| Identification | More | [Name]
3-METHYL-2-PYRIDINECARBOXALDEHYDE | [CAS]
55589-47-4 | [Synonyms]
2-FORMYL-3-PICOLINE
3-METHYL-2-PYRIDINALDEHYDE
3-METHYL-2-PYRIDINECARBOXALDEHYDE
3-METHYL-PYRIDINE-2-CARBALDEHYDE
3-Methylpicolinaldehyde
3-methyl-2-pyridine formaldehyde
3-Methylpyridine-2-carboxaldehyde | [Molecular Formula]
C7H7NO | [MDL Number]
MFCD02181144 | [Molecular Weight]
121.14 | [MOL File]
55589-47-4.mol |
| Chemical Properties | Back Directory | [Melting point ]
8°C(lit.) | [Boiling point ]
84°C/13mmHg(lit.) | [density ]
1.080 g/mL at 25 °C | [refractive index ]
n20/D 1.538 | [Fp ]
74 °C | [storage temp. ]
under inert gas (nitrogen or Argon) at 2-8°C | [form ]
Liquid | [pka]
4.22±0.10(Predicted) | [color ]
Clear colorless to yellow | [Water Solubility ]
Slightly soluble in water. | [CAS DataBase Reference]
55589-47-4(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,Xn | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R22:Harmful if swallowed. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [WGK Germany ]
3 | [HazardClass ]
IRRITANT | [HS Code ]
29333990 |
| Hazard Information | Back Directory | [Uses]
It is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuffs. | [Synthesis]
General procedure for the synthesis of 3-methyl-2-pyridine aldehyde from (3-methylpyridin-2-yl)methanol: (3-methylpyridin-2-yl)methanol (1.9 mmol) was dissolved in 25 mL of 1,2-dichloroethane, 1.65 g (19 mmol) of activated manganese dioxide was added, and the reaction mixture was stirred for 6 hours at 50°C. The reaction was completed by filtration to remove the precipitate. After completion of the reaction, the precipitate was removed by filtration and the filtrate was evaporated under reduced pressure, the resulting residue was used directly in the next step of the reaction without further purification. 3-Methyl-2-pyridine aldehyde (1c) 185 mg (1.52 mmol, 80% yield) was obtained as a light oil.1H NMR (CDCl3) δ: 2.66 (s, 3H, Me), 7.39 (dd, 1H, 5-H, J = 7.8, 4.6 Hz), 7.62 (d, 1H, 4-H, J = 7.8 Hz), 8.66 ( d, 1H, 6-H, J = 4.6 Hz), 10.20 (s, 1H, CHO). Mass spectrum m/z: 122.06 (Irel 100%) [M+H]+. Calculated value: M 122.06. | [References]
[1] Russian Journal of Organic Chemistry, 2017, vol. 53, # 7, p. 963 - 970
[2] Zh. Org. Khim., 2017, vol. 53, # 7, p. 951 - 958,8
[3] Journal of Medicinal Chemistry, 1998, vol. 41, # 11, p. 1827 - 1837
[4] Patent: EP1431290, 2004, A1. Location in patent: Page 22
[5] Patent: EP1550657, 2005, A1. Location in patent: Page/Page column 64 |
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