| Identification | More | [Name]
6-METHYL-2-PYRIDINEMETHANOL | [CAS]
1122-71-0 | [Synonyms]
2-HYDROXYMETHYL-6-METHYLPYRIDINE
6-HYDROXYMETHYL-2-PICOLINE
6-METHY-2-PYRIDINEMETHANOL
6-METHYL-2-PYRIDINEMETHANOL
(6-METHYLPYRIDIN-2-YL)METHANOL
6-METHYLPYRIDINE-2-CARBINOL
6-METHYLPYRIDINE-2-METHANOL
RARECHEM AL BD 0183
6-methyl-2-pyridylmethanol
2-Methyl-6-pyridinemethanol
6-METHYL-2-PYRIDINEMETHANOL 98%
6-methyl-2-pyridinemthanol
6-METHYL-2-PYRIDINEMETHANOL 95+%
2-Methylpyridine-6-methanol | [EINECS(EC#)]
214-358-2 | [Molecular Formula]
C7H9NO | [MDL Number]
MFCD00023520 | [Molecular Weight]
123.15 | [MOL File]
1122-71-0.mol |
| Chemical Properties | Back Directory | [Appearance]
Clear light brown liquid or low melting solid | [Melting point ]
32-34 °C(lit.) | [Boiling point ]
105-108 °C12 mm Hg(lit.) | [density ]
1.0877 (rough estimate) | [refractive index ]
1.5380 (estimate) | [Fp ]
228 °F
| [storage temp. ]
Refrigerator | [form ]
powder to lump to clear liquid | [pka]
14.02±0.10(Predicted) | [color ]
White or Colorless to Light yellow | [Water Solubility ]
Low soluble in water, high soluble in ethanol, acetic acid. Soluble in benzene, toluene. | [CAS DataBase Reference]
1122-71-0(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
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 . | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HS Code ]
29333990 |
| Hazard Information | Back Directory | [Chemical Properties]
Clear light brown liquid or low melting solid | [Uses]
Use as primary and secondary intermediate. | [Definition]
ChEBI:6-methyl-2-pyridinemethanol is a member of methylpyridines. | [Synthesis]
(a) glacial acetic acid was added to the reaction flask, followed by 2,6-dimethylpyridine, and heated until it was well mixed, and the mass ratio of glacial acetic acid to 2,6-dimethylpyridine was 2.5:1; (b) hydrogen peroxide and catalyst tungsten oxide were added sequentially to the reaction mixture of step (a), and the amount of tungsten oxide was added as 5% of the mass of 2,6-dimethylpyridine, and the amount of hydrogen peroxide was 2,6-dimethyl pyridine mass, and the reaction lasted for 3 hours; (c) an equal volume of 28% hydrogen peroxide was added to the reaction mixture of step (b) again, and the reaction was continued for 7 hours; (d) after the completion of the reaction, the reaction mixture was subjected to distillation under reduced pressure, and the fraction at 130-150 °C/12 mmHg was collected; (e) the fraction obtained in step (d) was refluxed with acetic anhydride at the ratio of 0.7:1 by volume, and at the end of the reaction, the reaction was allowed to proceed to the refluxing stage. Refluxing was carried out, and the glacial acetic acid was allowed to dry at the end of the reaction, after which the mother liquor was refluxed with 10% potassium hydroxide solution at the ratio of 1:3 by volume for 8 hours, and cooled to room temperature; (f) six countercurrent extractions were carried out on the reaction solution in step (e) with dichloromethane using two times the volume of dichloromethane each time, and the extracts were combined and distilled to recover the dichloromethane, to obtain 6-methyl-2-pyridine methanol. In this method, the yield of 6-methyl-2-pyridinemethanol was 94%, the reaction selectivity was 95.2%, and the purity of the final product was 99.1%, which met the requirements of the pharmaceutical industry. | [References]
[1] Patent: CN104610134, 2017, B. Location in patent: Paragraph 0029-0036; 0038-0045; 0047-0054; 0056-0063;
[2] Yakugaku Zasshi, 1954, vol. 74, p. 790
[3] Chem.Abstr., 1955, p. 11646
[4] Helvetica Chimica Acta, 1955, vol. 38, p. 1114,1116
[5] Journal of Medicinal Chemistry, 1992, vol. 35, # 3, p. 438 - 450 |
|
|