(R,R)-2-Iodo-1,3-bis[1-(mesitylcarbamoyl)ethoxy]benzene TCI I0807

Chemical Identity

CAS No.: 1226896-38-3
PubChem: CID 46192097·SID 135727264
Formula: C30H35IN2O4
Molecular weight: 614.5 g/mol
Purity: >98.0%(HPLC)(NM
Reference databases: ChEBI

Full identifiers (IUPAC, SMILES, InChIKey)

IUPAC: (2R)-2-[2-iodo-3-[(2R)-1-oxo-1-(2,4,6-trimethylanilino)propan-2-yl]oxyphenoxy]-N-(2,4,6-trimethylphenyl)propanamide
SMILES: CC1=CC(=C(C(=C1)C)NC(=O)[C@@H](C)OC2=C(C(=CC=C2)O[C@H](C)C(=O)NC3=C(C=C(C=C3C)C)C)I)C
InChIKey: ZVOKSLMZXDIXPR-DHIUTWEWSA-N

Rp 1.670.550,00

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TCI I0807 (R,R)-2-Iodo-1,3-bis[1-(mesitylcarbamoyl)ethoxy]benzene, CAS number 1226896-38-3, is a chiral aryl iodide designed to serve as a pre-catalyst for oxidative transformations based on hypervalent iodine chemistry. Structurally, the molecule consists of a benzene ring bearing an iodine atom at the central position, flanked by two ether arms that each carry a mesityl amide group in the (R,R) configuration. In the laboratory, the compound is activated in situ by a suitable oxidant, raising the iodine atom to a higher oxidation state and generating a chiral hypervalent iodine species capable of transferring oxygen or functional groups to a substrate enantioselectively.

The properties that make this compound a preferred choice begin with its symmetric and rigid scaffold design. The two identical flanking arms create a symmetric chiral environment on both sides of the iodine centre, so the orientation of an incoming substrate can be controlled decisively. The amide groups act both as hydrogen-bond donors and as stabilising elements through intramolecular coordination to the hypervalent iodine centre, which makes the active species more robust and raises the selectivity obtained. The bulky mesityl groups add further steric shielding around the reaction centre, reinforcing facial discrimination during the stereo-determining step.

In Indonesian laboratories, this reagent is typically encountered in university and institutional research groups working on asymmetric synthesis, particularly those developing metal-free enantioselective oxidation methods. It is used on small research scales, where the catalyst is generated in situ and screened against a range of oxidants, solvents and substrates. Groups pursuing chiral building blocks for pharmaceutical or natural-product targets use it as part of methodology development and catalyst comparison studies.

TCI brochures (PDF)

Organocatalyst for the Synthesis of Chiral Spirolactones 2026-01-06 · p. 1
Asymmetric Organocatalysts 2025-06-12 · p. 11
Asymmetric Synthesis 2026-03-18 · p. 7

Related TCI products

Enantioselective oxidative transformations — the compound is activated in situ to a chiral hypervalent iodine species that transfers oxygen or functional groups to substrates with facial control from the (R,R) scaffold.
Metal-free asymmetric catalysis method development — researchers avoiding transition metals use this organocatalytic aryl iodide because the chiral information resides entirely in the organic backbone rather than a metal centre.
Chiral catalyst screening studies — the defined (R,R) configuration and symmetric two-armed design make it a useful benchmark entry when comparing catalyst scaffolds for enantioselectivity in oxidation reactions.
Preparation of enantiomerically enriched building blocks — reactions catalysed by this reagent deliver stereodefined products suited to downstream elaboration toward pharmaceutical intermediates and natural-product fragments in research-scale work.
Mechanistic and structure-activity investigations — the amide hydrogen-bond donors and bulky mesityl groups provide clear structural handles for studying how coordination and steric bulk govern selectivity outcomes.

Brand	TCI (Tokyo Chemical Industry)
CAS number	1226896-38-3
Molecular formula	—
Purity	—
Category	Chemistry > Asymmetric Synthesis > Chiral Catalysts, Chiral Ligands, Chiral Reagents
Pack sizes	available in research-scale catalogue pack sizes; please refer to the current TCI listing for options
Physical form	—
Storage	keep in a cool, dry place in the original tightly closed container, protected from light

Chemical name: (R,R)-2-Iodo-1,3-bis[1-(mesitylcarbamoyl)ethoxy]benzene; product code I0807

Store the reagent in its original tightly closed container in a cool, dry and well-ventilated place, away from light, moisture and oxidising agents. Amber glass or the supplier's original packaging is suitable; keep the container sealed when not in use to prevent moisture uptake and to preserve the integrity of the chiral scaffold. Handle the material in a fume hood using gloves, safety glasses and a laboratory coat, and avoid generating dust during weighing. Transfer with clean, dry spatulas and glassware, close the container promptly after use, and dispose of residues and contaminated consumables through the laboratory's chemical waste procedure. Always consult the supplier safety data sheet before first use.

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