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3-Iodo-2-methoxypyridine

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CAS:112197-15-6
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Products Intro: Product Name:3-Iodo-2-methoxypyridine
CAS:112197-15-6
Purity:0.98 Package:based on the requirments Remarks:pharmaceutical intermediates

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  • 3-Iodo-2-methoxypyridine
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  • $5.00 / 1KG
  • 2025-09-25
  • CAS:112197-15-6
  • Min. Order: 1KG
  • Purity: 98%
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3-Iodo-2-methoxypyridine Basic information
Product Name:3-Iodo-2-methoxypyridine
Synonyms:3-IODO-2-METHOXYPYRIDINE;3-Iodo-2-Methoxypyridine, 97+%;2-METHOXY-3-IODOPYRIDINE;3-Iodo-2-methoxypyridine,96%;3-IODO-2-METHOXYPYRIDINE 99%;Pyridine,3-iodo-2-Methoxy-;3-Iodo-2-methoxypyridine>;2-Amino-3-bromo-6-nitropyridine
CAS:112197-15-6
MF:C6H6INO
MW:235.02
EINECS:622-890-5
Product Categories:alkyl Iodine;Pyridines;Pyridine;Furans
Mol File:112197-15-6.mol
3-Iodo-2-methoxypyridine Structure
3-Iodo-2-methoxypyridine Chemical Properties
Melting point 66 °C(Solv: hexane (110-54-3))
Boiling point 131-133 °C (43 mmHg)
density 1.831 g/mL at 25 °C
refractive index 1.617-1.619
Fp >110℃
storage temp. 2-8°C
pka1.38±0.10(Predicted)
form clear liquid
color Light yellow to Brown
Sensitive Light Sensitive
InChIInChI=1S/C6H6INO/c1-9-6-5(7)3-2-4-8-6/h2-4H,1H3
InChIKeyBXCHJERCAUZLOE-UHFFFAOYSA-N
SMILESC1(OC)=NC=CC=C1I
CAS DataBase Reference112197-15-6(CAS DataBase Reference)
Safety Information
Hazard Codes Xn,Xi
Risk Statements 36/37/38-20/21/22-41-37/38-22-36/37/39
Safety Statements 36/37/39-26-37
RIDADR UN 3334
WGK Germany 3
HazardClass IRRITANT
HS Code 29339900
Storage Class10 - Combustible liquids
Hazard ClassificationsAcute Tox. 4 Oral
Eye Dam. 1
Skin Irrit. 2
STOT SE 3
MSDS Information
ProviderLanguage
ACROS English
ALFA English
3-Iodo-2-methoxypyridine Usage And Synthesis
Chemical PropertiesLight yellow Cryst
Synthesis
2-Methoxypyridine

1628-89-3

3-Iodo-2-methoxypyridine

112197-15-6

The general procedure for the synthesis of 3-iodo-2-methoxypyridine using 2-methoxypyridine as starting material was as follows: firstly, [Li(TMP)Zn(tBu)2] was prepared in 0.4 mmol scale THF solution according to the literature method. To this solution, 2-methoxypyridine (0.042 mL, 0.4 mmol) was added and the reaction mixture was stirred at room temperature for 2 h to obtain a light orange solution. Subsequently, the solution was cooled to 0°C and the reaction was quenched with I2 (508 mg, dissolved in 1 mL THF) and stirring was continued for 1 hour. Upon completion of the reaction, 10% Na2S2O3 solution was added until the solution was bleached and the product was extracted with DCM (3 x 1 mL). The organic phases were combined, dried with MgSO4 and concentrated under reduced pressure to remove the solvent. The residue was purified by silica gel column chromatography using heptane:DCM (20:80→40:60) as eluent to afford 3-iodo-2-methoxypyridine (2a) as a colorless oil (87.1 mg, 92% yield).1H NMR (400 MHz, CDCl3) δ ppm 4.00 (s, 3H), 6.65 (dd, J = 7.61, 4.88 Hz, 1H), 8.03 (dd, J = 7.61, 1.76 Hz, 1H), 8.13 (dd, J = 4.88, 1.76 Hz, 1H). The data obtained are in agreement with literature reports.

References[1] Tetrahedron, 2016, vol. 72, # 17, p. 2196 - 2205
[2] Tetrahedron Letters, 2011, vol. 52, # 36, p. 4590 - 4594
[3] Journal of the American Chemical Society, 2004, vol. 126, # 34, p. 10526 - 10527
[4] Journal of the American Chemical Society, 2007, vol. 129, # 7, p. 1921 - 1930
[5] Chemical Communications, 2014, vol. 50, # 85, p. 12859 - 12862
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