2,7-Dibromo-9,10-anthraquinone

Base Information

• Chemical Name: 2,7-Dibromo-9,10-anthraquinone
• CAS No.: 605-42-5
• Molecular Formula: C14H6Br2O2
• Molecular Weight: 366.008
• Mol file: 605-42-5.mol

Synonyms:9,10-Anthracenedione, 2,7-dibromo-;2,7-Dibrom-anthrachinon;α-Dibromanthrachinon;2,7-DIBROMOANTHRAQUINONE;2,7-dibromo-anthraquinone;2,7-dibromo-9,10-anthracenedione;2,7-Dibromanthrachinon;

Chemical Property of 2,7-Dibromo-9,10-anthraquinone

Chemical Property:

• Melting Point: 249°C
• Refractive Index: 1.4947 (estimate)
• Boiling Point: 491.8±45.0 °C(Predicted)
• PSA: 34.14000
• Density: 1.7410 (rough estimate)
• LogP: 3.98700

Purity/Quality:

98%min ^*data from raw suppliers

2,7-DIBROMOANTHRAQUINONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2,7-Dibromo-9,10-anthraquinone

There total 11 articles about 2,7-Dibromo-9,10-anthraquinone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 78.0%

9,10-phenanthrenequinone (84-65-1) → 2,7-dibromo-9,10-anthraquinone (605-42-5)

Guidance literature:

With bromine; acetic acid; at 80 ℃; for 10h; Inert atmosphere;

Reference yield: 45.0%

2,7-diaminoanthraquinone (605-44-7) → 2,7-dibromo-9,10-anthraquinone (605-42-5)

Guidance literature:

With tert.-butylnitrite; copper(I) bromide; Inert atmosphere;

DOI:10.1002/anie.202108301

Reference yield:

anthracen-9(10H)-one (90-44-8) → 2,7-dibromo-9,10-anthraquinone (605-42-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: nitric acid / 5 - 25 °C

1.2: 25 °C

2.1: sodium sulfide; water; sodium hydroxide / ethanol / 6 h / Reflux

3.1: tert.-butylnitrite; copper(I) bromide / acetonitrile / 65 °C

With sodium sulfide; tert.-butylnitrite; water; nitric acid; copper(I) bromide; sodium hydroxide; In ethanol; acetonitrile;

DOI:10.1016/j.jorganchem.2010.08.044

upstream raw materials:

9,10-phenanthrenequinone

bromine

iodine

anthracene

Downstream raw materials:

1,2-dihydroxy-9,10-anthracenedione

2,3,6-trihydroxyacetophenone

anthrapurpurin

3,6-Dibrom-9-phenylanthracen

Refernces

• 1、 Castro, Silvia,Corso, Martina,Frederiksen, Thomas,Friedrich, Niklas,Hieulle, Jeremy,Lara, Francisco Romero,Pascual, Jose Ignacio,Pe?a, Diego,Rey, Dulce,Sanz, Sofía,Vegliante, Alessio. "On-Surface Synthesis and Collective Spin Excitations of a Triangulene-Based Nanostar". . p. 25224 - 25229. Retrieved 2021/10/19.
• 2、 Li, Li,Chow, Wing-Cheong,Wong, Wai-Yeung,Chui, Chung-Hin,Wong, Raymond Siu-Ming. "Synthesis, characterization and photovoltaic behavior of platinum acetylide polymers with electron-deficient 9,10-anthraquinone moiety". . p. 1189 - 1197. Retrieved 2011/04/22.