Name | Picolinic acid |
Synonyms | Picolinic acid acidepicolique 2-Picolinic Acid pyridine-2-carboxylate Pyridine-carboxylique-2 o-pyridinecarboxylicacid o-Pyridinecarboxylic acid 2-pyridinecarboxylic acid 2-Pyridine carboxylic acid Pyridinecarboxylic acid-(2) alpha-pyridinecarboxylicacid alpha-Pyridinecarboxylic acid |
CAS | 98-98-6 |
EINECS | 202-719-7 |
InChI | InChI=1/C6H5NO2/c8-6(9)5-3-1-2-4-7-5/h1-4H,(H,8,9)/p-1 |
InChIKey | SIOXPEMLGUPBBT-UHFFFAOYSA-N |
Molecular Formula | C6H5NO2 |
Molar Mass | 123.11 |
Density | 1.3147 (rough estimate) |
Melting Point | 139-142 °C (lit.) |
Boling Point | 229.19°C (rough estimate) |
Flash Point | 139°(232°F) |
Water Solubility | 887 g/L (20 ºC) |
Solubility | Easily soluble in glacial acetic acid, almost insoluble in ether, chloroform and carbon disulfide |
Vapor Presure | 0.028Pa at 25℃ |
Appearance | White solid |
Color | White to almost white |
Merck | 14,7403 |
BRN | 109595 |
pKa | 1.07(at 25℃) |
PH | 3.1 (50g/l, H2O, 20℃) |
Storage Condition | Store below +30°C. |
Sensitive | Sensitive to heat and air |
Refractive Index | 1.5423 (estimate) |
MDL | MFCD00006293 |
Physical and Chemical Properties | Melting point 136-139°C water-soluble 887g/L (20°C) |
Use | 2-picoline potassium permanganate |
Risk Codes | R22 - Harmful if swallowed R36 - Irritating to the eyes R36/37/38 - 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. S36 - Wear suitable protective clothing. S33 - Take precautionary measures against static discharges. S24/25 - Avoid contact with skin and eyes. |
WGK Germany | 3 |
RTECS | TJ7344000 |
TSCA | Yes |
HS Code | 29333999 |
LogP | 0.72 |
NIST chemical information | information provided by: webbook.nist.gov (external link) |
EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
Use | 2-picolinic acid is an important intermediate in organic synthesis, in the pharmaceutical industry for the preparation of Carbocaine drugs and neurological drugs, widely used in nerve inhibition and local anesthesia; 2-picolinic acid is an essential raw material for the synthesis of various 2-picolinate, among them, chromium 2-picolinate is an important health care drug for human beings, and is widely used for human chromium supplement, feed additive, treatment of diabetes, etc. intermediates in organic synthesis. 2-picoline potassium permanganate rare earth alkali metal chelates; Transition metal complexes for the preparation of picolineto ligands |
production method | Add 50g 2-picoline to ml of water, heat and stir, add 90g of potassium permanganate, after about 1H a second 90g portion of potassium permanganate was added. Additional 500ml of water was added and heating was continued for 2-2.5H until the purple color disappeared. Upon cooling, the manganese dioxide precipitate was filtered off and washed with hot water. The filtrate was concentrated under reduced pressure and filtered. The concentrate was acidified to Congo Red acid with concentrated hydrochloric acid, evaporated to dryness, and digested with 95% ml of ethanol for 1H under reflux. After filtration, the filter cake was extracted with 95% ethanol, the ethanol filtrate and the extract were combined, and dried hydrogen chloride was introduced until crystals began to precipitate. It is cooled to 10 °c, passed through hydrogen chloride to distillation, and the picolinic acid hydrochloride is filtered off to give 43-44g after drying (hydrochloride melting point 210-212 °c). |