Name | 8-Hydroxyquinaldine |
Synonyms | 8-Hydroxyqinaldine 8-Hydroxyquinaldine 2-methyl-8-quinolino 2-methylquinolin-8-ol 2-Methylquinolin-8-ol 2-Methyl-8-quinolinol 8-Hydroxymethylquinoline 2-Methyl-8-Hydroxyquinoline 8-Hydroxy-2-methylquinoline 4-Hydroxy-3-quinoline carboxylic acid 8-Hydroxyquinaldine~2-Methyl-8-quinolinol |
CAS | 826-81-3 |
EINECS | 212-562-6 |
InChI | InChI=1/C10H9NO/c1-7-5-6-8-3-2-4-9(12)10(8)11-7/h2-6,12H,1H3 |
Molecular Formula | C10H9NO |
Molar Mass | 159.18 |
Density | 1.1202 (rough estimate) |
Melting Point | 71-73°C(lit.) |
Boling Point | 267°C(lit.) |
Flash Point | 139°C |
Water Solubility | insoluble |
Solubility | 0.4g/l |
Vapor Presure | 0.00508mmHg at 25°C |
Appearance | Crystalline powder |
Color | Beige to brown |
BRN | 119194 |
pKa | pK1:5.55(+1);pK2:10.31(0) (25°C) |
PH | 7-8 (100g/l, H2O, 20℃)(slurry) |
Storage Condition | Store below +30°C. |
Refractive Index | 1.6070 (estimate) |
MDL | MFCD00006765 |
Physical and Chemical Properties | Melting point 70-74°C boiling point 267°C flash point 139°C water-soluble insoluble |
Risk Codes | R50/53 - Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. R36/37/38 - Irritating to eyes, respiratory system and skin. |
Safety Description | S60 - This material and its container must be disposed of as hazardous waste. S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. S24/25 - Avoid contact with skin and eyes. S36 - Wear suitable protective clothing. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. |
UN IDs | UN 3077 9/PG 3 |
WGK Germany | 2 |
RTECS | VC7920000 |
TSCA | Yes |
HS Code | 29334990 |
Hazard Note | Irritant |
Hazard Class | 9 |
Packing Group | III |
colorless columnar or flaky crystals. The melting point was 74 °c. The boiling point was 267 °c. Slightly soluble in water, soluble in alcohol, ether, benzene and organic acids, insoluble in water. In alkaline solutions, colored water-insoluble complexes are formed with a variety of metal ions. Can be evaporated with water vapor, sublimation at 100 deg C. With a phenol odor.
from O-aminophenol and crotonaldehyde reaction. O-aminophenol and O-nitrophenol were mixed uniformly, and hydrochloric acid was added. Crotonaldehyde was added with stirring. It was heated for 6h and left overnight. The O-nitrophenol shown in the reaction was distilled off by steam distillation, and sodium hydroxide solution was added to the remaining liquid to make it slightly alkaline. Further, the powdery carbonyl was saturated, and 8-hydroxyquinaldine was distilled off with steam. The crude product was further distilled under reduced pressure, and recrystallized from ethanol to obtain a pure product.
used as a pharmaceutical, pesticide intermediate; Used as an extractant for extraction spectrophotometric determination. It can also be used as a precipitant for measurement by a weighing method, for measurement of zinc, magnesium, and the like.
NIST chemical information | information provided by: webbook.nist.gov (external link) |
EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
Overview | 8-hydroxyquinaldine (2-methyl-8-hydroxyquinoline) is an important fine chemical intermediates, mainly used as metal ion extraction agent and determination of metal ions, also used in the synthesis of dyes and pigments and pharmaceutical intermediates. |
Use | is used as an analytical reagent. |
production method | is obtained by reacting O-aminophenol with crotonaldehyde. O-aminophenol and O-nitrophenol were mixed uniformly, and hydrochloric acid was added. Crotonaldehyde was added with stirring. It was heated for 6h and left overnight. The O-nitrophenol shown in the reaction was distilled off by steam distillation, and sodium hydroxide solution was added to the remaining liquid to make it slightly alkaline. After further saturation with powdery carbonyl, 8-hydroxyquinaldine was distilled off with steam, and the crude product was further distilled under reduced pressure and recrystallized from ethanol to obtain a pure product. |