2,4,6-Collidine CAS 108-75-8
Introduction：Basic information about 2,4,6-Collidine CAS 108-75-8, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
2,4,6-Collidine Basic information
| Product Name: | 2,4,6-Collidine |
| Synonyms: | 2,4,6-Kollidin;2,4,6-trimethyl-pyridin;a,g,a'-Collidine;alpha,gamma,alpha’-collidine;alpha,gamma,alpha'-Collidine;g-Collidine;Pyridine,2,4,6-trimethyl-;2 Minus 2-3 Methyl pyridine |
| CAS: | 108-75-8 |
| MF: | C8H11N |
| MW: | 121.18 |
| EINECS: | 203-613-3 |
| Product Categories: | Heterocyclic Compounds;bc0001;108-75-8 |
| Mol File: | 108-75-8.mol |
2,4,6-Collidine Chemical Properties
| Melting point | -43 °C (lit.) |
| Boiling point | 171-172 °C (lit.) |
| density | 0.917 g/mL at 25 °C (lit.) |
| vapor pressure | 4 hPa (20 °C) |
| refractive index | n |
| Fp | 135 °F |
| storage temp. | Store below +30°C. |
| solubility | 35g/l |
| form | Liquid |
| pka | 7.43(at 25℃) |
| color | Clear colorless to yellow |
| Water Solubility | 35 g/L (20 ºC) |
| Sensitive | Hygroscopic |
| Merck | 14,9718 |
| BRN | 107283 |
| Dielectric constant | 1.9（20℃） |
| Stability: | Stable. Combustible. Incompatible with strong oxidizing agents. |
| InChI | 1S/C8H11N/c1-6-4-7(2)9-8(3)5-6/h4-5H,1-3H3 |
| InChIKey | BWZVCCNYKMEVEX-UHFFFAOYSA-N |
| SMILES | Cc1cc(C)nc(C)c1 |
| LogP | 1.25 at 20℃ |
| CAS DataBase Reference | 108-75-8(CAS DataBase Reference) |
| NIST Chemistry Reference | Pyridine, 2,4,6-trimethyl-(108-75-8) |
| EPA Substance Registry System | 2,4,6-Trimethylpyridine (108-75-8) |
Safety Information
| Hazard Codes | Xn |
| Risk Statements | 10-20/21/22-36/37/38 |
| Safety Statements | 26-36/37-36 |
| RIDADR | UN 1992 3/PG 3 |
| WGK Germany | 3 |
| RTECS | UU0970000 |
| TSCA | TSCA listed |
| HazardClass | 3 |
| PackingGroup | III |
| HS Code | 29333999 |
| Storage Class | 3 - Flammable liquids |
| Hazard Classifications | Acute Tox. 3 Dermal Acute Tox. 4 Oral Aquatic Chronic 3 Eye Irrit. 2 Flam. Liq. 3 Skin Irrit. 2 STOT SE 3 |
| Hazardous Substances Data | 108-75-8(Hazardous Substances Data) |
| Toxicity | LD50 orally in Rabbit: 400 mg/kg |
| Chemical Properties | colourless liquid |
| Uses | 2,4,6-Collidine is an reagent used for various synthetic preparations such as the synthesis of methylated pyridines by three-componet catalytic condensation of acetylene, acetone and ammonia. |
| Uses | 2,4,6-Collidine is used as a tissue fixative for electron microscopy. It is useful in dehydrohalogenation reactions and acts as a solvent for the cleavage of hindered esters by anhydrous lithium iodide. |
| Definition | Methyl, ethyl, propyl, and trimethyl homologs ofpyridine. |
| Synthesis Reference(s) | Journal of the American Chemical Society, 72, p. 4184, 1950 DOI: 10.1021/ja01165a097 |
| General Description | 2,4,6-Trimethylpyridine is a pyridine derivative. It has a pK of 7.4. The product can react with trifluoroiodomethane in cyclopentane solution to afford 1:1 complex. This complex was investigated by NMR (Nuclear Magnetic Resonance) spectroscopy. Collidine-buffered osmium tetroxide solutions have been prepared by adding osmium tetroxide solution to it. These solutions have been used as fixative for electron microscopic studies. 2,4,6-Trimethylpyridine can undergo oxidation with potassium permanganate to form 2,4,6-pyridinetricarboxylic acid. |
| Hazard | Toxic. |
| Flammability and Explosibility | Flammable |
| Purification Methods | Commercial samples may be grossly impure. Likely contaminants include 3,5-dimethylpyridine, 2,3,6-trimethylpyridine and water. Brown, Johnson and Podall [J Am Chem Soc 76 5556 1954] fractionally distilled 2,4,6-trimethylpyridine under reduced pressure through a 40cm Vigreux column (p 11) and added to 430mL of the distillate slowly, with cooling to 0o, 45g of BF3-diethyl etherate. The mixture was again distilled, and an equal volume of dry *benzene was added to the distillate. Dry HCl was passed into the solution, which was kept cold in an ice-bath, and the hydrochloride was filtered off. It was recrystallised from absolute EtOH (1.5mL/g) to m 286-287o[m 256o(sealed tube), also m 293-294o subliming slowly]. The free base was regenerated by treatment with aqueous NaOH, then extracted with *benzene, dried (MgSO4) and distilled under reduced pressure. Sisler et al. [J Am Chem Soc 75 446 1953] precipitated trimethylpyridine as its phosphate from a solution of the base in MeOH by adding 85% H3PO4, shaking and cooling. The free base was regenerated as above. Garrett and Smythe [J Chem Soc 763 1903] purified the trimethylpyridine via the HgCl2 complex. It is more soluble in cold than hot H2O [the solubility is 20.8% at 6o, 3.5% at 20o, 1.8% at 100o]. Alternatively, purify it by dissolving it in CHCl3, adding solid K2CO3 and Drierite, filtering and fractionally distilling through an 8in helix-packed column. The sulfate has m 205o, and the picrate (from hot H2O) has m 155-156o. [Frank & Meikle J Am Chem Soc 72 4184 1950, Beilstein 20 H 250, 20 I 87, 20 II 164, 20 III/IV 2810, 20/6 V 93.] |
2,4,6-Collidine Preparation Products And Raw materials
| Raw materials | Sulfuric acid-->Acetone-->Ammonia-->Benzene-->Urea-->Zinc chloride-->Phosphorus pentoxide-->2,3,6-TRIMETHYLPYRIDINE-->1,2,4-Trimethylbenzene-->Mesitylene-->Acetonitrile-->Propyne |
| Preparation Products | Estrone-->4,6-DIMETHYL-PYRIDINE-2-CARBOXYLIC ACID-->2-Cyclopenten-1-one-->2.4.6-TRIMETHYL-3-NITROPYRIDINE |
