9,10-Anthracenedione, 1,5-diiodo-

Base Information

• Chemical Name: 9,10-Anthracenedione, 1,5-diiodo-
• CAS No.: 3311-73-7
• Molecular Formula: C14H6I2O2
• Molecular Weight: 460.009
• Hs Code.: 2914700090
• DSSTox Substance ID: DTXSID90389078
• Nikkaji Number: J3.088.180J
• Wikidata: Q82184487
• Mol file: 3311-73-7.mol

Synonyms:1,5-diiodoanthracene-9,10-dione;9,10-Anthracenedione, 1,5-diiodo-;3311-73-7;1,5-diiodoanthraquinone;Anthraquinone, 1,5-diiodo-;DTXSID90389078

Chemical Property of 9,10-Anthracenedione, 1,5-diiodo-

Chemical Property:

• PSA: 34.14000
• LogP: 3.67120
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 459.84572
• Heavy Atom Count: 18
• Complexity: 346

Purity/Quality:

95% ^*data from raw suppliers

1,5-DIIODO-9,10-ANTHRACENEDIONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C(=C1)I)C(=O)C3=C(C2=O)C(=CC=C3)I

Technology Process of 9,10-Anthracenedione, 1,5-diiodo-

There total 2 articles about 9,10-Anthracenedione, 1,5-diiodo- 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: 90.0%

1,5-diaminoanthraquinone (129-44-2) → 1,5-diiodoanthracene-9,10-dione (3311-73-7)

Guidance literature:

1,5-diaminoanthraquinone; With sulfuric acid; sodium nitrite; In water; at -20 ℃; for 0.5h;

With potassium iodide; In water; at -20 - 80 ℃; for 5h;

DOI:10.1021/jacs.0c05940

Reference yield:

→ 1,5-diiodoanthracene-9,10-dione (3311-73-7)

Guidance literature:

With water; potassium iodide;

Reference yield: 64.0%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + 1,5-diiodoanthracene-9,10-dione (3311-73-7) → 1,5-distyrylanthracene-9,10-dione (1386443-74-8)

Guidance literature:

With dichloro bis(acetonitrile) palladium(II); tetrabutylammomium bromide; triethylamine; In toluene; at 100 ℃; for 24h; under 760.051 Torr; Inert atmosphere;

DOI:10.1021/ol3014667

upstream raw materials:

1,5-diaminoanthraquinone

Downstream raw materials:

1,5-distyrylanthracene-9,10-dione

Refernces

• 1、 Baghernejad, Masoud,Zhao, Xiaotao,Barul rnso, Kristian,Füeg, Michael,Moreno-Garca, Pavel,Rudnev, Alexander V.,Kaliginedi, Veerabhadrarao,Vesztergom, Soma,Huang, Cancan,Hong, Wenjing,Broekmann, Peter,Wandlowski, Thomas,Thygesen, Kristian S.,Bryce, Martin R.. "Electrochemical control of single-molecule conductance by fermi-level tuning and conjugation switching". . p. 17922 - 17925. Retrieved 2014.
• 2、 Sasaki, Shigeru,Ogawa, Kazunobu,Nakamura, Kazuhiro,Yoshifuji, Masaaki,Morita, Noboru. "Synthesis and properties of sterically crowded triarylphosphines bearing anthra- and naphtho-quinones, and their oligomers". supporting information. p. 525 - 533. Retrieved 2014/03/21.