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3-Hydroxy-2-iodo-6-methylpyridine

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3-Hydroxy-2-iodo-6-methylpyridine Basic information

Product Name:
3-Hydroxy-2-iodo-6-methylpyridine
Synonyms:
  • 2-Iodo-6-methyl-3-pyridinol, 6-Iodo-2-picolin-5-ol
  • 2-Iodo-6-methylpyridin-3-pyridinol ,98%
  • 6-Iodo-2-picolin-5-ol,97%
  • 6-Iodo-2-picolin-5-ol2-Iodo-6-methyl-3-pyridinol
  • 3-Hydroxy-2-iodo-6-methylpyridine 97%
  • 3-HYDROXY-2-IODO-6-METHYLPYRIDINE
  • 6-IODO-2-PICOLIN-5-OL
  • 2-IODO-6-METHYL-3-HYDROXYPYRIDINE
CAS:
23003-30-7
MF:
C6H6INO
MW:
235.02
EINECS:
245-376-9
Product Categories:
  • Heterocycle-Pyridine series
  • Pyridine
  • Pyridines, Pyrimidines, Purines and Pteredines
Mol File:
23003-30-7.mol
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3-Hydroxy-2-iodo-6-methylpyridine Chemical Properties

Melting point:
197-199 °C (lit.)
Boiling point:
292.0±35.0 °C(Predicted)
Density 
1.8615 (estimate)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
pka
5.46±0.10(Predicted)
Appearance
White to light brown Solid
InChI
InChI=1S/C6H6INO/c1-4-2-3-5(9)6(7)8-4/h2-3,9H,1H3
InChIKey
HRZOWBGCOJWHDY-UHFFFAOYSA-N
SMILES
C1(I)=NC(C)=CC=C1O
CAS DataBase Reference
23003-30-7(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-37/39-24/25
WGK Germany 
3
HS Code 
29333999

MSDS

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3-Hydroxy-2-iodo-6-methylpyridine Usage And Synthesis

Chemical Properties

Light yellow to yellow powder

Synthesis

1121-78-4

23003-30-7

Step A: 6-Methylpyridin-3-ol (0.5 g, 4.58 mmol) was dissolved in aqueous sodium hydroxide solution (4.5 mL, 1 M, 4.5 mmol). Iodine (1.28 g, 5.2 mmol) was added to this solution and the reaction mixture was stirred overnight at room temperature. After completion of the reaction, it was neutralized with aqueous hydrochloric acid (2 M) to pH ≈ 7. A white precipitate precipitated from the reaction system and the product was collected by filtration. The solid product was washed with deionized water and dried to give 2-iodo-6-methylpyridin-3-ol (0.8 g, 50% yield). Mass spectral analysis showed m/z 236.0 [M + H]+.

References

[1] Bioorganic and Medicinal Chemistry Letters, 1998, vol. 8, # 16, p. 2117 - 2122
[2] Patent: US9617268, 2017, B2. Location in patent: Page/Page column 400; 401
[3] Patent: EP1477186, 2004, A1. Location in patent: Page/Page column 35; 36
[4] Patent: EP1357111, 2003, A1. Location in patent: Page/Page column 54
[5] Tetrahedron, 2007, vol. 63, # 13, p. 2787 - 2797

3-Hydroxy-2-iodo-6-methylpyridine Preparation Products And Raw materials

Raw materials

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