9,10-Anthracenedicarboxaldehyde

Base Information

• Chemical Name: 9,10-Anthracenedicarboxaldehyde
• CAS No.: 7044-91-9
• Molecular Formula: C16H10O2
• Molecular Weight: 234.254
• Hs Code.: 2912299000
• European Community (EC) Number: 230-322-9
• NSC Number: 529667
• UNII: CFX48CDY8V
• DSSTox Substance ID: DTXSID0064549
• Nikkaji Number: J227.349G
• Wikidata: Q27122534
• Metabolomics Workbench ID: 57688
• Mol file: 7044-91-9.mol

Synonyms:Anthracene-9,10-dicarbaldehyde;7044-91-9;9,10-Anthracenedicarboxaldehyde;Anthracene-9,10-dicarboxaldehyde;9,10-Diformylanthracene;anthracene-9,10-dialdehyde;9,10-Anthracenedicarbaldehyde;EINECS 230-322-9;NSC 529667;NSC-529667;NSC529667;CFX48CDY8V;YSWG147;SCHEMBL986883;DTXSID0064549;CHEBI:51295;9,10-Anthracenedicarbaldehyde #;9,10-Anthracene dicarboxyaldehyde;MFCD00045386;AKOS004114603;AS-60222;FT-0636340;T71250;A836887;Q-200566;Q27122534

Chemical Property of 9,10-Anthracenedicarboxaldehyde

Chemical Property:

• Appearance/Colour: orange to brown crystalline powder
• Vapor Pressure: 4.74E-09mmHg at 25°C
• Melting Point: 244-245
• Refractive Index: 1.773
• Boiling Point: 471.2 °C at 760 mmHg
• Flash Point: 175.1 °C
• PSA: 34.14000
• Density: 1.294 g/cm³
• LogP: 3.61800
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 234.068079557
• Heavy Atom Count: 18
• Complexity: 269

Purity/Quality:

98%,99%, ^*data from raw suppliers

9,10-Anthracenedicarbaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=C3C=CC=CC3=C2C=O)C=O
• Uses: 9,10-Anthracenedicarbaldehyde is an aggregation-induced emission luminogens (AIEgens). Also, it is a reagent used in the preparation of porous imine-linked networks (PINs).

Technology Process of 9,10-Anthracenedicarboxaldehyde

There total 22 articles about 9,10-Anthracenedicarboxaldehyde 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: 97.0%

4-morpholinecarboxaldehyde (4394-85-8) + 9,10-Dibromoanthracene (523-27-3) → 9,10-diformylanthracene (7044-91-9)

Guidance literature:

9,10-Dibromoanthracene; With n-butyllithium; In tetrahydrofuran; at -78 ℃;

4-morpholinecarboxaldehyde; In tetrahydrofuran; at -78 ℃;

DOI:10.1021/ja0349148

Reference yield: 92.0%

9,10-Dicyanoanthracene (1217-45-4) → 9,10-diformylanthracene (7044-91-9)

Guidance literature:

With diisobutylaluminium hydride; In hexane; dichloromethane; at 20 ℃; for 18h; Inert atmosphere;

DOI:10.1002/chem.200802421

Reference yield: 70.0%

9,10-bis(hydroxymethyl)anthracene (10273-85-5) → 9,10-diformylanthracene (7044-91-9)

Guidance literature:

With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In 1,2-dichloro-ethane; at 80 ℃; for 3h;

DOI:10.1039/c3cc49482a

upstream raw materials:

9,10-Dibromoanthracene

9,1-bis(chloromethyl)anthracene

9,10-dibromomethylanthracene

(E)-Dihydroxy-11,12 Ethano-9,10 dihydro-9,10 Anthracene

Downstream raw materials:

9,10-phenanthrenequinone

9,10-bis(phenylhydroxymethyl)anthracene

benzaldehyde

benzyl alcohol

Refernces

• 1、 Mahmoodi, Nosrat O.,Mirkhaef, Safoura,Ghavidast, Atefeh. "Synthesis of anthracene derivatives of 1,3-diazabicyclo[3.1.0]hex-3-ene". . p. 248 - 253. Retrieved 2015.
• 2、 Lin et al.. "". . p. 4701. Retrieved 1979.
• 3、 Gonzalez-Rodriguez, Edgar,Abdo, Miguel A.,Dos Passos Gomes, Gabriel,Ayad, Suliman,White, Frankie D.,Tsvetkov, Nikolay P.,Hanson, Kenneth,Alabugin, Igor V.. "Twofold π-Extension of Polyarenes via Double and Triple Radical Alkyne peri-Annulations: Radical Cascades Converging on the Same Aromatic Core". supporting information. p. 8352 - 8366. Retrieved 2020/05/22.