| Identification | More | [Name]
4-Iodo-1-methyl-1H-imidazole | [CAS]
71759-87-0 | [Synonyms]
1H-IMIDAZOLE, 4-IODO-1-METHYL-
4(5)-IODO-1-METHYLIMIDAZOLE
4-IODO-1-METHYL-1H-IMIDAZOLE
4-IODO-1-METHYLIMIDAZOLE | [Molecular Formula]
C4H5IN2 | [MDL Number]
MFCD01632214 | [Molecular Weight]
208 | [MOL File]
71759-87-0.mol |
| Chemical Properties | Back Directory | [Melting point ]
51-54°C | [Boiling point ]
299.0±13.0 °C(Predicted) | [density ]
2.07±0.1 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Sealed in dry,2-8°C | [solubility ]
Dichlomethane (Slightly), Methanol (Slightly) | [form ]
Solid | [pka]
4.46±0.61(Predicted) | [color ]
Pale Beige | [InChI]
InChI=1S/C4H5IN2/c1-7-2-4(5)6-3-7/h2-3H,1H3 | [InChIKey]
HUQSHNLGOKQVHA-UHFFFAOYSA-N | [SMILES]
C1N(C)C=C(I)N=1 | [CAS DataBase Reference]
71759-87-0(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 .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [Hazard Note ]
Irritant | [HS Code ]
2933299090 |
| Hazard Information | Back Directory | [Uses]
4-Iodo-1-methylimidazole is a chemical reagent used in the synthesis of PET (positron emission tomography) tracers for imaging brain enzymes. | [Synthesis]
General procedure for the synthesis of 4-iodo-1-methyl-1H-imidazole from 4,5-diiodo-1-methyl-1H-imidazole: At room temperature, EtMgBr (3.0 M ether solution, 11.00 mL, 32.9 mmol) was slowly added dropwise to 4,5-diiodo-1-methyl-1H-imidazole (10.00 g, 29.9 mmol) in anhydrous CH2Cl2 ( 150 mL) solution for more than 15 minutes dropwise. The reaction mixture was then stirred for 20 minutes. After confirming complete consumption of the feedstock by TLC monitoring, the reaction was quenched by adding water (20 mL) to the reaction mixture. The organic and aqueous layers were separated and the aqueous layer was extracted with CH2Cl2 (3 x 50 mL). All organic layers were combined, dried with anhydrous Na2SO4 and concentrated under reduced pressure to afford 4-iodo-1-methylimidazole (15) as a light brown oil (5.86 g, 94% yield). | [References]
[1] Bioorganic and Medicinal Chemistry, 2017, vol. 25, # 5, p. 1608 - 1621
[2] Journal of Organometallic Chemistry, 2012, vol. 697, # 1, p. 33 - 40
[3] Heterocycles, 2003, vol. 60, # 1, p. 1 - 7
[4] Polish Journal of Chemistry, 1981, vol. 55, # 7/8, p. 1659 - 1665
[5] Journal of Organic Chemistry, 2007, vol. 72, # 10, p. 3741 - 3749 |
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