2,3,5-Triiodobenzoyl chloride

• CAT Number: M289938
• CAS Number: 42860-33-3
• Molecular Formula: C7H2ClI3O
• Molecular Weight: 518.26
• Purity: ≥95%
• Synonyms: Benzoyl chloride,2,3,5-triiodo-
• IUPAC Name: 2,3,5-triiodobenzoyl chloride
• InChI: InChI=1S/C7H2ClI3O/c8-7(12)4-1-3(9)2-5(10)6(4)11/h1-2H
• InChIKey: QGSBFOJSKVVSPS-UHFFFAOYSA-N
• SMILES: C1=C(C=C(C(=C1C(=O)Cl)I)I)I

2,3,5-Triiodobenzoyl chloride（Cat No.:M289938） is a chemical compound with a molecular formula C7H2ClI3O. It is derived from benzoyl chloride by the replacement of three hydrogen atoms with iodine atoms at the 2, 3, and 5 positions of the benzene ring. This compound is primarily used in organic synthesis as a versatile building block for the introduction of the triiodobenzoyl group into other molecules. It is also used in the preparation of contrast agents for medical imaging, particularly in computed tomography (CT) scans. The triiodobenzoyl group enhances the contrast of the imaging agent, allowing for better visualization of tissues and organs.

Reference

[1]. Nanotechnology. 2010 Aug 20;21(33):335603. doi: 10.1088/0957-4484/21/33/335603. Epub 2010 Jul 26.
Synthesis and characterization of novel radiopaque poly(allyl amine) nanoparticles.
Mawad D(1), Lauto A, Penciu A, Méhier H, Fenet B, Fessi H, Chevalier Y.
Author information: (1)Laboratoire d'Automatique et de Génie des Procédés, LAGEP, Université Lyon 1, CNRS UMR 5007, 43 bd 11 Novembre, 69622 Villeurbanne, France.
Contrast agents are currently used in a variety of diagnostic imaging techniques, including computer tomography for early cancer detection. Radiopaque nanoparticles have recently been proposed as an alternative method to traditional contrast agents that may allow for long-term image tracking. The aim of this study was the preparation and characterization of aqueous suspensions of radiopaque nanoparticles made of poly(allyl amine) derivatives. Poly(allylamine) (PA) was modified by grafting either 4-iodobenzoyl chloride or 2,3,5-triiodobenzoyl chloride to make the polymer x-ray visible. Nanoparticles of the modified PA were prepared by the nanoprecipitation method and purified with respect to residual organic solvents. Stable suspensions of spherical particles of sub-micronic diameter were characterized by dynamic light scattering and transmission electron microscopy. In addition, the 4.5 wt% suspensions of nanoparticles displayed an x-ray visibility ranging between 185 and 235 HU. The non-clustering ability of the novel PA radiopaque nanoparticles suggests they could be injected via a catheter without clogging or sedimentation.
DOI: 10.1088/0957-4484/21/33/335603 PMID: 20657050 [Indexed for MEDLINE]

[2]. Anal Sci. 2014;30(8):845-50. doi: 10.2116/analsci.30.845.
Sensitive quantitation of residual phenylhydrazine in antipyrine by LC-ICP-MS with iodo derivatization.
Harigaya K(1), Yamada H, Horimoto S, Nishi H, Haginaka J.
Author information: (1)Analytical Research Laboratories, CMC Division, Mitsubishi Tanabe Pharma Corp.
Phenylhydrazine is a genotoxic impurity commonly used as a raw material in active pharmaceutical ingredients. In this study, a novel method, using inductively coupled plasma-mass spectrometry combined with two-dimensional liquid chromatography (LC-ICP-MS), was employed for the quantitation of residual phenylhydrazine in antipyrine. The compound 2,3,5-triiodobenzoyl chloride, which contains three iodine atoms, was investigated as a derivatization reagent. The DL 0.06 ppm was obtained, and the method was applied to the quantitation of residual phenylhydrazine in antipyrine. No residual phenylhydrazine was detected in five lots of antipyrine obtained from the commercial source.
DOI: 10.2116/analsci.30.845 PMID: 25109648 [Indexed for MEDLINE]