1122-72-1
6-Methyl-2-pyridinecarboxaldehyde
CAS: 1122-72-1
Molecular Formula: C7H7NO
1122-72-1 - Names and Identifiers
| Name | 6-Methyl-2-pyridinecarboxaldehyde |
| Synonyms | 2-FORMYL-6-PICOLINE TIMTEC-BB SBB004287 6-ForMyl-2-picoline 2-FORMYL-6-METHYLPYRIDINE 2-Formyl-6-methylpyridine 6-Methylpyridine-2-aldehyde 6-methylpyridine-2-carbaldehyde 6-methyl-2-pyridinecarboxaldehyd 6-Methyl-2-pyridinecarboxaldehyde 6-Methylpyridine-2-carboxaldehyde 2-Formyl-6-methylpyridine 6-Methylpicolinaldehyde |
| CAS | 1122-72-1 |
| EINECS | 214-359-8 |
| InChI | InChI=1/C7H7NO/c1-6-3-2-4-7(5-9)8-6/h2-5H,1H3 |
| InChIKey | AHISYUZBWDSPQL-UHFFFAOYSA-N |
1122-72-1 - Physico-chemical Properties
| Molecular Formula | C7H7NO |
| Molar Mass | 121.14 |
| Density | 1.1344 (rough estimate) |
| Melting Point | 31-33°C(lit.) |
| Boling Point | 105-108°C/12mm |
| Flash Point | 155°F |
| Water Solubility | 750 g/L (20 ºC) |
| Vapor Presure | 0.593mmHg at 25°C |
| Appearance | Low Melting Solid |
| Color | Light yellow to brown |
| BRN | 107476 |
| pKa | 3.96±0.10(Predicted) |
| Storage Condition | 2-8°C |
| Sensitive | Light Sensitive/Air Sensitive |
| Refractive Index | n20/D 1.527(lit.) |
| MDL | MFCD00006291 |
1122-72-1 - Risk and Safety
| 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. S36 - Wear suitable protective clothing. S37/39 - Wear suitable gloves and eye/face protection |
| UN IDs | UN 1325 |
| WGK Germany | 3 |
| FLUKA BRAND F CODES | 8-9-23 |
| TSCA | Yes |
| HS Code | 29339900 |
| Hazard Class | IRRITANT, LIGHT SENS |
1122-72-1 - Reference Information
| Overview | 6-methyl-2-pyridine formaldehyde is an organic intermediate that can be prepared by a four-step reaction of 2, 6-dimethylpyridine. 6-methyl-2-pyridine formaldehyde can also be condensed with primary amines to form Schiff bases, forming bidentate chelating ligands, which are similar to 2,2 ′-bipyridine and 1, 10-phenanthroline and other bidentate ligands are similar to the properties of complexes formed by transition metals. |
| use | 6-methyl -2-pyridine formaldehyde is an organic intermediate and pharmaceutical intermediate, which can be used in laboratory organic synthesis and chemical medicine research and development process. |
| synthesis of | (1)4b added 3 b36.8 g(300mmol), 70mL of glacial acetic acid and 30% H2O250mL(500mmol) in sequence into the reaction bottle, and reacted at 75 ℃ for 6h under stirring. 30% H2O250mL was added and reacted at 75 ℃ for 16h[TLC tracking, developing agent: A = V (petroleum ether) ∶V (ethyl acetate) = 1 ∶ 3]. Rotation dissolves more than half, add 100mL of water, spin distilled until no liquid drops out; Repeat three times. The residue was adjusted to pH ≈ 10 with saturated Na2CO3 solution, CHCl3 was extracted (3 × 100mL), the extract was combined, dried with anhydrous Na2SO4, CHCl3 was removed by spin evaporation, and yellow transparent oily liquid 4b was distilled under reduced pressure (yield 78%,Rf = 0.2). (2) Synthesis of 5b 60mL acetic anhydride is added into the reaction bottle, 4 b35.7 g(300mmol) is added dropwise under stirring, after dropping, the reaction is carried out at 100 ℃ (micro reflux) for 10h (intense heat release, slow heating, TLC tracking, developing agent: A = 1: 1). Distilled under reduced pressure to obtain yellowish slightly mucus 5b (yield 59%,Rf = 0.64). (3) Synthesis of 6b Add 5 b28.0 g(170mmol) to the reaction bottle, slowly adjust pH ≈ 14 (color from yellow to orange) with NaOH saturated solution under stirring, and reflux reaction (TLC tracking). Cooling, extracting with CHCl3(3 × 100mL), combining organic layers, drying with anhydrous Na2SO4, and spinning to remove CHCl3 to obtain 6b. (4) Synthesis of 7b, I .e. 6-methyl -2-pyridine formaldehyde. Active MnO259.6 g(700mmol), CHCl3250 mL and 6 b17.7 g(140 mmol) were added to the reaction flask, and reflux reaction (TLC tracking) was carried out under stirring. Cooling, filtering, spinning and dissolving the filtrate to obtain dark brown liquid, decolorizing by column chromatography (eluent: A = 7: 1) to obtain 7b, I .e. 6-methyl -2-pyridine formaldehyde. 7b: yellow solid, m.p.36 ℃ ~ 38 ℃, yield 76%. |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
Last Update：2024-04-09 20:49:11
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