2,6-DIMETHYLPYRIDINE
2,6-Lutidine
CAS: 108-48-5
Molecular Formula: C7H9N
2,6-DIMETHYLPYRIDINE - Names and Identifiers
| Name | 2,6-Lutidine |
| Synonyms | 26L 2,6-L FEMA 3540 2,6-LUTIDINE 2,6-Lutidine FEMA NUMBER 3540 2,6-Dimethypyridine 2,6-DIMETHYLPYRIDINE 2,6-Dimethylpyridine 2,6-Dimethyl Pyridine DIMETHYLPYRIDINE(2,6-) 2,6-Lutidine 2,6-Dimethylpyridine |
| CAS | 108-48-5 |
| EINECS | 203-587-3 |
| InChI | InChI:1S/C7H9N/c1-6-4-3-5-7(2)8-6/h3-5H,1-2H3 |
2,6-DIMETHYLPYRIDINE - Physico-chemical Properties
| Molecular Formula | C7H9N |
| Molar Mass | 107.15 |
| Density | 0.92 g/mL at 25 °C (lit.) |
| Melting Point | -6 °C (lit.) |
| Boling Point | 143-145 °C (lit.) |
| Flash Point | 92°F |
| JECFA Number | 1317 |
| Water Solubility | 40 g/100 mL (20 ºC) |
| Vapor Presure | 5.5 hPa (20 °C) |
| Appearance | Liquid |
| Color | Clear |
| Merck | 14,5616 |
| BRN | 105690 |
| pKa | 6.65(at 25℃) |
| Storage Condition | −20°C |
| Stability | Stable. Flammable. Incompatible with strong oxidizing agents, acid chlorides, acids, chloroformates. Protect from moisture. |
| Sensitive | Hygroscopic |
| Refractive Index | n20/D 1.497(lit.) |
| Physical and Chemical Properties | appearance colorless, oily liquid, extra odor |
| Use | Used as raw materials for organic synthesis; For the synthesis of a variety of drugs for the treatment of hypertension and emergency medicine; Used as pesticides and dyeing AIDS |
2,6-DIMETHYLPYRIDINE - Risk and Safety
| Risk Codes | R10 - Flammable R22 - Harmful if swallowed R36/37/38 - Irritating to eyes, respiratory system and skin. R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37 - Wear suitable protective clothing and gloves. S16 - Keep away from sources of ignition. S36 - Wear suitable protective clothing. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. |
| UN IDs | UN 1993 3/PG 3 |
| WGK Germany | 3 |
| RTECS | OK9700000 |
| FLUKA BRAND F CODES | 8 |
| TSCA | Yes |
| HS Code | 29333999 |
| Hazard Note | Irritant/Flammable |
| Hazard Class | 3 |
| Packing Group | III |
| Toxicity | LD50 orally in Rabbit: 400 mg/kg LD50 dermal Rabbit > 1000 mg/kg |
2,6-DIMETHYLPYRIDINE - Nature
Open Data Verified Data
melting point -6.1 °c, boiling point 145 °c, relative density 9237, refractive index 1.4976, Flash Point (closed cup) 38 °c. Soluble in water, and dimethyl formamide, tetrahydrofuran miscible.
Last Update：2024-01-02 23:10:35
2,6-DIMETHYLPYRIDINE - Preparation Method
Open Data Verified Data
there are separation method, ethyl acetoacetate method.
- separation method to coal tar fraction in the initial distillation point of 142.2 deg C, dry point of 145.5 deg C 3 methyl pyridine fraction as raw material, the use of 2,6-= the characteristic that picoline can form an adduct with urea, which is separated from the mixture. To 3 a methyl pyridine fraction was added a concentration of 60% aqueous urea solution, and stirred at 80 deg C 0. 5h, then at 0 deg C for 24h, filtration, filter cake is 2,6-methyl pyridine urea adduct. Drying at 67 ℃, and then heating to 130~138 ℃, decomposition of adduct, the upper oil layer is distilled, collect 142~144 ℃ fraction, that is, 2,6 dimethyl pyridine, the yield was about 40%.
- ethyl acetoacetate is prepared by cyclization, oxidation, hydrolysis and alkaline hydrolysis.
Last Update：2022-01-01 10:53:12
2,6-DIMETHYLPYRIDINE - Use
Open Data Verified Data
This product in the pharmaceutical industry can be used for the production of anti-atherosclerotic drug xuemaining; Can also be used for the production of roundworm, brucellosis ginger worm, whipworm, pinworm and other effective broad-spectrum insect repellent flooding, as well as cortisone acetate, hydrocortisone, nicotinic acid, pibline, etc.; Can also be used as pesticides, dyes, printing and dyeing auxiliaries, resins, rubber vulcanization accelerator, hot oil stabilizer intermediates; this product can be obtained by oxidation of dimethyl pyridine acid, used as a stabilizer of hydrogen peroxide and peracetic acid, can also be synthesized into the mountain stem base. This product can also be used as a solvent.
Last Update：2022-01-01 10:53:11
2,6-DIMETHYLPYRIDINE - Safety
Open Data Verified Data
stimulation of eyes, skin and upper respiratory tract mucosa. Easily absorbed through skin. LD50 800mg/kg (Rat oral). Wear masks, protective glasses, protective clothing and chemical-resistant gloves when possible vapor exposure. Cool and ventilated room, away from fire source, with low temperature
At 30 °c, against direct sunlight. Reagent: lOOmL,500mL reagent bottle; Industrial Products: 18kg/barrel, 20kg/barrel. Place a ventilated and dry place.
Last Update：2022-01-01 10:53:12
2,6-DIMETHYLPYRIDINE - Reference Information
| FEMA | 3540 | 2,6-DIMETHYLPYRIDINE |
| LogP | 0.12 at 25℃ |
| NIST chemical information | information provided by: webbook.nist.gov (external link) |
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| Application | 2, 6-lutidine is an important organic synthesis intermediate, widely used in medicine, pesticide, synthesis of fragrances, industrial products, etc. 2,6-dimethyl pyridine was originally extracted from coal tar, early forties, the world energy structure "oil instead of coal" changes, making the source of the compound is limited, and due to pesticides, with the development of medicine, materials and other industries, the demand for this compound has increased greatly, which has promoted the development of chemical synthesis of 2, 6-dimethylpyridine. |
| preparation | step 1, preparation of 2, 6-dimethyl-4-chloropyridine in a ML three-necked flask, 24.6g(0.2mol) of 2, 6-dimethyl-4-hydroxypyridine and 4.2g(0.01mol) of phosphorus pentachloride were added, within 30min, 46.0g(0.3mol) of phosphorus oxychloride was added dropwise, after dropping, the temperature was raised to 110~115 ℃, and the reaction was continued for 9~11H. Finally, the reaction was brown. Phosphorus oxychloride was recovered by distillation. Naturally cooled to room temperature, the reaction was slowly poured into 20% ml of ice water mixture, adjusted to pH 8 with Na2CO3 solution, extracted with 3 × ml chloroform, dried over anhydrous Na2SO4, distilled to recover chloroform, the raffinate was distilled under reduced pressure, and the fraction of 92~93 ℃/20mmHg was collected to obtain 26.7g of light yellow liquid, The yield was 94.3% and the purity was 98.8%. Step 2: preparation of 2, 6-lutidine 14.2g(0.1mol) of 2, 6-dimethyl-4-chloropyridine was added to a 250ml stainless steel autoclave, 5%Pd/C Catalyst 0.4g, anhydrous ethanol 150ml, sealed, N2 replacement method to remove the air in the autoclave, and finally into the hydrogen pressure to 0.1MPa, turn on the stirrer, heated to 35~40 ℃, the reaction was monitored by HPLC. After 10 hours, the raw material was completely converted and unreacted gas was released. The autoclave lid was opened and the reactants were taken out. After filtration, the catalyst was recovered, ethanol was recovered from the mother liquor, and the fraction at 142-141 ° C. Was collected by atmospheric distillation of the residual liquid to obtain 10.3g of colorless liquid with a yield of 96.2% and a purity of 99.2%. |
| purification | add 300g 2, 6-lutidine into a three-necked flask, open and stir, the water bath was heated to 85 ° C., 10g of water was added dropwise thereto, and after completion of the dropwise addition, urea was added in portions thereto. After 1 hour of the reaction, the water bath temperature was lowered to 75 ° C., and the reaction was continued for 4 hours. Thereafter, the flask was taken out, and stirring was continued at normal temperature until the material temperature was normal temperature. The reaction was completed. After completion of the reaction, the complex was filtered, washed twice with 100ml of toluene, and the washing solutions were combined and left alone. 178g of the complex was obtained. A total of 280ml of the filtrate and the primary wash solution and 110ml of the secondary wash solution were obtained. Filtrate as can be seen from the above table, the content of 2, 6-dimethylpyridine was significantly decreased in the filtrate, and the recovery rate was high. The content of 2, 6-dimethylpyridine after decomposition of the complex is about 99%. |
| Use | This product is widely used in organic synthesis. Pharmaceutical industry can be used for the production of anti-atherosclerotic drug xuemaining. Can also be used for the production of roundworm, brucellosis ginger worm, whipworm, pinworm and other effective broad-spectrum anthelmintic drug flooding. As well as cortisone acetate, hydrocortisone, niacin, rutin, etc. 2, 6-dimethylpyridine can also be used as an intermediate of pesticide, dye, printing and dyeing auxiliary, resin, rubber vulcanization accelerator and hot oil stabilizer. This product can be obtained by oxidation of dimethyl pyridine acid, used as a stabilizer of hydrogen peroxide and peracetic acid, can also be synthesized into the mountain stem base. The product may also be used as a solvent. used as raw material for organic synthesis widely used in organic synthesis, pharmaceutical industry can be used for the production of anti-atherosclerosis drug xuemaining. Can also be used for the production of roundworm, brucellosis ginger worm, whipworm, pinworm and other effective broad-spectrum anthelmintic drug flooding. As well as cortisone acetate, hydrocortisone, niacin, rutin, etc. Also used as pesticides, dyes, printing and dyeing auxiliaries, resins, rubber vulcanization accelerator, thermal oil stabilizer intermediates. Dimethyl pyridine acid can be obtained by oxidation, which can be used as a stabilizer for hydrogen peroxide and peracetic acid, and can also be synthesized into the base. The product may also be used as a solvent. Also used in a variety of nut-type flavors and cocoa, coffee, meat, bread and vegetable essences. for the synthesis of a variety of drugs for the treatment of hypertension and emergency medicine, but also used as pesticides and AIDS |
| production method | can be isolated by recovering a β-picoline fraction from a coal coking by-product. |
| category | flammable liquid |
| toxicity grade | high toxicity |
| Acute toxicity | oral-rat LD50: 400 mg/kg |
| flammability hazard characteristics | flammable in case of open flame, high temperature and oxidant; toxic nitric oxide gas |
| storage and transportation characteristics | The warehouse is ventilated and dried at low temperature; Stored separately from oxidants and acids |
| extinguishing agent | dry powder, dry sand, carbon dioxide, foam, 1211 extinguishing agent |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-10 22:29:15
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