4-Iodo-1-tritylimidazole Chemical Properties

Melting point:

224 °C

Boiling point:

509.7±45.0 °C(Predicted)

Density 

1.40±0.1 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

Chloroform (Slightly), DMSO (Slightly), Ethyl Acetate (Very Slightly)

form 

Solid

pka

3.80±0.61(Predicted)

color 

White

InChI

InChI=1S/C22H17IN2/c23-21-16-25(17-24-21)22(18-10-4-1-5-11-18,19-12-6-2-7-13-19)20-14-8-3-9-15-20/h1-17H

InChIKey

DXJZJYPLPZEYBH-UHFFFAOYSA-N

SMILES

C1N(C(C2=CC=CC=C2)(C2=CC=CC=C2)C2=CC=CC=C2)C=C(I)N=1

CAS DataBase Reference

96797-15-8(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36/37/39

Hazard Note 

Irritant

HS Code 

29332900

MSDS

• Language:English Provider:4-Iodo-1-trityl-1H-imidazole

4-Iodo-1-tritylimidazole Usage And Synthesis

Uses

4-Iodo-1-tritylimidazole is a compound useful in organic synthesis.

Chemical Properties

White Solid

Uses

4-Iodo-1-tritylimidazole (cas# 96797-15-8) is a compound useful in organic synthesis.

Synthesis

To a solution of 5-iodo-1(H)-imidazole (3.5 g, 18.0 mmol) in DMF (70 mL) was added triethylamine (TEA, 3.0 mL, 21.7 mmol) and triphenylmethane chloride (5.5 g, 19.7 mmol). The reaction mixture was stirred at 20°C for 24 hours. Upon completion of the reaction, the solution was poured into water to quench the reaction. The precipitated solid was collected by filtration to give the crude product. The crude product was purified by rapid column chromatography on silica gel to afford 1-trityl-4-iodoimidazole (4) as a white solid (7.4 g, 94.0% yield). Melting point: 148-150 °C. 1H NMR (300 MHz, chloroform-d) δ (ppm): 6.9 (m, 1H), 7.0-7.2 (m, 6H), 7.25-7.4 (m, 10H). Mass spectrum (EI) m/z: 437.1 [MH]+.

References

[1] Journal of Heterocyclic Chemistry, 1985, vol. 22, p. 57 - 59
[2] European Journal of Medicinal Chemistry, 2017, vol. 140, p. 293 - 304
[3] Patent: CN107501272, 2017, A. Location in patent: Paragraph 0085; 0086; 0091; 0092
[4] Patent: WO2004/96822, 2004, A2. Location in patent: Page 262
[5] Patent: WO2004/96823, 2004, A2. Location in patent: Page 44; 45

4-Iodo-1-tritylimidazole(96797-15-8)Related Product Information

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• Benzotrifluoride
• 1-Methylimidazole
• TRIMETHYL PHLOROGLUCINOL
• 4-Iodo-1-methyl-1H-imidazole
• 1-BENZYL-4-IODO-IMIDAZOLE
• 4-Iodoimidazole
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• 2-METHYL-4-IODO-1-TRITYLIMIDAZOLE,2-METHYL-4-IODO-1-TRITYLIMIDAZOLE,98%
• THREE METHYL BENZENE
• 4-Iodo-1-tritylimidazole
• 4-Iodoimidazole