| Size | Price | Stock | Qty |
|---|---|---|---|
| 500mg |
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| 1g |
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| Other Sizes |
| Targets |
Acid Red 87 (Eosin Y) is not a drug with a biological target. It is an organic dye used as a visible light photoredox catalyst in organic synthesis. Its function is to absorb visible light and engage in single electron transfer (SET) processes with organic substrates [1]
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|---|---|
| ln Vitro |
hotoredox Catalytic Activity: Acid Red 87 acts as an efficient photoredox catalyst for a wide range of organic transformations under visible light irradiation (e.g., green light, 530 nm LED, or compact fluorescent lamps). Its catalytic activity stems from its ability to undergo photoexcitation, becoming both a stronger oxidant and a stronger reluctant than in its ground state, facilitating single electron transfer with various substrates [1]
. - Reduction Reactions: It catalyzes the reduction of phenacyl sulfonium salts, the reduction of nitrobenzenes to anilines using triethanolamine as a sacrificial reductant, and the desulfonylation of β-arylketosulfones [1] . - Oxidation Reactions: It mediates oxidative iminium ion formation from tetrahydroisoquinolines for C-C and C-P bond formation, using oxygen as the terminal oxidant. It also catalyzes the bromination of C-H bonds with CBr₄, the hydroxylation of arylboronic acids, the cyclization of thioamides to 1,2,4-thiadiazoles, the desulfurization of thioamides to amides, the conversion of aldoximes and primary amides to nitriles (in combination with CBr₄/DMF), and the oxidation of silyl enol ethers to α,β-unsaturated carbonyl compounds [1] . - Arylation Reactions: It catalyzes the generation of aryl radicals from aryl diazonium salts. These radicals are used for the direct C-H arylation of heteroarenes, the synthesis of substituted benzothiophenes via radical annulation, the synthesis of phenanthrenes via a [4+2] benzannulation, and the borylation and thiolation of aryl diazonium salts [1] . - Cooperative Catalysis: Acid Red 87 can be combined with other catalysts, such as imidazolidinone for the enantioselective α-alkylation of aldehydes, or with thiourea/TADDOL for the highly diastereoselective reductive enone cyclization [1] . - Trifluoromethylation: It catalyzes the α-trifluoromethylation of ketones (via silyl enol ethers) in a continuous flow process [1] |
| Toxicity/Toxicokinetics |
The text mentions that, unlike ruthenium and iridium polypyridyl complexes, Acid Red 87 is less expensive and potentially less toxic, making it an attractive alternative for large-scale applications. However, no specific toxicity data (e.g., LD50) are provided [1]
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| References | |
| Additional Infomation |
Background and Traditional Uses: Acid Red 87 (Eosin Y) is a long-known, classic dye molecule. It has been traditionally used for cell staining, as a pH indicator, as an indicator in Fajans' method for halide determination, and as a pigment in cosmetics such as lipsticks [1]
. - Photophysical Properties: Upon excitation by visible light, it undergoes rapid intersystem crossing to a triplet state with a lifetime of 24 μs. It absorbs green light with a characteristic peak at 539 nm and a high molar extinction coefficient (ε = 60,803 M⁻¹cm⁻¹). Its excited state has estimated redox potentials of E_(ox)_ = +1.17 V and E_(red)_ = +0.78 V vs. SCE in a 1:1 CH₃CN-H₂O mixture, making it both a better oxidant and a better reluctant than in its ground state. It can also undergo energy transfer [1] . - Role in Green Chemistry: Due to its low cost, good availability, strong absorption in the visible spectrum, and suitable redox potentials, Acid Red 87 is considered an appealing, environmentally friendly ("green") photocatalyst. It serves as an alternative to expensive and potentially toxic transition metal complexes like Ru(bipy)₃²⁺ or Ir(py)₃ in photoredox catalysis [1] . - Mechanism of Action as a Photocatalyst: In a typical catalytic cycle, visible light excites Acid Red 87 to its singlet or triplet excited state. This excited state can then participate in single electron transfer with a substrate (either oxidizing or reducing it). The resulting radical ion of the catalyst is then returned to its ground state by a sacrificial electron donor or acceptor, closing the catalytic cycle and enabling a wide range of radical-based transformations [1] . |
| Molecular Formula |
C20H6BR4NA2O5
|
|---|---|
| Molecular Weight |
691.8542
|
| Exact Mass |
687.674
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| CAS # |
17372-87-1
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| Related CAS # |
Eosin Y;15086-94-9
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| PubChem CID |
9810212
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| Appearance |
Brown to reddish brown solid powder
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| Density |
1.02 g/mL at 20 °C
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| Boiling Point |
682.3ºC at 760mmHg
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| Melting Point |
>300°C
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| Flash Point |
11 °C
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| LogP |
7.592
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| Hydrogen Bond Donor Count |
0
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| Hydrogen Bond Acceptor Count |
5
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| Rotatable Bond Count |
0
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| Heavy Atom Count |
31
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| Complexity |
645
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| Defined Atom Stereocenter Count |
0
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| InChi Key |
LSMXXHPAEZLILP-UHFFFAOYSA-L
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| InChi Code |
InChI=1S/C20H8Br4O5.2Na/c21-11-5-9-17(13(23)15(11)25)28-18-10(6-12(22)16(26)14(18)24)20(9)8-4-2-1-3-7(8)19(27)29-20;;/h1-6,25-26H;;/q;2*+1/p-2
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| Chemical Name |
disodium;2',4',5',7'-tetrabromo-3-oxospiro[2-benzofuran-1,9'-xanthene]-3',6'-diolate
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| Synonyms |
Acid red 87 Japan Red 103 Certiqual Eosine EosinDisodium eosin water red 2 Red No. 103Toyo Eosine G
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| HS Tariff Code |
2934.99.9001
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| Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month Note: (1). This product requires protection from light (avoid light exposure) during transportation and storage. (2). Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture. |
| Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
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| Solubility (In Vitro) |
May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
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| Solubility (In Vivo) |
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.
Injection Formulations
Injection Formulation 1: DMSO : Tween 80： Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution → 50 μL Tween 80 → 850 μL Saline)(e.g. IP/IV/IM/SC) *Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution. Injection Formulation 2: DMSO : PEG300 ：Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO → 400 μLPEG300 → 50 μL Tween 80 → 450 μL Saline) Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO → 900 μL Corn oil) Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals). View More
Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO → 900 μL (20% SBE-β-CD in saline)] Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium) Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals). View More
Oral Formulation 3: Dissolved in PEG400 (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 1.4454 mL | 7.2270 mL | 14.4540 mL | |
| 5 mM | 0.2891 mL | 1.4454 mL | 2.8908 mL | |
| 10 mM | 0.1445 mL | 0.7227 mL | 1.4454 mL |
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.
Calculation results
Working concentration： mg/mL；
Method for preparing DMSO stock solution： mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.
Method for preparing in vivo formulation:：Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O，mix and clarify.
(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.
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