Description

trans-1,2-Diiodo-1,2-Dihydrobenzocyclobutene is a high-purity, specialized organic building block featuring a strained benzocyclobutene core with vicinal iodine substituents. This compound is valued for its unique reactivity, serving as a versatile precursor in advanced synthetic chemistry, particularly in cross-coupling reactions and the construction of complex polycyclic frameworks. It is essential for researchers and process chemists in the pharmaceutical, agrochemical, and materials science industries developing novel active ingredients and functional organic materials.

Application

• Pharmaceutical Intermediate: A key synthon for constructing complex drug candidates, especially those requiring strained ring systems or specific iodine-mediated coupling steps.
• Agrochemical Synthesis: Used in the research and development of novel pesticides and herbicides where the benzocyclobutene moiety imparts specific biological activity.
• Organic Materials Chemistry: Serves as a precursor for organic semiconductors, liquid crystals, and other functional materials due to its rigid, planar structure and halogenated sites for further functionalization.
• Cross-Coupling Reactions: The iodine atoms act as excellent leaving groups in palladium-catalyzed reactions like Suzuki, Stille, and Negishi couplings for carbon-carbon bond formation.
• Ligand and Catalyst Development: Utilized to create novel chelating ligands or organocatalysts with unique steric and electronic properties.
• Academic and Industrial R&D: A critical reagent for methodological studies in organic synthesis and the exploration of new chemical space.

Basic Information

Product Name	trans-1,2-Diiodo-1,2-Dihydrobenzocyclobutene
CAS No.	22267-93-2
Molecular Formula	C8H6I2
Molecular Weight	355.94 g/mol
Synonyms	trans-1,2-Diiodobenzocyclobutene; Benzocyclobutene, 1,2-diiodo-1,2-dihydro-, trans-; 1,2-Diiodo-1,2-dihydrobenzocyclobutene (trans); trans-1,2-Diiodo-1,2-dihydrobenzocyclobut-1-ene; BCB-I2; 1,2-Diiodobenzocyclobutane (trans); (1R,2S)-1,2-Diiodo-1,2-dihydrobenzocyclobutene; (1S,2R)-1,2-Diiodo-1,2-dihydrobenzocyclobutene
EINECS	Contact for details

Quality Control

Our trans-1,2-Diiodo-1,2-Dihydrobenzocyclobutene is manufactured under strict quality control protocols to ensure batch-to-batch consistency and high purity. Each lot is analyzed using advanced techniques including HPLC, GC, and NMR spectroscopy. A comprehensive Certificate of Analysis (COA) detailing identity, purity, and impurity profiles is provided with every shipment to support your quality assurance and regulatory needs.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry, and well-ventilated place at room temperature (15-25°C). Keep away from heat and incompatible materials.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Purity (HPLC)	≥ 97.0%
Melting Point	Contact for details
Heavy Metals	< 20 ppm
Residual Solvents (GC)	Complies with ICH guidelines

Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.