C.I. 50040
Neutral Red
CAS: 553-24-2
Molecular Formula: C15H17ClN4
C.I. 50040 - Names and Identifiers
| Name | Neutral Red |
| Synonyms | C.I. 50040 Basic Red 5 Neutral Red C.I. Basic Red 5 Neutral Red, Reagent, ACS AMinodiMethylaMinotoluaMinozine C.I. Basic Red 5, monohydrochloride Neutral Red, indicator (pH 6.8 - 8.0) NEUTRAL RED (C.I. 50040) FOR MICROSCOPY NEUTRAL RED (C.I. 50040) INDICATOR AND F Neutral Red, high purity biological stain C.I. Basic Red 5, monohydrochloride (VAN) (8CI) N2,N2,7-TriMethylphenazine-2,8-diaMine hydrochloride (8-amino-7-methyl-10H-phenazin-2-ylidene)-dimethyl-ammonium chloride |
| CAS | 553-24-2 |
| EINECS | 209-035-8 |
| InChI | InChI=1/C15H16N4.ClH/c1-9-6-13-15(8-11(9)16)18-14-7-10(19(2)3)4-5-12(14)17-13;/h4-8H,1-3H3,(H2,16,18);1H |
C.I. 50040 - Physico-chemical Properties
| Molecular Formula | C15H17ClN4 |
| Molar Mass | 288.78 |
| Density | 1.1590 (rough estimate) |
| Melting Point | 290 °C (dec.) (lit.) |
| Boling Point | 441.31°C (rough estimate) |
| Water Solubility | 50 g/L |
| Solubility | Solubility is water 4.0%, absolute ethanol 1.8%, ethylene glycol ether 3.75%, ethylene glycol 3.0%. Almost insoluble in xylene, its aqueous or ethanol solution is red. |
| Appearance | Dark green, brown or light black powder |
| Color | Very dark green |
| Odor | Odorless |
| Maximum wavelength(λmax) | ['540nm, 533nm, 544nm, 529nm, 454nm'] |
| Merck | 14,6488 |
| BRN | 3918740 |
| pKa | 6.7, 7.4(at 25℃) |
| PH | 3.1 (10g/l, H2O, 20℃) |
| Storage Condition | Store at +5°C to +30°C. |
| Stability | Stable. Incompatible with strong oxidizing agents. |
| Sensitive | Easily absorbing moisture |
| Refractive Index | 1.6110 (estimate) |
| MDL | MFCD00012651 |
| Use | Used as a biological stain, etc |
C.I. 50040 - Risk and Safety
| Risk Codes | R68 - Possible risk of irreversible effects R36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S36/37 - Wear suitable protective clothing and gloves. S37/39 - Wear suitable gloves and eye/face protection S36 - Wear suitable protective clothing. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S24/25 - Avoid contact with skin and eyes. |
| WGK Germany | 3 |
| RTECS | SG1400000 |
| TSCA | Yes |
| HS Code | 32041300 |
| Toxicity | LD50 intraperitoneal in mouse: 432mg/kg |
C.I. 50040 - Reference
| Reference Show more | 1. Peng Jianbin, Su Ping, Lin Yu, Liang Wenkang. Study on screening and fermentation characteristics of three kinds of starter cultures used in mutton stripping [J]. China Brewing, 2020,39(12):130-135. 2. [IF = 5.279] Qian Yang et al."Isolation, Identification, and Immunomodulatory Effect of a Peptide from Pseudostellaria heretophylla Protein hydrate." J Agr Food Chem. 2020;68(44):12259-12270 3. [IF = 3.701] Qian Yang et al."A specific peptide with immunomodulatory activity from Pseudostellaria heretophylla and the action mechanism." J Funct Foods. 2020 May;68:103887 4. [IF = 4.098] Xiaowei Mu et al."Reversible fluorescent test strip with red fluorescent carbon dots for monitoring water in organic solvents: Visual detection via a smartphone."Spectrochim Acta A. 2022 Aug;276:121195 |
C.I. 50040 - Introduction
Acid-base indicator, pH 6.8 (red) ~ 8.0 (yellow); alkalinity indicator of water, nitrite and urine; Hydrolysis indicator for fat in histochemistry; Nissl small particle staining of nerve cells; Co-use with Jian Na green for in vitro staining of blood; Photometric determination of iodine ions; Preparation of neutral red test paper. The maximum absorption wavelength (50% ethanol) is 533nm. Used as an indicator in the preparation of neutral red test paper and as a biological stain.
Last Update：2022-10-16 17:26:17
C.I. 50040 - Reference Information
| Color index | 50040 |
| pH range of acid-base indicator discoloration | 6.8(red)-8(yellow) |
| Biological applications | Detecting pathogens,bacterial infections; treating age-related macro generation,burns,cancer,diabetes, obess, fungal infections,viral diseases |
| Main application | Fuel cell power generation system, liquid crystal displays, solor cells, sensors, thermal materials, coloring wood, defects, assessment of tobacco smoke, cosmetics, detect bacterial infections, multidrug resistance inhibitors, treatment of burns, endodontic, diabetes, obecity, cancer, viral diseases |
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| Overview | neutral red, dark green powder in 50% ethanol. Soluble in water or alcohol, red. In water, ethanol, ethylene glycol-ether solubility of 1.8% and 3.75%, respectively, insoluble in xylene. Ld50142 mg/kg (mice). Crystalline powder with dark green appearance. Water-soluble dark red, soluble in anhydrous ethanol magenta and with fluorescence. Solubility of 4.0wt% in water, ethanol 1.8wt%, ethylene glycol 3.0wt%, ethylene glycol ether 3.75wt%, almost insoluble in xylene, the maximum absorption wavelength (50% alcohol) 540nm. For the preparation of neutral red, N, n-dimethyl-4-nitrosoaniline hydrochloride is usually condensed with 2, 4-diaminotoluene. The intermediate N, n-dimethyl-4-nitrosoaniline hydrochloride was obtained by nitrosation of N,N-dimethylaniline, hydrochloric acid and sodium nitrite. The condensate was filtered, acid-separated, centrifuged, spin-dried and dried to give neutral red. |
| Application | neutral red can be used as acid-base indicator, pH6.8 (red) ~ 8.0 (yellow); It is water, an indicator of nitrite and urinary alkalinity; In histochemistry it is used as an indicator of the hydrolysis of fats. At the same time, it is also a kind of good biological stain; For nerve cells of the Neal (Nissl) small particle staining and The Green Green for blood in vitro in vivo staining. Neutral red is widely used for the Photometric Determination of iodide and the preparation of neutral red test paper. |
| preparation | a method for the preparation of neutral red: (I) nitrosation reaction: to be equipped with a stirrer, 200g of N,N-dimethylaniline was added to the 600 mL beaker of the thermometer. Under stirring, G of industrial concentrated hydrochloric acid (concentration of 37 ~ 38wt%) was slowly added, add the crushed ice to make the temperature lower than 5 ℃, and slowly add 133g of sodium nitrite solution to 250g of aqueous solution under stirring. At the same time, add the crushed ice at any time, the reaction temperature was maintained below 8 °c for about 1 hour. After the addition, stirring was continued for 2 hours, and an orange-yellow precipitate was precipitated. The orange-yellow precipitate was filtered with vacuum suction through a porcelain orifice funnel, and N, n-dimethyl-4-nitrosoaniline hydrochloride was collected by filtration to obtain about 335g (wet product). (B) condensation, oxidation closing reaction: the equipped with a stirrer, thermometer, condenser and feed port of 5000ml four round bottom flask holder is placed in the sleeve thermostat, and add 3600 grams of distilled water, 115g of 2, 4-diaminotoluene, heated to 90 °c with stirring, Make 2, 4-diaminotoluene completely dissolved in water, then add 3.5G ferrous chloride, continue heating, add 175g N at 90 ℃, N-dimethyl -4-nitrosoaniline hydrochloride (dry), the reaction temperature is maintained at 90 ℃ ~ 95 ℃, about 30 minutes to add, and the temperature of 92 ℃ ~ 98 ℃ between holding 3/4 hours, then the reaction liquid with three layers of Fu silk cloth natural filtration, the filtrate is placed in 10 liters of small enamel glass container, subsequently, 2200g of industrial concentrated hydrochloric acid after filtration was added, and the mixture was stirred and allowed to stand for cooling. All crystals were precipitated after three days. The crystals were collected by filtration, centrifuged and spin-dried, and the dried product was dried in a constant temperature oven. The drying temperature is 105 ℃ ~ 115 ℃, 150 grams of neutral red product, the yield is 56% of the theoretical amount, the purity is more than or equal to 97%, the appearance is dark green crystalline powder, pH color gamut 6.8 (red) ~ 8.0 (orange), sulfuric acid ash is less than or equal to 3%,105 deg C drying weight loss is less than or equal to 3%. |
| artificial dyes | that is aniline dyes or coal tar dyes, many kinds, a wide range of applications. Its disadvantage is that it is easy to fade by sunlight, aniline blue, bright green, methyl green and so on. In the production of attention to grasp the pH, and to avoid direct sunlight, but also after several years does not fade. Neutral red (Neutral red) is a weak basic dye, red powder, soluble in water (solubility 4%) and alcohol (solubility 1.8%). It is yellow in alkaline solution, blue in strong alkaline solution, and red in weak acidic solution, so it can be used as an indicator. Neutral red is a non-toxic, vital dye used to stain protozoa and display the contents of living cells in animal and plant tissues. Chen Jiu's neutral red aqueous solution was used as a common dye for the display of Neer. |
| Use | used as biological stain and so on acid-base indicator, biological stain. pH 6.8 (red)-8.0 (yellow). Alkalinity indicators for water, nitrite, and urine. An indicator for the hydrolysis of fat in histochemistry. Denier (Nissl) pellet staining of neural cells. It is used for in vivo staining of blood in vitro with Kenna Green. Photometric determination of iodide ions. Preparation of neutral red paper. |
| production method | 1. From N,N-dimethyl-p-nitrosoaniline hydrochloride and toluene -2, 4-diamine. 2. Add dimethylaniline to hydrochloric acid aqueous solution at 5 ℃, stir to dissolve, and then add sodium nitrite aqueous solution to react while stirring, and control the temperature at 5~10 ℃: stir for 1H, then filter, the crystalline P-Nitroso-dimethylaniline hydrochloride was washed with a small amount of water and used. Ferrous sulfate was dissolved in hot water at 90 ℃, and then 2, 4-diaminotoluene was added. After fully stirring and dissolving, the prepared p-nitrosodimethylaniline hydrochloride was slowly added, and the reaction was stirred for 1H, add appropriate amount of hydrochloric acid and filter. The filtrate was bubbled with hydrogen chloride gas, allowed to stand, filtered after crystallization was complete, and dried to obtain a neutral red product. |
| category | toxic substances |
| toxicity grade | high toxicity |
| Acute toxicity | intravenous-rat LD50: 112 mg/kg; Intravenous-mouse LD50: 142 mg/kg |
| flammability hazard characteristics | flammability; Toxic nitrogen oxides and hydrogen chloride fumes from combustion |
| storage and transportation characteristics | warehouse ventilation and low temperature drying |
| extinguishing agent | dry powder, foam, sand, carbon dioxide, water mist |
Last Update：2024-04-09 21:04:16
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