Basic Information | Post buying leads | Suppliers | Cas Database |
Name |
8-Hydroxyquinaldine |
EINECS | 212-562-6 |
CAS No. | 826-81-3 | Density | 1.21 g/cm3 |
PSA | 33.12000 | LogP | 2.24880 |
Solubility | insoluble | Melting Point |
71-73 °C(lit.) |
Formula | C10H9NO | Boiling Point | 267 °C at 760 mmHg |
Molecular Weight | 159.188 | Flash Point | 139.4 °C |
Transport Information | UN 3077 9/PG 3 | Appearance | beige to brown crystalline powder |
Safety | 60-61-24/25-36-26 | Risk Codes | 50/53-36/37/38 |
Molecular Structure | Hazard Symbols | Xi,N | |
Synonyms |
2-Methyl-8-hydroxyquinoline;2-Methyl-8-quinolinol;2-Methyloxine;Hydroxyquinaldine; |
Article Data | 36 |
Conditions | Yield |
---|---|
With sulfuric acid; sodium iodide at 110℃; for 1h; | 95% |
8-bromo-2-methylquinoline
2-methyl-8-quinolinol
Conditions | Yield |
---|---|
With copper acetylacetonate; N1-(4-hydroxy-2,6-dimethylphenyl)-N2-(4-hydroxy-3,5-dimethylphenyl)oxalamide; water In water; dimethyl sulfoxide at 80℃; for 24h; Schlenk technique; Inert atmosphere; | 95% |
Conditions | Yield |
---|---|
With 2-hydroxynitrobenzene In sulfuric acid; acetic acid at 120℃; for 8h; Heating; | 94% |
With sulfuric acid; water; 2-hydroxynitrobenzene oder in wss. Salzsaeure; | |
With hydrogenchloride; arsenic(V) oxide; water |
Conditions | Yield |
---|---|
With tetrachloromethane; iron(III) chloride hexahydrate at 150℃; for 8h; Inert atmosphere; Sealed tube; Autoclave; | 88% |
Conditions | Yield |
---|---|
With phospho-tungstic acid; phosphotungstic acid; silica gel for 0.2h; Doebner-Miller reaction; microwave irradiation; | 85% |
With hydrogenchloride at 90℃; for 5h; |
Conditions | Yield |
---|---|
With potassium hydroxide In ethanol at 130℃; for 0.666667h; Friedlaender Quinoline Synthesis; Microwave irradiation; Inert atmosphere; | 84% |
2-methyl-8-quinolinol
Conditions | Yield |
---|---|
Stage #1: 4-(3-hydroxyphenyl)butan-2-one O-2,4-dinitrophenyloxime With sodium hydride In 1,4-dioxane at 50℃; for 20h; Cyclization; Stage #2: With acetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone In 1,4-dioxane for 2h; Oxidation; Heating; | 80% |
With sodium hydride; acetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone 1) dioxane, reflux, 0.5 h, 2) dioxane, reflux, 2 h; Yield given. Multistep reaction; |
2-methyl-8-quinolinol
Conditions | Yield |
---|---|
Stage #1: 4-(3-hydroxyphenyl)butan-2-one (E)-O-2,4-dinitrophenyloxime With sodium hydride In 1,4-dioxane at 50℃; for 20h; Cyclization; Stage #2: With acetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone In 1,4-dioxane for 2h; Oxidation; Heating; | 80% |
Conditions | Yield |
---|---|
With copper acetylacetonate; N1-(4-hydroxy-2,6-dimethylphenyl)-N2-(4-hydroxy-3,5-dimethylphenyl)oxalamide; water In water; dimethyl sulfoxide at 130℃; for 24h; Schlenk technique; Inert atmosphere; | 79% |
Conditions | Yield |
---|---|
With hydrogen bromide for 36h; Inert atmosphere; Reflux; | 76% |
Reported in EPA TSCA Inventory.
The CAS registry number of 8-Hydroxy-2-methylquinoline is 826-81-3. The IUPAC name is 2-methylquinolin-8-ol. Its EINECS registry number is 212-562-6. In addition, the molecular formula is C10H9NO and the molecular weight is 159.18. It is a kind of beige to brown crystalline powder and belongs to the classes of Quinolines, Quinazolines and derivatives; Alkylquinolines; Hydroxyquinolines; Quinolines.
Physical properties about this chemical are: (1)ACD/LogP: 2.33; (2)ACD/LogD (pH 5.5): 0.85; (3)ACD/LogD (pH 7.4): 0.93; (4)ACD/BCF (pH 5.5): 1.14; (5)ACD/BCF (pH 7.4): 1.39; (6)ACD/KOC (pH 5.5): 14.5; (7)ACD/KOC (pH 7.4): 17.61; (8)#H bond acceptors: 2; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 1; (11)Polar Surface Area: 22.12 Å2; (12)Index of Refraction: 1.666; (13)Molar Refractivity: 48.89 cm3; (14)Molar Volume: 131.4 cm3; (15)Polarizability: 19.38 ×10-24cm3; (16)Surface Tension: 54.9 dyne/cm; (17)Density: 1.21 g/cm3; (18)Flash Point: 139.4 °C; (19)Enthalpy of Vaporization: 52.54 kJ/mol; (20)Boiling Point: 267 °C at 760 mmHg; (21)Vapour Pressure: 0.00508 mmHg at 25°C.
Preparation of 8-Hydroxy-2-methylquinoline: it can be prepared by o-aminophenol and crotonylal. Firstly, mix o-aminophenol with o-nitrophenol. Then add hydrochloric acid and crotonylal with stirring. Heat it for 6 hours and steam out the o-nitrophenol by steam distillation. You can get the crude by alkalization, neutralization and steam distillation. At last, you can obtain the product via a series of vacuum distillation, recrystallization and purification.
Uses of 8-Hydroxy-2-methylquinoline: it can be used as reagent for the analysis and extractant to determine manganese, palladium, gallium, indium, beryllium, etc. It also can be used as precipitant for the determination of zinc, magnesium, etc. In addition, it can be used to get 2-methyl-quinolin-8-ylamine. This reaction will need reagents (NH4)2SO4*H2O and NH3(aq.). The reaction time is 2 days at reaction temperature of 170 °C. The yield is about 95%.
When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin. And it is very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. During using it, wear suitable protective clothing and avoid contact with skin and eyes. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. This material and its container must be disposed of as hazardous waste. In addition, you should avoid release to the environment and you can refer to special instructions safety data sheet.
You can still convert the following datas into molecular structure:
(1)SMILES: Oc1cccc2ccc(nc12)C
(2)InChI: InChI=1/C10H9NO/c1-7-5-6-8-3-2-4-9(12)10(8)11-7/h2-6,12H,1H3
(3)InChIKey: NBYLBWHHTUWMER-UHFFFAOYAF