62720-29-0 | 2,6-Dibromo-4-fluoroiodobenzene

Packsize	Purity	Availability	Price	Discounted Price
1g	95%	in stock	$19.00	$13.00
5g	95%	in stock	$25.00	$17.00
25g	95%	in stock	$49.00	$34.00
100g	95%	in stock	$140.00	$98.00

Description

• Catalog Number: AB57304
• Chemical Name: 2,6-Dibromo-4-fluoroiodobenzene
• CAS Number: 62720-29-0
• Molecular Formula: C6H2Br2FI
• Molecular Weight: 379.791
• MDL Number: MFCD00042232
• SMILES: Fc1cc(Br)c(c(c1)Br)I

Computed Properties

• Complexity: 110
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 10
• Hydrogen Bond Acceptor Count: 1
• XLogP3: 4.1

Upstream Synthesis Route

To synthesize 2,6-Dibromo-4-fluoroiodobenzene, one can start with 1,3-dibromobenzene as the precursor. The synthesis route can proceed as follows:

1. Halogen Exchange (Halex Reaction): Treat 1,3-dibromobenzene with potassium fluoride (KF) to substitute one bromine atom with a fluorine atom, forming 2-bromo-4-fluorobromobenzene. Use phase transfer catalyst to facilitate the exchange in a suitable solvent like acetonitrile at elevated temperatures.

2. Iodination: Subject the 2-bromo-4-fluorobromobenzene to iodination by using iodine monochloride (ICl) in the presence of an oxidizing agent like nitric acid (HNO3), resulting in the introduction of the iodine at the vacant ortho position relative to the fluorine, giving 2-bromo-4-fluoroiodobenzene.

3. Bromination: Finally, perform a second bromination using bromine (Br2) in the presence of a Lewis acid catalyst such as aluminum bromide (AlBr3) to direct the bromine to the remaining ortho position relative to the fluorine atom. Consequently, this yields the final product, 2,6-dibromo-4-fluoroiodobenzene.

The reaction conditions, such as temperature and time, should be carefully controlled to prevent over-bromination and optimize yield. Purification can be accomplished by conventional methods such as recrystallization or column chromatography.