4-Iodo-1-(triphenylmethyl)-1H-imidazole

Name: 4-Iodo-1-(triphenylmethyl)-1H-imidazole
Brand: ChemScene
Availability: InStock
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CAS No. 96797-15-8
Cat. No. CS-W008877
Molecule weight436.29
Purity≥95%
MDL No.MFCD02179542

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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4-Iodo-1-(triphenylmethyl)-1H-imidazole|CS-W008877

Structure of 96797-15-8

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General Information

CAS No. 96797-15-8
Cat. No. CS-W008877
Purity ≥95%
MDL No. MFCD02179542
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₂H₁₇IN₂
Molecular Weight 436.29
Synonym(s) 1-(Triphenylmethyl)-4-iodoimidazole; 1-Trityl-4-iodoimidazole; 4-Iodo-1-(triphenylmethyl)imidazole; 4-Iodo-1-trityl-1H-imidazole; 4-Iodo-1-tritylimidazole; N1-Trityl-4-Iodoimidazole
SMILES IC1=CN(C(C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4)C=N1

Description

4-Iodo-1-(triphenylmethyl)-1H-imidazole features a sterically shielded imidazole core bearing a reactive iodo substituent and a bulky triphenylmethyl protecting group. This combination enables stable storage and selective functionalization under mild conditions, facilitating efficient coupling reactions in synthetic organic chemistry workflows.

Application

4-Iodo-1-(triphenylmethyl)-1H-imidazole serves as a stable, bench-ready building block for palladium-catalyzed cross-coupling reactions. The triphenylmethyl (trityl) group provides excellent steric protection and solubility, while the iodide enables reliable coupling with aryl, heteroaryl, and alkenyl partners. Its robustness under standard reaction conditions facilitates efficient access to complex imidazole scaffolds in medicinal chemistry and materials synthesis.

Synthesis

Route1
- In-stock
  
  71759-89-2
- 76-83-5
- ~95%
- In-stock
  
  96797-15-8
References
- Kirk, Kenneth L. Journal of Heterocyclic Chemistry, 1985 , vol. 22, p. 57 - 59
Route2
- In-stock
  
  71759-89-2
- 60-29-7
- 76-83-5
- ~89%
- In-stock
  
  96797-15-8
References
- Chu, Daniel; Burger, Matthew; Lin, Xiaodong; Carroll, Georgia Law; Plattner, Jacob; Rico, Alice Patent: US2003/125266 A1, 2003 ;

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 17.82
LogP 5.3279
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 4

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Imidazole compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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4-Iodo-1-(triphenylmethyl)-1H-imidazole

CAS No. 96797-15-8

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