4102-48-1

Basic information

• Product Name: 2,5-DIIODO-1,3-DIMETHYLBENZENE
• Synonyms: 2,5-DIIODO-M-XYLENE;2,5-DIIODO-1,3-DIMETHYLBENZENE
• CAS NO: 4102-48-1
• Molecular Formula: C₈H₈I₂
• Molecular Weight: 357.96
• Mol File: 4102-48-1.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2,5-DIIODO-1,3-DIMETHYLBENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-DIIODO-1,3-DIMETHYLBENZENE(4102-48-1)
• EPA Substance Registry System: 2,5-DIIODO-1,3-DIMETHYLBENZENE(4102-48-1)

Safety Data

• Hazardous Substances Data: 4102-48-1(Hazardous Substances Data)

Usage

General Description

2,5-DIIODO-1,3-DIMETHYLBENZENE is a chemical compound with the molecular formula C8H8I2. It is classified as a substituted aromatic compound and belongs to the family of organic compounds known as iodobenzenes. This chemical is primarily used as an intermediate in organic synthesis and can be found in some industrial processes. It is important to handle this compound with caution as it is classified as a hazardous substance and may pose risks to human health and the environment if not properly managed.

Upstream product

• 4102-53-8 4-iodo-2,6-dimethylaniline 
• 138385-59-8 4-iodo-2,6-dimethylbenzenamine hydrochloride 
• 87-62-7 2,6-dimethylaniline 

Downstream Products

• 608-28-6 2,6-dimethyliodobenzene 
• 1227681-30-2 2-iodo-1,3-dimethyl-5-phenoxybenzene 
• 22445-41-6 3,5-dimethylphenyl iodide 

Relevant articles and documents

A radical and an electron transfer process are compared in their regioselectivities towards a molecule with two different C-I bonds: Effect of steric congestion

Steric compression in 1,4-diiodo-2,6-dimethylbenzene (2a) makes the C-I bond flanked by methyls substantially weaker (a buttressing effect) than the unhindered C-I bond. Calculations also confirm the weaker bonding interaction of the hindered C-I bond of 2a. This causes a remarkable regioselectivity toward the weaker bond in dehalogenation by stannyl radicals. Conversely, a much lower regioselectivity is found for a process -a photostimulated S(RN)1 reaction with the enolate ion of a ketone - which requires the conversion of 2a into a radical anion. A calculation of the BDE of the C-I bond for aa ArI·- system is offered. Finally, the hindered awl radical intermediate resulting from cleavage of the weaker C-I bond of 2a·- shows a modest but detectable discrimination between reduction or substitution, this once again being due to the steric congestion.