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CAS No.: | 477-73-6 |
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Name: | Basic Red 2 |
Molecular Structure: | |
Formula: | C20H19ClN4 |
Molecular Weight: | 350.851 |
Synonyms: | C.I. Basic Red 2;Phenazinium, 3,7-diamino-2,8-dimethyl-5-phenyl-, chloride (9CI);Safranine T;2,8-Dimethylphenosafranine;3,7-Diamino-2,8-dimethyl-5-phenylphenazinium chloride;Basic Pink;Brilliant Safranine BR;Brilliant Safranine GR;C.I.50240;Calcozine Red Y;Duasyn Basic Red TH;Hidaco Safranine;Leather Red HT;Mitsui Safranine T;NipponKagaku Safranine GK;Nippon Kagaku Safranine T;Safranin;Safranin O;Safranine G;Tolusafranine; |
EINECS: | 207-518-8 |
Density: | 1.00 g/mL at 20 °C |
Melting Point: | >240℃ (decompose) |
Boiling Point: | 507.14°C (rough estimate) |
Flash Point: | 46 °C |
Solubility: | Soluble in water |
Appearance: | Dark red to violet powder |
Hazard Symbols: | Xi |
Risk Codes: | 41-10-36/37/38 |
Safety: | 26-39-24/25-36-16 |
Transport Information: | UN 1170 3/PG 3 |
PSA: | 68.81000 |
LogP: | 1.61230 |
Conditions | Yield |
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With cis-nitrous acid Reduktion mit Zink oder Eisen +Salzsaeure und Oxidation in Gegenwart von Anilin mit Kaliumdichromat oder Braunstein.; | |
With cis-nitrous acid Reduktion mit Zink oder Eisen +Salzsaeure und Oxidation in Gegenwart von Anilin mit Kaliumdichromat oder Braunstein.; |
safranin O
Conditions | Yield |
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With ethanol |
Conditions | Yield |
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Multi-step reaction with 2 steps 1: calcium chloride 2: alcohol View Scheme |
N,N'-dichloro-2-methyl-cyclohexa-2,5-diene-1,4-diylidenediamine
4-methyl-N1-phenylbenzene-1,3-diamine
safranin O
Conditions | Yield |
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With ethanol |
Conditions | Yield |
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Stage #1: safranin O With potassium carbonate In N,N-dimethyl acetamide at 20℃; for 0.25h; Stage #2: 1,8-dibromooctane With potassium iodide In N,N-dimethyl acetamide at 60℃; for 24h; Inert atmosphere; | |
Stage #1: safranin O With potassium carbonate In N,N-dimethyl acetamide at 20℃; for 0.25h; Stage #2: 1,8-dibromooctane With potassium iodide In N,N-dimethyl acetamide at 60℃; for 24h; Inert atmosphere; | |
Stage #1: safranin O With potassium carbonate In N,N-dimethyl acetamide at 20℃; for 0.25h; Stage #2: 1,8-dibromooctane With potassium iodide In N,N-dimethyl acetamide at 60℃; for 24h; Inert atmosphere; |
di-tert-butyl dicarbonate
safranin O
Conditions | Yield |
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Stage #1: safranin O With sodium hydride In N,N-dimethyl-formamide at -40℃; for 1h; Stage #2: di-tert-butyl dicarbonate In N,N-dimethyl-formamide at -40℃; for 1h; | 1 g |
Stage #1: safranin O With sodium hydride In N,N-dimethyl-formamide at -40℃; for 1h; Stage #2: di-tert-butyl dicarbonate In N,N-dimethyl-formamide at -40℃; for 1h; | 1 g |
Stage #1: safranin O With sodium hydride In N,N-dimethyl-formamide at -40℃; for 1h; Stage #2: di-tert-butyl dicarbonate In N,N-dimethyl-formamide at -40℃; for 1h; | 1 g |
Stage #1: safranin O With sodium hydride In N,N-dimethyl-formamide at -40℃; for 1h; Stage #2: di-tert-butyl dicarbonate In N,N-dimethyl-formamide at -40℃; for 1h; | 1 g |
Stage #1: safranin O With sodium hydride In N,N-dimethyl-formamide at -40℃; for 1h; Stage #2: di-tert-butyl dicarbonate In N,N-dimethyl-formamide at -40℃; for 1h; | 1 g |
Conditions | Yield |
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With tetrafluoroboric acid; sodium nitrite In water at 50 - 60℃; for 2h; | 64% |
safranin O
Conditions | Yield |
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Stage #1: safranin O With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 0.166667h; Stage #2: bis(2,5-dioxopyrrolidin-1-yl) undecanedioate In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; for 16h; Stage #3: With hydrogenchloride In methanol | 5 mg |
Stage #1: safranin O With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.166667h; Stage #2: bis(2,5-dioxopyrrolidin-1-yl) undecanedioate In N,N-dimethyl-formamide at 20℃; for 16h; Stage #3: With hydrogenchloride In methanol | 5 mg |
Stage #1: safranin O With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.166667h; Stage #2: bis(2,5-dioxopyrrolidin-1-yl) undecanedioate In N,N-dimethyl-formamide at 0 - 20℃; for 16h; Stage #3: With hydrogenchloride In methanol | 5 mg |
Stage #1: safranin O With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.166667h; Stage #2: bis(2,5-dioxopyrrolidin-1-yl) undecanedioate In N,N-dimethyl-formamide at 0 - 20℃; for 16h; | 5 mg |
safranin O
Conditions | Yield |
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Stage #1: safranin O With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.166667h; Stage #2: bis(2,5-dioxopyrrolidin-1-yl) undecanedioate In N,N-dimethyl-formamide at 20℃; for 16h; | 5 mg |
Stage #1: safranin O With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.166667h; Stage #2: bis(2,5-dioxopyrrolidin-1-yl) undecanedioate In N,N-dimethyl-formamide at 0 - 20℃; for 16h; | 5 mg |
di-tert-butyl dicarbonate
safranin O
Conditions | Yield |
---|---|
Stage #1: safranin O With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 0.25h; Stage #2: di-tert-butyl dicarbonate In N,N-dimethyl-formamide at 20℃; for 2h; Overall yield = 5 g; | |
Stage #1: safranin O With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 0.25h; Stage #2: di-tert-butyl dicarbonate In N,N-dimethyl-formamide at 20℃; for 2h; Overall yield = 5 g; |
Reported in EPA TSCA Inventory.
The Basic Red 2, with the CAS registry number 477-73-6, is also known as Safranin O. It belongs to the product categories of S; Stains and Dyes; Stains & Dyes. Its EINECS number is 207-518-8. This chemical's molecular formula is C20H19ClN4 and molecular weight is 350.84. What's more, its systematic name is 3,7-Diamino-2,8-dimethyl-5-phenylphenazin-5-ium chloride. Its classification codes are: (1)Antineoplastic agents; (2)Coloring Agents; (3)Indicators and reagents; (4)Mutation data. This chemical should be sealed and stored in a ventilated and dry place. Moreover, it should be protected from oxides. This chemical is a biological stain used in histology and cytology. It is used as a counterstain in some staining protocols, colouring all cell nuclei red. This is the classic counterstain in a Gram stain. It can also be used for the detection of cartilage, mucin and mast cell granules. It is mainly used as oxidation-reduction [redox] and acid-base indicator. It is obtained by the joint oxidation of one molecule of a para-diamine with two molecules of a primary amine; by the condensation of para-aminoazo compounds with primary amines, and by the action of para-nitrosodialkylanilines with secondary bases such as diphenylmetaphenylenediamine.
Physical properties of Basic Red 2 are: (1)#H bond acceptors: 4; (2)#H bond donors: 4; (3)#Freely Rotating Bonds: 3; (4)Polar Surface Area: 23.25 Å2.
When you are using this chemical, please be cautious about it as the following:
This chemical is flammable, so you should keep it away from sources of ignition - No smoking. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you must avoid contact with skin and eyes and wear suitable protective clothing and eye/face protection.
You can still convert the following datas into molecular structure:
(1)SMILES: [Cl-].n1c4c([n+](c2c1cc(c(N)c2)C)c3ccccc3)cc(c(c4)C)N
(2)Std. InChI: InChI=1S/C20H18N4.ClH/c1-12-8-17-19(10-15(12)21)24(14-6-4-3-5-7-14)20-11-16(22)13(2)9-18(20)23-17;/h3-11H,1-2H3,(H3,21,22);1H
(3)Std. InChIKey: OARRHUQTFTUEOS-UHFFFAOYSA-N
The toxicity data is as follows:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LD50 | intravenous | 24020ug/kg (24.02mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION | Stanford Medical Bulletin. Vol. 9, Pg. 96, 1951. |
mouse | LDLo | oral | 1600mg/kg (1600mg/kg) | Journal of Pharmaceutical Sciences. Vol. 69, Pg. 327, 1980. | |
rabbit | LD50 | intravenous | 26940ug/kg (26.94mg/kg) | LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION | Stanford Medical Bulletin. Vol. 9, Pg. 96, 1951. |
rat | LD50 | intravenous | 28740ug/kg (28.74mg/kg) | LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD | Stanford Medical Bulletin. Vol. 9, Pg. 96, 1951. |