83-53-4 | 1,4-Dibromonaphthalene

Packsize	Purity	Availability	Price	Discounted Price
5g	98%	in stock	$8.00	$5.00
10g	98%	in stock	$8.00	$6.00
25g	98%	in stock	$11.00	$8.00
100g	98%	in stock	$36.00	$26.00
500g	98%	in stock	$179.00	$126.00

Description

• Catalog Number: AB43179
• Chemical Name: 1,4-Dibromonaphthalene
• CAS Number: 83-53-4
• Molecular Formula: C10H6Br2
• Molecular Weight: 285.9626
• MDL Number: MFCD00041823
• SMILES: Brc1ccc(c2c1cccc2)Br

Computed Properties

• Complexity: 140
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 12
• XLogP3: 4.8

Upstream Synthesis Route

1,4-Dibromonaphthalene, a versatile chemical compound, is widely employed in chemical synthesis for its unique properties and reactivity. In organic chemistry, this compound serves as a valuable building block for the synthesis of various complex molecules and pharmaceutical intermediates. Its dual bromine substituents on the naphthalene ring make it a useful reagent in cross-coupling reactions, such as Suzuki-Miyaura and Heck couplings, enabling the formation of new carbon-carbon bonds with high efficiency.Additionally, 1,4-Dibromonaphthalene can be utilized in the preparation of functionalized naphthalene derivatives, which are important in the development of materials and organic electronic devices. Its ability to undergo halogen-metal exchange reactions further expands its utility in the synthesis of organometallic compounds, which find applications in catalysis and materials science. Overall, the strategic incorporation of 1,4-Dibromonaphthalene in chemical synthesis facilitates the construction of diverse molecular architectures with enhanced functionalities and potential for various industrial applications.

Literature

• Highly efficient desymmetrisation of a tricarbonylchromium 1,4-dibromonaphthalene complex by asymmetric Suzuki-Miyaura coupling.

  Chemical communications (Cambridge, England) 20110407

• 1,4-Bis(methyl-sulfan-yl)naphthalene.

  Acta crystallographica. Section E, Structure reports online 20090601

• Comparison of 'polynaphthalenes' prepared by two mechanistically distinct routes.

  Journal of the American Chemical Society 20031203