C.I. Acid Orange 52
Methyl Orange
CAS: 547-58-0
Molecular Formula: C14H14N3NaO3S
C.I. Acid Orange 52 - Names and Identifiers
| Name | Methyl Orange |
| Synonyms | MO S NO 176 ORANGE III C.I. 13025 Helianthise Methyl Orange Acid Orange 52 ORANGE ACID 52 C.I. Acid Orange 52 Methyl Orange solution METHYL ORANGE SODIUM SALT Acid Orange 52 C.I. 13025 methyl orange for microscopy STOCK METHYL ORANGE SOLUTION SODIUM 4-(DIMETHYLAMINO)AZOBENZENE-4'-SULFONATE P-DIMETHYLAMINOAZOBENZENESULFONIC ACID SODIUM SALT sodium 4-(4-dimethylaminophenylazo)benzenesulphonate 4-Dimethylaminoazobenzene-4-sulfonic acid, sodium salt 4-[4-(Dimethylamino)phenylazo]benzenesulfonic acid, sodium salt sodium 4-{(Z)-[4-(dimethylamino)phenyl]diazenyl}benzenesulfonate P-[[P-(DIMETHYLAMINO)PHENYL]AZO]BENZENESULFONIC ACID, SODIUM SALT |
| CAS | 547-58-0 |
| EINECS | 208-925-3 |
| InChI | InChI=1/C14H15N3O3S.Na/c1-17(2)13-7-3-11(4-8-13)15-16-12-5-9-14(10-6-12)21(18,19)20;/h3-10H,1-2H3,(H,18,19,20);/q;+1/p-1/b16-15- |
C.I. Acid Orange 52 - Physico-chemical Properties
| Molecular Formula | C14H14N3NaO3S |
| Molar Mass | 327.33 |
| Density | 0.987g/mLat 25°C |
| Melting Point | 300 °C |
| Flash Point | 37 °C |
| Water Solubility | Soluble in ethanol. Partially soluble in hot water. Slightly soluble in cold water and pyrimidine. Insoluble in ether and alcohol. |
| Solubility | Slightly soluble in water, insoluble in ethanol, easily soluble in hot water. |
| Appearance | Orange crystalline powder |
| Specific Gravity | 0.987 |
| Color | Yellow-Orange |
| Odor | Odorless |
| Maximum wavelength(λmax) | ['507nm, 522nm, 464nm'] |
| Merck | 14,6105 |
| BRN | 4732884 |
| pKa | 3.4(at 25℃) |
| PH | 6.5 (5g/l, H2O, 20℃) |
| Storage Condition | Store at +5°C to +30°C. |
| Stability | Stable. Incompatible with strong oxidizing agents. |
| Sensitive | Easily absorbing moisture |
| MDL | MFCD00007502 |
| Physical and Chemical Properties | Orange-yellow powder or crystalline scale. The product 1 soluble in 500 water, soluble in hot water, almost insoluble in alcohol. |
| Use | Used as a dye |
C.I. Acid Orange 52 - Risk and Safety
| Hazard Symbols | T - Toxic |
| Risk Codes | R25 - Toxic if swallowed R10 - Flammable |
| Safety Description | S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S24/25 - Avoid contact with skin and eyes. S16 - Keep away from sources of ignition. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. |
| UN IDs | UN 3143 6.1/PG 3 |
| WGK Germany | 3 |
| RTECS | DB6327000 |
| TSCA | Yes |
| HS Code | 29270000 |
| Hazard Class | 6.1 |
| Packing Group | III |
| Toxicity | LD50 orally in Rabbit: 60 mg/kg |
C.I. Acid Orange 52 - Reference
| Reference Show more | 1. Meng Xiandong, Meng Rong, Wang lianwang. Determination of antimony content in electron grade doped antimony diffusion source [J]. Chemical reagents, 2020,42(12):1465-1468. 2. Li et al Zhuo-Rui [IF = 3.361]. "Urchin-like hollow SiO2 @ γ-MnO2 microparticles for the rapid degradation of organic dyes. Rsc Adv. 2022 Jan;12(3):1728-1737 |
C.I. Acid Orange 52 - Introduction
& & 1 part dissolved in 500 parts of water. Easily soluble in hot water, the solution is golden yellow, almost insoluble in ethanol. & & pH range: 3.0 - 4.4, pink to yellow. & & visual transition interval : 3.2 - 4.4, red to yellow. & & wavelength: λmax 505 nm
Last Update：2022-10-16 17:26:12
C.I. Acid Orange 52 - Production method
preparation of Mo/carbonized resin catalyst: the D261 strong basic anion exchange resin is fully swollen, about 250ml is filled in an ion exchange column, activated, exchanged with dilute sulfuric acid solution to change it into sulfuric acid type, and then exchanged with 0.1mol/L ammonium molybdate solution at a speed of 1.5-2ml/min to change the resin into ammonium molybdate anion resin, and dried at 120 ℃, the dry resin is installed in a thick-diameter quartz tube sealed with Shi Ying cotton rope and Shi Ying cotton at both ends, carbonized under a nitrogen flow to make carbonized resin balls, cooled, and then the balls are put into a thin-diameter quartz tube sealed with Shi Ying cotton at both ends, reduced at a furnace temperature of 800 ℃ under a hydrogen flow, and replaced with nitrogen at a constant temperature of 1100 ℃ for more than 10h to cool down to obtain a new type.
Last Update：2024-04-10 22:29:15
C.I. Acid Orange 52 - Reference Information
| color index | 13025 |
| pH indicator color change ph range | 3.1(Red)-4.4(Orange) |
| main applications | liquid crystals, thin films, sensors, sol-gel matrix, waveguides, host-guest chemistry, display device, corrosion inhibitor, glass coatings, paints, wound dressing materials, pharmaceuticals, dental materials, measuring nucleic acid |
| biological field application | Detecting microorganisms; treating dermatological diseases,vaginal affections; Dental materials; Wound dressing materials |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| Overview | Methyl orange is an orange powder or flake crystal, insoluble in ethanol, slightly soluble in water, easily soluble in hot water, and is composed of p-aminobenzene Sulfonic acid is coupled with N,N-dimethylaniline through diazotization reaction. Methyl orange is used as an indicator for acid-base titration. 0.1% concentration is generally used (0.1 grams of methyl orange can be dissolved in 100 ml of hot water). It exists in the form of sulfonic acid in acidic solution. Because the sulfonic acid group can form an internal salt with the alkaline dimethylamino group in the molecule, a benzene ring is transformed into a quinone structure and becomes red. Methyl orange is yellow in the form of sodium sulfonate in neutral or alkaline solution, and the pH value in the color change range is 3.1~4.4. |
| application | methyl orange has been used for pH control of chemical reactions and acid-base titration analysis of chemical products and intermediates in laboratory and industrial and agricultural production. The residual pH value on the weaving in the printing and dyeing industry should be measured and washed with an indicator to make the weaving neutral. If the cloth has acidity, dyeing or printing with reactive dyes will affect its color and fastness. The disadvantage of methyl orange indicator is that the yellow-red color is more difficult to identify, and it has now been replaced by a wide range of indicators. Methyl orange is also an azo dye, which can be used for printing and dyeing textiles. |
| degradation method | a method for photocatalytic degradation of methyl orange by graphene-supported titanium dioxide, which comprises the following steps:(1) dispersing graphene oxide into a mixed solution with a concentration of 50mg/L to 500mg/L, ultrasonic for 30min;(2) transferring 100ml to 300ml of mixed solution to a constant temperature water bath at 45 to 60 ℃, under the action of magnetic stirring, drop 1~3ml of TiCl3 solution with a mass concentration of 15% ~ 20%, add 0.05ml of drip nonylphenol polyoxyethylene ether ammonium surfactant, react for 120min, and wait for the mixture to cool;(3) Pour the mixture into a hydrothermal reaction kettle, place it in an oven at 150 ℃ ~ 180 ℃ for 8~10h, naturally cool, centrifuge, wash it with distilled water and anhydrous ethanol for 2~3 times, and dry it in an oven at 80 ℃ ~ 90 ℃, the solid powder was obtained, which was GO/TiO2 composite material. (4) 0.1~1g of the prepared GO/TiO2 composite was placed in 100mL of methyl orange solution with a concentration of 20mg/L respectively, ultrasonically for 30min, stirring in the dark for 30min, adding 1~3mL of hydrogen peroxide dropwise into the mixed solution, placing under a light source, the solution was 6cm away from the light source, and degrading methyl orange under light irradiation. |
| acid-base titration indicator | methyl orange is a kind of acid-base titration indicator commonly used in analytical chemistry. the pH of aqueous solution with a concentration of 0.1% is 3.1 (red) ~ 4.4 (yellow), which is suitable for titration between strong acid, strong base and weak base. It exists in the form of sodium sulfonate in a neutral or alkaline solution, and is converted into sulfonic acid in an acidic solution, so that the acidic sulfonic acid group and the basic dimethylamino group in the molecule form p-dimethylaminophenylazobenzenesulfonic acid The internal salt type (paired quinone structure) becomes a conjugated system containing a para-quinone structure, so the color changes accordingly, and it is not suitable for use as an indicator for titration of organic acid compounds. It is also used for spectrophotometric determination of chlorine, bromine and bromine ions. And used for biological staining, etc. Methyl orange has been used in laboratory and industrial and agricultural production for pH control of chemical reactions and acid-base titration analysis of chemical products and intermediates. The residual pH value on the weaving in the printing and dyeing industry should be measured and washed with an indicator to make the weaving neutral. If the cloth has acidity, dyeing or printing with reactive dyes will affect its color and fastness. The disadvantage of methyl orange indicator is that the yellow-red color is more difficult to identify, and it has now been replaced by a wide range of indicators (see "phenolphthalein"). Methyl orange is also an azo dye, which can be used for printing and dyeing textiles. |
| Methyl orange discoloration reaction process | Methyl orange is a kind of acid-base indicator commonly used in analytical chemistry. It is in neutral or alkaline medium. The sodium sulfonate salt exists in the form of sodium sulfonate and appears yellow. In the acidic medium, the sodium sulfonate becomes the internal salt type of p-dimethylaminophenylazobenzenesulfonic acid (paired quinone structure), which appears red, the color change range is from pH 3.1 (red) to 4.4 (yellow), which is suitable for titration between strong acid, strong base and weak base. It is also used for spectrophotometric determination of chlorine, bromine and bromine ions. And can be used for biological staining, etc. methyl orange color reaction process diagram is as follows: preparation method: using p-aminobenzenesulfonic acid as raw material, in dilute sodium carbonate hydrochloric acid solution, reaction with sodium nitrite, diazonium salt and N,N-dimethylaniline coupling, methyl orange can be prepared. The relevant chemical reaction equation is as follows: |
| phenolphthalein and methyl orange | phenolphthalein and methyl orange are commonly used indicators for neutralization and titration. their color change ranges are respectively: the pH of methyl orange is between 3.1 and 4.4, and the pH of phenolphthalein is between 8.2 and 10.0. If 0.1000 mol/L NaOH solution is used to titrate 20.00 mL 0.1000 mol/L hydrochloric acid solution, theoretically 20.00 mL of NaOH solution is used to remove NaOH solution, and then the pH of the solution is 7. However, if phenolphthalein is used as an indicator, pH ≠ 7 is between 8.2 and 10.0 at the titration end point it indicates. The actual calculation shows that when the titration reaches the end point, the pH of the solution is not necessarily equal to 7, but there is an error. This is caused by the color change range of the indicator, and the resulting error is within the allowable range and can be ignored. In order to reduce the error, methyl orange or phenolphthalein can be selected for the mutual drop between strong acids and bases. If one of the acid and alkali is weak, it is necessary to determine which indicator to choose according to the pH of the salt solution obtained after neutralization. Generally speaking: when strong acid neutralizes weak base, methyl orange is selected (the color change range pH is between 3.1 and 4.4, and the generated strong acid and weak base salt is acidic); When strong base neutralizes weak acid, phenolphthalein is selected (the color change range pH is between 8.2 and 10.0, and the generated strong base and weak acid salt are alkaline). Due to the large range of discoloration of litmus test solution, and the discoloration is not obvious, it is generally not used as an indicator for neutralization titration during neutralization. |
| use | as acid-base indicator, pH3.1 (red)-4.4 (yellow), also used for biological staining. acid-base indicator, pH color change range 3.1 (red) ~ 4.4 (yellow), determination of most mineral acid, strong alkali and water alkalinity; capacity determination of tin (hot Sn2 discolor methyl orange); strong reducing agent (Ti3, Cr2) and strong oxidant (chlorine, bromine); spectrophotometric determination of chlorine, bromine and bromine ions; it can be mixed with sodium indigo disulfonate or bromocresol green to shorten the color gamut and improve the sharp performance of color change; redox indicators, such as for potassium bromate titration of trivalent arsenic or antimony Acid-base indicator, decolorizing indicator of strong reducing agent and strong oxidant, cytoplasm indicator, histological contrast stain, pollen tube staining. The pH color change range is 3.1 (red)-4.4 (yellow), and the alkalinity of most mineral acids, strong bases and water is determined. Volumetric tin (hot Sn2) discolored methyl orange). Strong reducing agents (Ti3), Cr2) and strong oxidants (chlorine, bromine) achromatic indicator. Spectrophotometric determination of chlorine, bromine and bromine ions. It can be mixed with sodium indigo disulfonate or bromocresol green to shorten the color gamut and improve the sharpness of color change. Redox indicator, such as for potassium bromate titration of trivalent arsenic or antimony. Used as dye |
| Production method | It is obtained by reacting p-aminobenzenesulfonic acid with N,N-dimethylbenzene after diazotization. p-sulfamic acid is dissolved in 2.5% sodium carbonate solution, sodium nitrite is added, after complete dissolution, crushed ice and hydrochloric acid are added for diazotization reaction, and diazonium salt crystals are precipitated. Add the mixed solution of N,N-dimethylaniline and glacial acetic acid to the diazonium salt solution, stir for 10min and then slowly add 10% sodium hydroxide solution until alkaline. Cooling crystallization, filtration, washing with saturated brine, drying, recrystallization with water to obtain methyl orange. |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-09 15:16:51
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