=CC=C2
Properties
C13H12N4O
Molar mass 240.26 g·mol −1
Appearanceyellow to red odorless solid [1]
Melting point 157 °C [2]
poor [1]
Hazards [3]
GHS labelling:
GHS-pictogram-exclam.svg
Warning
H302, H315, H319, H335 [4]
P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, P501 [4]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

1,5-Diphenylcarbazone (or simply Diphenylcarbazone) is a chemical compound from the group of the carbazones (nitrogen compounds with the basic structure HN=N-CO-NH-NH2).

Properties

Diphenylcarbazone is an orange solid that dissolves well in Ethanol, Chloroform and Benzene and is almost insoluble in water. [1] [2] It forms a purple complex compound with Hg(II) ions. Likewise, other metal ions, such as Cr(III) ions form colored complexes with Diphenylcarbazone. Diphenylcarbazone can be produced from Diphenylcarbazide via oxidation. Certain commercial products of diphenylcarbazone are a mixture with Diphenylcarbazide, which also forms colored complex compounds with certain metal ions.

Uses

Diphenylcarbazone is used as an indicator for endpoint determination in mercurimetry: If a Sodium chloride solution is titrated with Mercury(II) nitrate solution, undissociated Mercury(II) chloride is formed. If the end point is exceeded, then the color complex forms with diphenylcarbazone. This method is used in water analysis to determine chloride. If you add a certain amount of mercury(II) nitrate solution in excess to a chloride solution, you can determine the color intensity of the complex photometrically and thus deduce the chloride content.

Related Research Articles

Coordination complex Molecule or ion containing ligands datively bonded to a central metallic atom

A coordination complex consists 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.

In chemistry, a salt is a chemical compound consisting of an ionic assembly of positively charged cations and negatively charged anions, which results in a compound with no net electric charge. A common example is table salt, with positively charged sodium ions and negatively charged chloride ions.

Ammonium Polyatomic ion

The ammonium cation is a positively charged polyatomic ion with the chemical formula NH+
4
. It is formed by the protonation of ammonia. Ammonium is also a general name for positively charged or protonated substituted amines and quaternary ammonium cations, where one or more hydrogen atoms are replaced by organic groups.

Iron(III) The element iron in its +3 oxidation state

In chemistry, iron(III) refers to the element iron in its +3 oxidation state. In ionic compounds (salts), such an atom may occur as a separate cation (positive ion) denoted by Fe3+.

Precipitation (chemistry) Chemical process leading to the settling of an insoluble solid from a solution

In aqueous solution, precipitation is the process of transforming a dissolved substance into an insoluble solid from a super-saturated solution. The solid formed is called the precipitate. In case of an inorganic chemical reaction leading to precipitation, the chemical reagent causing the solid to form is called the precipitant.

Silver chloride Chemical compound with the formula AgCl

Silver chloride is a chemical compound with the chemical formula AgCl. This white crystalline solid is well known for its low solubility in water (this behavior being reminiscent of the chlorides of Tl+ and Pb2+). Upon illumination or heating, silver chloride converts to silver (and chlorine), which is signaled by grey to black or purplish coloration to some samples. AgCl occurs naturally as a mineral chlorargyrite.

Classical qualitative inorganic analysis is a method of analytical chemistry which seeks to find the elemental composition of inorganic compounds. It is mainly focused on detecting ions in an aqueous solution, therefore materials in other forms may need to be brought to this state before using standard methods. The solution is then treated with various reagents to test for reactions characteristic of certain ions, which may cause color change, precipitation and other visible changes.

Cobalt(II) chloride Chemical compound

Cobalt(II) chloride is an inorganic compound of cobalt and chlorine, with the formula CoCl
2
. The compound forms several hydrates CoCl
2
nH
2
O
, for n = 1, 2, 6, and 9. Claims of the formation of tri- and tetrahydrates have not been confirmed. The anhydrous form is a blue crystalline solid; the dihydrate is purple and the hexahydrate is pink. Commercial samples are usually the hexahydrate, which is one of the most commonly used cobalt compounds in the lab.

Tollens reagent

Tollens' reagent is a chemical reagent used to distinguish between aldehydes and ketone functional groups along with some alpha-hydroxy ketones which can tautomerize into aldehydes. The reagent consists of a solution of silver nitrate, ammonia and some sodium hydroxide. It was named after its discoverer, the German chemist Bernhard Tollens. A positive test with Tollens' reagent is indicated by the precipitation of elemental silver, often producing a characteristic "silver mirror" on the inner surface of the reaction vessel.

Copper(II) chloride Chemical compound

Copper(II) chloride is the chemical compound with the chemical formula CuCl2. The anhydrous form is yellowish brown but slowly absorbs moisture to form a blue-green dihydrate.

Tin(II) chloride Chemical compound

Tin(II) chloride, also known as stannous chloride, is a white crystalline solid with the formula SnCl2. It forms a stable dihydrate, but aqueous solutions tend to undergo hydrolysis, particularly if hot. SnCl2 is widely used as a reducing agent (in acid solution), and in electrolytic baths for tin-plating. Tin(II) chloride should not be confused with the other chloride of tin; tin(IV) chloride or stannic chloride (SnCl4).

Metal ammine complex

In coordination chemistry, metal ammine complexes are metal complexes containing at least one ammonia (NH3) ligand. "Ammine" is spelled this way due to historical reasons; in contrast, alkyl or aryl bearing ligands are spelt with a single "m". Almost all metal ions bind ammonia as a ligand, but the most prevalent examples of ammine complexes are for Cr(III), Co(III), Ni(II), Cu(II) as well as several platinum group metals.

In chemical nomenclature, the IUPAC nomenclature of inorganic chemistry is a systematic method of naming inorganic chemical compounds, as recommended by the International Union of Pure and Applied Chemistry (IUPAC). It is published in Nomenclature of Inorganic Chemistry. Ideally, every inorganic compound should have a name from which an unambiguous formula can be determined. There is also an IUPAC nomenclature of organic chemistry.

Mercury(II) thiocyanate Chemical compound

Mercury(II) thiocyanate (Hg(SCN)2) is an inorganic chemical compound, the coordination complex of Hg2+ and the thiocyanate anion. It is a white powder. It will produce a large, winding "snake" when ignited, an effect known as the Pharaoh's serpent.

Iron(III) nitrate Chemical compound

Iron(III) nitrate, or ferric nitrate, is the name used for a series of inorganic compounds with the formula Fe(NO3)3.(H2O)n. Most common is the nonahydrate Fe(NO3)3.(H2O)9. The hydrates are all pale colored, water-soluble paramagnetic salts.

Hexamminecobalt(III) chloride Chemical compound

Hexaamminecobalt(III) chloride is the chemical compound with the formula [Co(NH3)6]Cl3. It is the chloride salt of the coordination complex [Co(NH3)6]3+, which is considered an archetypal "Werner complex", named after the pioneer of coordination chemistry, Alfred Werner. The cation itself is a metal ammine complex with six ammonia ligands attached to the cobalt(III) ion.

Ammonium cyanide Chemical compound

Ammonium cyanide is an unstable inorganic compound with the formula NH4CN.

Compounds of lead exist with lead in two main oxidation states: +2 and +4. The former is more common. Inorganic lead(IV) compounds are typically strong oxidants or exist only in highly acidic solutions.

Diphenylcarbazide Chemical compound

1,5-Diphenylcarbazide is a chemical compound from the group of the carbazides. It has a structural formula similar to that of diphenylcarbazone and can be easily converted into it by oxidation.

A chloride sulfite or sulfite chloride is a chemical compound that contains chloride and sulfite anions (SO32− Cl). The known compounds of this type are all late transition metal sulfito complexes. Chlorine may be present as a ligand (chloro) or as an ion (chloride). The sulfito ligand can connect to the metal atom by way of an oxygen, or a sulfur atom. It can also link to the metal atom using two oxygen atoms as a bidentate ligand.

References

  1. 1 2 3 "Diphenylcarbazone 538-62-5 | TCI EUROPE N.V." www.tcichemicals.com.
  2. 1 2 Entry on 1,5-Diphenylcarbazon. In: Römpp Online. Georg Thieme Verlag, accessed on 1. August 2014
  3. SDS on 1,5-Diphenylcarbonohydrazone by TCI Europe, accessed on May 27, 2020
  4. 1 2 "1,5-Diphenylcarbazone". pubchem.ncbi.nlm.nih.gov. Retrieved 7 June 2020.
    PD-icon.svg This article incorporates  public domain material from websites or documents ofthe National Institutes of Health.