9,10-dioxo-9,10-dihydroanthracene-2-carbaldehyde

Base Information

• Chemical Name: 9,10-dioxo-9,10-dihydroanthracene-2-carbaldehyde
• CAS No.: 6363-86-6
• Molecular Formula: C15H8O3
• Molecular Weight: 236.227
• Hs Code.: 2914400090
• Mol file: 6363-86-6.mol

Synonyms:9,10-anthraquinone-2-carbaldehyde;9,10-DIOXO-9,10-DIHYDRO-ANTHRACENE-2-CARBALDEHYDE;anthraquinone-2-carbaldehyde;2-formyl-9,10-anthraquinone;anthraquinone-2-aldehyde;2-anthraquinone carbaldehyde;2-Anthraquinonecarboxaldehyde;

Chemical Property of 9,10-dioxo-9,10-dihydroanthracene-2-carbaldehyde

Chemical Property:

• Vapor Pressure: 1E-08mmHg at 25°C
• Boiling Point: 462.3°Cat760mmHg
• Flash Point: 204.3°C
• PSA: 51.21000
• Density: 1.383g/cm³
• LogP: 2.27450

Purity/Quality:

99% ^*data from raw suppliers

9,10-DIOXO-9,10-DIHYDROANTHRACENE-2-CARBALDEHYDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 9,10-dioxo-9,10-dihydroanthracene-2-carbaldehyde

There total 8 articles about 9,10-dioxo-9,10-dihydroanthracene-2-carbaldehyde 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: 85.0%

2-methylanthracene-9,10-dione (84-54-8) → 2-formyl-9,10-anthraquinone (6363-86-6)

Guidance literature:

With dirhodium tetraacetate; Selectfluor; In trifluoroacetic acid; trifluoroacetic anhydride; at 80 ℃; for 7h; chemoselective reaction; Sealed tube; Inert atmosphere;

DOI:10.1002/chem.201502140

Reference yield: 18.0%

2-(bromomethyl)anthraquinone (7598-10-9) + Tetra-n-butyl-ammonium 2-nitropropanate (65398-95-0) → 2-methylanthracene-9,10-dione (84-54-8) + 2-formyl-9,10-anthraquinone (6363-86-6) + 2-isopropylidenemethylanthraquinone (116688-59-6) + 2-(2-methyl 2-nitropropyl)anthraquinone (116688-58-5)

Guidance literature:

In water; toluene; at 40 ℃; for 2h; Mechanism; Product distribution; Irradiation; variation of solvent;

DOI:10.1016/S0040-4020(01)81811-1

Reference yield: 15.0%

2-(bromomethyl)anthraquinone (7598-10-9) + lithium 2-nitropropane (3958-63-2) → 2-methylanthracene-9,10-dione (84-54-8) + 2-formyl-9,10-anthraquinone (6363-86-6) + 2-(2-methyl 2-nitropropyl)anthraquinone (116688-58-5)

Guidance literature:

In N,N-dimethyl-formamide; at 40 ℃; for 4h; Irradiation;

DOI:10.1016/S0040-4020(01)81811-1

upstream raw materials:

2-methylanthracene-9,10-dione

2-(bromomethyl)anthraquinone

Tetra-n-butyl-ammonium 2-nitropropanate

lithium 2-nitropropane

Downstream raw materials:

2-[15-(4-Dimethylamino-phenyl)-2,8,12,18-tetraethyl-3,7,13,17-tetramethyl-porphyrinogen-5-yl]-anthraquinone

2-Hydroxymethylanthraquinone

n-ethyl anthraquinone-2-carboxylate

anthraquinone-2-carboxylic acid

Refernces

• 1、 Akhtar, Muhammad Nadeem,Zareen, Seema,Yeap, Swee Keong,Ho, Wan Yong,Lo, Kong Mun,Hasan, Aurangzeb,Alitheen, Noorjahan Banu. "Total synthesis, cytotoxic effects of damnacanthal, nordamnacanthal and related anthraquinone analogues". . p. 10042 - 10055. Retrieved 2013/09/23.
• 2、 Vetelino, Michael G.,Coe, Jotham W.. "A MILD METHOD FOR THE CONVERSION OF ACTIVATED ARYL METHYL GROUPS TO CARBOXALDEHYDES VIA THE UNCATALYZED PERIODATE CLEAVAGE OF ANAMINES". . p. 219 - 222. Retrieved 2007/10/02.