8-Aminoquinoline
- CAS No.
- 578-66-5
- Chemical Name:
- 8-Aminoquinoline
- Synonyms
- QUINOLIN-8-AMINE;8-QUINOLINAMINE;Quinolin-8-ylaMine;nc066;wr6920;AS-232;8-Amino;AKOS 91147;AKOS AUF01700;8-AminoquinoL
- CBNumber:
- CB6853868
- Molecular Formula:
- C9H8N2
- Molecular Weight:
- 144.17
- MOL File:
- 578-66-5.mol
- MSDS File:
- SDS
- Modify Date:
- 2024/1/22 16:43:48
| Melting point | 60-65 °C (lit.) |
|---|---|
| Boiling point | 174 °C/26 mmHg (lit.) |
| Density | 1.1148 (estimate) |
| refractive index | 1.7080 (estimate) |
| Flash point | 174°C/26mm |
| storage temp. | Keep in dark place,Inert atmosphere,Room temperature |
| form | Crystalline Powder |
| pka | pK1: 3.99(+1) (20°C,μ=0.01) |
| color | Green to beige-brown |
| Water Solubility | slightly soluble |
| Sensitive | Air Sensitive |
| BRN | 114474 |
| CAS DataBase Reference | 578-66-5(CAS DataBase Reference) |
| NIST Chemistry Reference | 8-Quinolinamine(578-66-5) |
| EPA Substance Registry System | 8-Quinolinamine (578-66-5) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H315-H319 | |||||||||
| Precautionary statements | P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313 | |||||||||
| Hazard Codes | Xn,Xi | |||||||||
| Risk Statements | 68-36/37/38-20/21/22-36/38 | |||||||||
| Safety Statements | 36/37/39-26-22-36 | |||||||||
| RIDADR | UN2811 | |||||||||
| WGK Germany | 3 | |||||||||
| RTECS | VA9627000 | |||||||||
| Hazard Note | Harmful/Irritant/Air Sensitive | |||||||||
| TSCA | Yes | |||||||||
| HazardClass | IRRITANT | |||||||||
| HS Code | 29334990 | |||||||||
| Toxicity | mmo-sat 50 mg/plate MUREAV 39,285,77 | |||||||||
| NFPA 704 |
|
8-Aminoquinoline price More Price(8)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich(India) | 260789 | 8-Aminoquinoline 98% | 578-66-5 | 5G | ₹4308.35 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | 260789 | 8-Aminoquinoline 98% | 578-66-5 | 25G | ₹17720.53 | 2022-06-14 | Buy |
| TCI Chemicals (India) | A0419 | 8-Aminoquinoline min. 98.0 % | 578-66-5 | 5G | ₹2800 | 2022-05-26 | Buy |
| TCI Chemicals (India) | A0419 | 8-Aminoquinoline min. 98.0 % | 578-66-5 | 25G | ₹9100 | 2022-05-26 | Buy |
| TCI Chemicals (India) | A0419 | 8-Aminoquinoline min. 98.0 % | 578-66-5 | 100G | ₹19600 | 2022-05-26 | Buy |
8-Aminoquinoline Chemical Properties,Uses,Production
Chemical Properties
green to beige-brown crystalline powder
Uses
8-Aminoquinoline is used as pesticide and pharmaceutical intermediate. It has been used in the preparation of base-stabilized terminal borylene complex of osmium. It is also used in the spectrophotometric determination of bivalent palladium.
Preparation
Synthesis of 8-aminoquinoline: Under an ice bath, sulfuric acid (2.0 mL) was added onto quinoline (5 mmol, 1.0 equiv) then 65% nitric acid (3.0 equiv) were added dropwise and stirred for 4h at rt. The mixture was poured into the ice water and neutralized with NaOH; and then extracted with dichloromethane. After dried over Na2SO4 and evaporated in vacuo, used next step without purification.
Mixture of nitroquinolines and 5% Pd/C was solved in ethanol and suspension was saturated with hydrogen gas under atmospheric pressure at 40°C until the starting material was consumed. 2 h later, the mixture was filtered and evaporated. The crude product was purified by silica gel column chromatography, eluting with EtOAc in hexanes to yield the desired 8-aminoquinoline is isolated as a brown solid in a yield of 32%.
Obtained as a brown solid (231 mg, 32%); 1H NMR (500 MHz, CDCl3) δ 8.71 – 8.60 (m, 1H), 7.93 (d, J = 8.2 Hz, 1H), 7.29 – 7.16 (m, 2H), 7.02 (d, J = 8.1 Hz, 1H), 6.80 (d, J = 7.4 Hz, 1H), 4.89 (s, 2H).
General Description
8-Aminoquinoline fluoresce moderately to weakly in low dielectric media but not in strongly hydrogen-bonding or acidic aqueous media. The reaction of 8-aminoquinoline with chromium (III), manganese (II), iron (II) and (III), cobalt (II), nickel (II), copper (II), zinc (II), cadmium (II) and platinum (II) salts has been studied.
Safety Profile
Human mutation data reported.When heated to decomposition it emits toxic fumes ofNOx.
Purification Methods
8-Aminoquinoline crystallises from EtOH, ligroin, octane or H2O, and complexes with metals. [Beilstein 22 III/IV 4708, 22/10 V 316.]
8-Aminoquinoline Preparation Products And Raw materials
Raw materials
Preparation Products
1of2
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| HiMedia Laboratories | 91-22-61471919 | Maharashtra, India | 1843 | 58 | Inquiry |
| Oceanic Pharmachem Pvt. Ltd. | 91-22-42128600 | Maharashtra, India | 2006 | 58 | Inquiry |
| Supplier | Advantage |
|---|---|
| GLR Innovations | 58 |
| Sam Research Labs | 58 |
| chakrachem Lifesciences | 58 |
| ALS INDIA LIFE SCIENCES | 58 |
| Dr R R Organics | 58 |
| V & V Pharma Industries | 58 |
| Vihasibio Sciences Private Limited | 58 |
| Vyas Bio Life Sciences Pvt. Ltd | 58 |
| HiMedia Laboratories | 58 |
| Oceanic Pharmachem Pvt. Ltd. | 58 |