Basic Red 1
Rhodamine 6G
CAS: 989-38-8
Molecular Formula: C28H31ClN2O3
Basic Red 1 - Names and Identifiers
| Name | Rhodamine 6G |
| Synonyms | Basicred C.I. 45160 Basic Red 1 Rhodamine 6G RHODAMINE 6GX rhodamine 6 G RHODAMINE 6GO Conbasic Red A RHODAMINE 6GDN C.I. Basic Red 1 Rhodamine 6GDN 346 rhodamine 6G spray Simbase Rhodamine 6G. rhodamine 6G chloride rhodamine 6G (laser dye) Dycosbasic Rhodamine 6GDN rhodamine 6G (C.I. 45160) C.I. Basic Red 1, monohydrochloride ethyl 2-[(3E)-6-(ethylamino)-3-(ethylimino)-2,7-dimethyl-3H-xanthen-9-yl]benzoate |
| CAS | 989-38-8 |
| EINECS | 213-584-9 |
| InChI | InChI=1/C28H30N2O3/c1-6-29-23-15-25-21(13-17(23)4)27(19-11-9-10-12-20(19)28(31)32-8-3)22-14-18(5)24(30-7-2)16-26(22)33-25/h9-16,29H,6-8H2,1-5H3/b30-24+ |
| InChIKey | VYXSBFYARXAAKO-BXMGYBSLSA-N |
Basic Red 1 - Physico-chemical Properties
| Molecular Formula | C28H31ClN2O3 |
| Molar Mass | 479.02 |
| Density | 1.26 |
| Melting Point | 215 °C |
| Boling Point | 603.1°C at 760 mmHg |
| Flash Point | 318.6°C |
| Water Solubility | SOLUBLE |
| Solubility | H2O: soluble1mg/mL, dark red |
| Vapor Presure | 0Pa at 25℃ |
| Appearance | Red or yellowish brown powder or crystal |
| Color | Red-brown to brown |
| Odor | Odorless |
| Maximum wavelength(λmax) | ['528 nm'] |
| BRN | 3900071 |
| Storage Condition | room temp |
| Stability | Stable. Incompatible with strong oxidizing agents. |
| Refractive Index | 1.593 |
| MDL | MFCD00012665 |
| Physical and Chemical Properties | Dark green purple red flash crystals. Soluble in water, scarlet with green fluorescence. Soluble in ethanol in a yellow fluorescent red. It is yellow in concentrated sulfuric acid and red after dilution. Its aqueous solution is added with sodium hydroxide to produce scarlet precipitate. |
| Use | Using the generation of ion association complexes, fluorescence and photometric determination of metal ions; adsorption indicators; biological stains. |
Basic Red 1 - Risk and Safety
| Risk Codes | R22 - Harmful if swallowed R36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. S24/25 - Avoid contact with skin and eyes. |
| WGK Germany | 3 |
| RTECS | DH0175000 |
| FLUKA BRAND F CODES | 8 |
| TSCA | Yes |
| HS Code | 32049010 |
Basic Red 1 - Reference
| Reference Show more | 1. [IF=14.919] Tian Li et al."Liquid-state quantitative SERS analyzer on self-ordered metal liquid-like plasmonic arrays."Nat Commun. 2018 Sep;9(1):1-12 2. [IF=3.765] Yu Xuan et al.An application of p-sulfonatocalix[6]arenes to attenuate cardiotoxicity of mitoxantrone in vitro: preparation, characterization and evaluation.J Pharm Pharmacol. 2021 Nov;: 3. [IF=7.46] Muhammad Shafi et al."Highly sensitive and recyclable surface-enhanced Raman scattering (SERS) substrates based on photocatalytic activity of ZnSe nanowires."Sensor Actuat B-Chem. 2022 Apr;356:131360 |
Basic Red 1 - Introduction
Dissolved in water is scarlet with green fluorescence; dissolved in alcohol is red with yellow fluorescence or yellow red with green fluorescence. Rhodamine analog can be used in Pgp efflux test. It has been used to identify the kinetics of MRP1-mediated efflux.
Last Update：2022-10-16 17:30:30
Basic Red 1 - Maximum absorption wavelength
λmax 524 nm
Last Update：2023-08-16 21:32:38
Basic Red 1 - Reference Information
| Color index | 45160 |
| pH range of acid-base indicator discoloration | 6 |
| Application in biological field | Detecting nuclear acids,prostate cancer,stress biomarker, protease activity, neonatal infection; photodynamic therapy; Apoptosises; Samples |
| Main application | clay; colored bubbles; color filters; Detergenes; drawing materials; dye lasers; Electroluminal (EL) displays; glass materials; inks; laser devices/laser materials; light-emitting diode devices/materials; liquid crystals;liquid crystal displays; Luminal materials; metal IDE particles; petroleum products; photomaterials; photoresists; photovoltaic devices; polymer films; printing materials;recording materials; silica gel;solar cells;sol-gel materials; sputtered gold films;textiles; thin films;toners; tracers for hydrology;waveguides |
| LogP | 0.1 at 24℃ |
| (IARC) carcinogen classification | 3 (Vol. 16, Sup 7) 1987 |
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| Structure and properties | Rhodamine 6g (rhodamine6G,R6G) is a water-soluble cationic fluorescent dye, the aqueous solution under ultraviolet light irradiation emits green-yellow fluorescence, the alkaline solution exhibits dark-green fluorescence, and the ethanol solution exhibits red-yellow color with green-yellow fluorescence, which is widely used for fluorescence labeling or quantitative analysis. Rhodamine 6g (Rh6G) is a kind of cationic dye, which is composed of anthracene, benzene ring is linked by "oxygen Bridge", and the molecule has a rigid planar structure. The photophysical properties of Rh6G mainly depend on the environment (such as pH, polarity and charge) of the dye molecules, this is due to the delocalization of the amino group's positive charge by the Xanthene ring Pi-electron system. It is important to study the photophysical phenomena of dyes for improving and controlling the fluorescence properties of dyes. In biochemical research, it is used to generate ion association complexes for the determination of metal ions by fluorescence and photometry; Adsorption indicator; Biological stain. |
| uses | Rhodamine 6G is an organic dye widely used in optics, spectroscopy and laser science. In 1980, Xu Qiheng comprehensively studied and summarized the structure and properties of this kind of dyes. He thought that there were "oxygen bridges" between the benzene rings in Rhodamine dyes, which had a rigid planar structure, the energy of the incident light is easily absorbed to emit a long wave, thereby generating fluorescence. In addition, it has a quinone-type structure and can produce color. When it is oxidized, its quinone-type structure is destroyed, and the color of the dye solution becomes lighter or even colorless, it lays a theoretical foundation for fluorescence analysis and photometric analysis. Rhodamine 6G is one of the Rhodamine family dyes with high fluorescence properties. It is often used as a tracking dye to observe the flow velocity, flow direction and delivery in water. Because Rhodamine dyes have fluorescent properties, they can be easily detected in an inexpensive manner, I .e., a fluorometer. Rhodamine dyes have been widely used in biotechnology, such as fluorescence microscopy, flow cytometry, fluorescence correlation spectroscopy and enzyme-linked immunosorbent assay (ELISA). Basic Red 6GDN is suitable for dyeing silk and direct printing of silk fabrics. Generally used for neutral, acid direct dye multi-color overprint for the use of decorative colors, do not print large, in the block surface pattern. For dyeing wool, cotton fiber, poor color fastness. Can be used for leather, paper coloring, also for the preparation of organic pigments. The color lake formed by the interaction with phosphotungstophosphoric acid is used for the production of high-grade ink pigments, and can also be used for the dyeing of acrylic, wool and silk |
| preparation | 1) Rhodamine 575 (isomer 1a) synthesis of 3-ethylamino-5-methylphenol (II) 22.65g(150mmol), phthalic anhydride 22.2g(150mmol), dissolved in 250mL chlorobenzene, then add ZnCl217.6g, filled with nitrogen, after reaction at 190 °c for 6h, it was cooled, filtered and dried. Recrystallization from a methanol-chloroform (1: 1) mixed solution gave 16.7g of a purple solid (1a). 2) synthesis of Rhodamine 6g (isomer 1b) weigh (1a)33.2g(80mmol), dissolve in 15.4 of anhydrous ethanol, add diethyl sulfate g (mmol), reflux for 2H, and cool. 100ml of a 1mol/L aqueous solution of potassium tetrafluoroborate was added to form a precipitate, which was filtered and dried. Recrystallization from methanol gave 31.5g of a purple solid (1b). |
| production method | 3-ethylamino-p-cresol (p-cresol, 3-ethlemino) and phthalic anhydride are used as raw materials, the product was then esterified with ethanol.. |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-09 21:04:16
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