Name | 2,4-dimethylquinoline |
Synonyms | Kryptidine methylquinaldine Dimethylquinoline 4-Methylquinaldine 2,4-DIMETHYLQUINOLINE 2,4-dimethyl-quinolin 2,4-dimethylquinoline Quinoline,2,4-dimethyl- |
CAS | 1198-37-4 |
EINECS | 214-832-9 |
InChI | InChI=1/C11H11N/c1-8-7-9(2)12-11-6-4-3-5-10(8)11/h3-7H,1-2H3 |
Molecular Formula | C11H11N |
Molar Mass | 157.21 |
Density | 1.061g/mLat 25°C(lit.) |
Melting Point | 14.85°C |
Boling Point | 264-265°C(lit.) |
Flash Point | >230°F |
Water Solubility | 1.795g/L(25 ºC) |
Solubility | Chloroform (Slightly), DMSO (Slightly), Methanol (Sparingly) |
Vapor Presure | 0.0164mmHg at 25°C |
Appearance | Oil |
Color | Dark Green to Black |
pKa | 6.48±0.50(Predicted) |
Storage Condition | Sealed in dry,Room Temperature |
Refractive Index | n20/D 1.605(lit.) |
MDL | MFCD00006760 |
Physical and Chemical Properties | Colorless to light yellow liquid. Boiling point 143-265 ℃, 2.0 ℃ (1.0611 kPa), relative density (15/4 ℃) 1.6075, refractive index (nD20). Soluble in alcohol and ether, very slightly soluble in water. |
Hazard Symbols | Xi - Irritant |
Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S37/39 - Wear suitable gloves and eye/face protection |
WGK Germany | 3 |
TSCA | Yes |
HS Code | 29334900 |
EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
Application | Quinoline compounds have been widely used in the fields of pharmaceuticals, pesticides and dyes due to their important biological and pharmacological activities. In the field of drug synthesis, as a class of important nitrogen-containing heterocyclic compounds, quinoline compounds have various biological and pharmacological activities, such as antibacterial, antiviral, anti-cancer, anti-tumor, anti-platelet aggregation, etc., have become one of the hotspots in the design and development of new drugs. |
preparation | in recent years, due to the advantages of simple operation process, short reaction time and high yield, chemical catalysis has become the mainstream direction in organic synthesis for the synthesis of quinoline compounds. The paths used for catalytic synthesis of quinoline compounds generally include Skraup synthesis, Combes synthesis, Doebner-Von Miller synthesis, Knorr synthesis, Friedlander, Conrad-Limpach synthesis and Pfitzinger synthesis. In these chemical synthesis paths, it is necessary to use a variety of catalysts, such as strong acids, strong bases, inorganic salts and heavy metals. The synthesis reaction formula of 2, 4-dimethylquinoline is as follows: |
use | dye intermediate. |
production method | heating the iodine-added aniline to 170-175 ℃, adding acetone dropwise, stirring strongly, and collecting distillate at the same time. Aniline and the middle fraction 2,2,4 trimethyl-1, 2-dihydroquinoline were separated by vacuum distillation from the reaction mixture and distillate. The latter is heated and reacted with anhydrous aniline, metal sodium and copper powder, and fractionated under reduced pressure from the reactants to obtain 2,4-dimethylquinoline in a yield of 80-90%. |