2-Iodo-1-methyl-1H-imidazole Chemical Properties

Melting point:

87 °C

Boiling point:

120-122°C 45mm

Density 

2.07±0.1 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

form 

solid

pka

4.17±0.25(Predicted)

Appearance

Off-white to light brown Solid

Sensitive 

Light Sensitive

InChI

InChI=1S/C4H5IN2/c1-7-3-2-6-4(7)5/h2-3H,1H3

InChIKey

BKRACZNEJSCZML-UHFFFAOYSA-N

SMILES

C1(I)N(C)C=CN=1

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

36/37/38-22-41-37/38

Safety Statements 

26-36/37/39-22-39

WGK Germany 

3

Hazard Note 

Irritant

HS Code 

2933299090

2-Iodo-1-methyl-1H-imidazole Usage And Synthesis

Synthesis

GENERAL METHOD: To a mixture containing 2-phenylimidazo[1,2-a]pyridine (1a, 39 mg, 0.2 mmol), molecular iodine (I2, 50 mg, 0.2 mmol), and 4-(3-methylimidazolyl)butane-1-sulfonate (I, 9 mg, 0.04 mmol), water (2 mL) was added. The mixture was transferred to a sealed tube and stirred at room temperature for 2 hours. After completion of the reaction (monitored by TLC), the mixture was extracted with ethyl acetate (20 mL). The organic phase was dried with anhydrous sodium sulfate (Na2SO4) and concentrated under reduced pressure to give the crude product. The crude product was purified by column chromatography (silica gel, 60-120 mesh, petroleum ether/ethyl acetate, 9:1) to give 2-iodo-1-methyl-1H-imidazole (2a) as a white solid. Yield: 58 mg (91%); melting point: 132-134 °C.

References

[1] Organic Letters, 2014, vol. 16, # 12, p. 3244 - 3247
[2] European Journal of Inorganic Chemistry, 2017, vol. 2017, # 20, p. 2774 - 2781
[3] Organic Letters, 2003, vol. 5, # 18, p. 3209 - 3212
[4] Journal of Organometallic Chemistry, 2007, vol. 692, # 1-3, p. 635 - 644
[5] Synthesis (Germany), 2016, vol. 48, # 22, p. 4009 - 4015

2-Iodo-1-methyl-1H-imidazole(37067-95-1)Related Product Information

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• Basic Violet 1
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• Kresoxim-methyl
• Methanol
• N-(Trimethylsilyl)imidazole
• Iodotrimethylsilane
• 1-Methylimidazole
• Imidazole
• 2-Iodoimidazole
• Methyl acrylate
• Methyl
• 2-Iodo-1-trityl-1H-imidazole
• 1-ETHOXYMETHYL-2-IODOIMIDAZOLE
• 2,5-DIIODO-1-METHYLIMIDAZOLE
• 5-IODO-4-METHYL-1H-IMIDAZOLE