Methyl orange ( methyl orange , English. Methyl orange , helianthine , 4- (4-dimethylaminophenylazo) sodium benzenesulfonate) is a well-known acid-base indicator , a synthetic organic dye from the group of azo dyes , is a sodium salt .
| Methyl orange | |
|---|---|
| Are common | |
| Systematic name | 4- (4 - dimethylaminophenylazo) sodium benzenesulfonate |
| Traditional names | Methyl orange, methyl orange |
| Chem. formula | C 14 H 14 N 3 O 3 SNa |
| Physical properties | |
| Molar mass | 327.3359 g / mol |
| Density | 1.28 g / cm³ |
| Thermal properties | |
| T. melt. | |
| Chemical properties | |
| Solubility in water | (at 50 ° C) 0.2 g / 100 ml |
| Solubility in ethanol | insoluble |
| Classification | |
| Reg. CAS number | |
| PubChem | |
| Reg. EINECS number | |
| Smiles | |
| Inchi | |
| ChemSpider | |
Content
Properties
Appearance under ordinary conditions: orange-yellow leaves or powder, flakes. Methyl orange is soluble in water of 0.2 g per 100 g, preferably in hot.
In solutions with pH 2, the absorption maximum is at a wavelength of 505 nm (λmax = 505 nm). Isobestic point corresponds to a wavelength of 460 nm [2] .
The transition of color in aqueous solutions from red to orange-yellow is observed in the pH range 3.1-4.4 (in an acidic medium red, in an alkaline medium yellow).
The color transition interval is affected by: temperature, the presence in the solution of salts, organic solvents , protein substances and others. The effect of temperature is most significant for indicators that are weak bases : for example, for methyl orange at room temperature, the color changes within pH 3.1-4.4, and at 100 ° C within pH 2.5-3.7.
Toxic [3]
Application
| Methyl orange ( pH indicator ) | ||
| lower limit of pH 3.1 | upper limit of pH 4.4 | |
| Red | ↔ | Yellow |
It is used as an acid-base indicator, titrant in the determination of strong oxidizing agents, spectrophotometric determination of oxidizing agents ( chromium , bromine ).
A 0.1% aqueous solution is used in analytical chemistry as an indicator .
It changes color from red in an acidic environment (pH 3.1 to 4.4) to orange in neutral and yellow in alkaline.
Getting
Laboratory synthesis method:
Methyl orange is obtained by diazotizing sulfanilic acid , and then combining the resulting substance with dimethylaniline .
Execution technique:
A portion of sulfanilic acid is dissolved in 25 ml of a 2 M sodium hydroxide solution (2 g of NaOH in 25 ml of solution). A sample of sodium nitrite weighing 4 g is then dissolved in the same solution. After this, the solution is cooled with ice and poured into 25 ml of a 2 M hydrochloric acid solution cooled by ice (in addition to external cooling, pieces of ice can be placed in the solution). A portion of dimethylaniline is dissolved in 5 ml of 1 M hydrochloric acid, cooled with ice, and the diazobenzenesulfonic acid solution obtained above is poured into the cooled solution. The formation of dye. Another caustic soda solution is poured to a strongly alkaline reaction. The sodium salt of the dye is released from the solution in the form of orange-brown petal-like crystals. After a few hours, the dye is filtered off with suction and washed with a funnel of 25 ml of water. Then it is carefully squeezed on filter paper and dried in a porcelain cup in a water bath.
Mnemonic rule
To memorize the color of the indicator of methyl orange in alkalis and acids, a mnemonic poem is used:
From alkali I am yellow in a fever
I am pink from acids, as from shame.
And I rush into the water without looking back
Here I am almost always orange.
Another way to remember:
The environments are in order: acidic, neutral and alkaline. The poem for remembering the colors of the rainbow goes the same way. "Every Hunter Desires ..."
Acidic medium (pH <7) - Each
Neutral Medium (pH = 7) - Hunter
Alkaline environment (pH> 7) - Desires
Notes
- ↑ Green F. J. The Sigma-Aldrich Handbook of Stains, Dyes and Indicators - Milwaukee : 1990 .-- S. 461.
- ↑ V. M. Ivanov. Optical, colorimetric and acid-base properties of methyl orange . - 2010. - No. 6 . - S. 445 .
- ↑ Acros Organics