2,7-Dibromophenanthrene-9,10-dione

Base Information

• Chemical Name: 2,7-Dibromophenanthrene-9,10-dione
• CAS No.: 84405-44-7
• Molecular Formula: C14H6Br2O2
• Molecular Weight: 366.008
• Hs Code.: 2914700090
• European Community (EC) Number: 805-819-4
• NSC Number: 102364
• DSSTox Substance ID: DTXSID70295502
• Nikkaji Number: J2.532.565F
• Wikidata: Q72464773
• ChEMBL ID: CHEMBL4435774
• Mol file: 84405-44-7.mol

Synonyms:2,7-dibromophenanthrene-9,10-dione;84405-44-7;2,7-DIBROMO-9,10-PHENANTHRENEDIONE;2,7-dibromo-phenanthrene-9,10-dione;9,10-Phenanthrenedione, 2,7-dibromo-;MFCD03931078;2,7-dibromo-9,10-phenanthrenequinone;NSC102364;SCHEMBL1290049;CHEMBL4435774;DTXSID70295502;LTZIIBSPYWTOQV-UHFFFAOYSA-N;CX1142;AKOS016000251;2,7-dibromophenanthrene-9,10-quinone;CS-W005487;NSC-102364;OL10160;SB66685;2,7-dibromo-9,10-phenanthrene-quinone;DS-12983;SY019511;2,7-bis(bromanyl)phenanthrene-9,10-dione;D4363;FT-0650015;A840775

Chemical Property of 2,7-Dibromophenanthrene-9,10-dione

Chemical Property:

• Appearance/Colour: yellow powder
• Vapor Pressure: 2.81E-10mmHg at 25°C
• Melting Point: 331°C(lit.)
• Refractive Index: 1.7
• Boiling Point: 503.8 °C at 760 mmHg
• Flash Point: 179.1 °C
• PSA: 34.14000
• Density: 1.911 g/cm₃
• LogP: 4.25760
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 365.87141
• Heavy Atom Count: 18
• Complexity: 346

Purity/Quality:

99% ^*data from raw suppliers

2,7-Dibromophenanthrene-9,10-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1Br)C(=O)C(=O)C3=C2C=CC(=C3)Br
• Uses: 2,7-Dibromophenanthrene-9,10-dione is used as a modifier in solar cells.

Technology Process of 2,7-Dibromophenanthrene-9,10-dione

There total 11 articles about 2,7-Dibromophenanthrene-9,10-dione 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: 100.0%

9,10-phenanthrenequinone (84-11-7) → 2,7-dibromo-phenanthrene-9,10-dione (84405-44-7)

Guidance literature:

With N-Bromosuccinimide; sulfuric acid; at 20 ℃; for 8h;

DOI:10.1039/c4cc00885e

Reference yield: 72.5%

2,7-dibromophenanthrene (62325-30-8) → 2,7-dibromo-phenanthrene-9,10-dione (84405-44-7)

Guidance literature:

With chromium(VI) oxide; acetic acid; In water; at 80 ℃; for 1.83333h;

DOI:10.1021/ol702873z

Reference yield: 68.0%

C14H9Br2N (61650-86-0) → 2,7-dibromo-phenanthrene-9,10-dione (84405-44-7)

Guidance literature:

With chromium(VI) oxide; acetic acid; In water; at 20 ℃; Cooling with ice;

DOI:10.1039/b901853k

upstream raw materials:

2-bromo-phenanthrene-9,10-dione

2,7-dibromophenanthrene

9,10-phenanthrenequinone

water

Downstream raw materials:

4,4‘-dibromo-2,2‘-bis(carboxyl)-1,1‘-biphenyl

2,7-bis(9',9'-dioctylfluoren-2'-yl)-9,10-phenanthraquinone

2,7-dibromofluorene-9-one

2,7-dibromo-9-hydroxy-fluorene-9-carboxylic acid

Refernces

• 1、 Vizintin, Alen,Bitenc, Jan,Kopa? Lautar, Anja,Grdadolnik, Jo?e,Randon Vitanova, Anna,Pirnat, Klemen. "Redox Mechanisms in Li and Mg Batteries Containing Poly(phenanthrene quinone)/Graphene Cathodes using Operando ATR-IR Spectroscopy". . p. 2328 - 2336. Retrieved 2020.
• 2、 Unver, Elif Kose,Tarkuc, Simge,Udum, Yasemin Arslan,Tanyeli, Cihangir,Toppare, Levent. "The effect of the donor unit on the optical properties of polymers". . p. 1625 - 1631. Retrieved 2011.
• 3、 Bao, Ming,He, Min,Wang, Yi,Yu, Xiaoqiang. "Tunable Redox Potential Photocatalyst: Aggregates of 2,3-Dicyanopyrazino Phenanthrene Derivatives for the Visible-Light-Induced α-Allylation of Amines". . p. 14720 - 14731. Retrieved 2021/11/16.
• 4、 Patra, Abhijit,Sarkar, Madhurima,Sengupta, Arunava,Singh, Kuldeep,Sk, Bahadur. "UV to NIR multistate electrochromism and electrofluorochromism in dibenzophenazine-arylamine derivatives". supporting information. p. 13590 - 13593. Retrieved 2021/12/23.