633-70-5 | 2,6-Dibromoanthraquinone

Packsize	Purity	Availability	Price	Discounted Price
250mg	96%	in stock	$15.00	$10.00
1g	96%	in stock	$18.00	$12.00
5g	96%	in stock	$24.00	$17.00
10g	96%	in stock	$32.00	$23.00
25g	96%	in stock	$70.00	$49.00

Description

• Catalog Number: AB43691
• Chemical Name: 2,6-Dibromoanthraquinone
• CAS Number: 633-70-5
• Molecular Formula: C14H6Br2O2
• Molecular Weight: 366.0042
• MDL Number: MFCD08276344
• SMILES: Brc1ccc2c(c1)C(=O)c1c(C2=O)cc(cc1)Br

Computed Properties

• Complexity: 346
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 18
• Hydrogen Bond Acceptor Count: 2
• XLogP3: 4.2

Upstream Synthesis Route

2,6-Dibromoanthracene-9,10-dione is a powerful organic compound widely used in chemical synthesis. This versatile molecule is known for its ability to undergo diverse reactions and participate in various synthetic pathways. One key application of 2,6-Dibromoanthracene-9,10-dione is its use as a dienophile in Diels-Alder reactions, a fundamental and highly useful type of cycloaddition reaction in organic chemistry. In this context, the compound acts as an electron-deficient dienophile, reacting with dienes to form complex cyclic structures with high regio- and stereo-selectivity. Furthermore, 2,6-Dibromoanthracene-9,10-dione can also serve as a valuable precursor for the synthesis of functionalized anthraquinones and other aromatic compounds. By strategically functionalizing the bromo groups on the anthracene scaffold, chemists can access a wide range of derivatives with tailored properties and reactivities. Overall, the application of 2,6-Dibromoanthracene-9,10-dione in chemical synthesis offers a powerful tool for constructing intricate organic molecules with precise control over structure and functionality. Its versatility and reactivity make it a valuable building block for the synthesis of complex natural products, pharmaceuticals, and materials.

Literature

• 1,4-Bis[4-(tert-butyl-sulfan-yl)phen-yl]buta-1,3-diyne.

  Acta crystallographica. Section E, Structure reports online 20120501

• Synthesis and electrochemical evaluation of conjugates between 2'-deoxyadenosine and modified anthraquinone: probes for hole-transfer studies in DNA.

  The Journal of organic chemistry 20090703