2,5-DIBROMO-1,4-BENZENEDICARBOXALDEHYDE

Base Information

• Chemical Name: 2,5-DIBROMO-1,4-BENZENEDICARBOXALDEHYDE
• CAS No.: 63525-48-4
• Molecular Formula: C8H4Br2O2
• Molecular Weight: 291.927
• Hs Code.: 2913000090
• European Community (EC) Number: 878-593-8
• DSSTox Substance ID: DTXSID80493512
• Nikkaji Number: J1.200.134G
• Wikidata: Q72463852
• Mol file: 63525-48-4.mol

Synonyms:2,5-dibromoterephthalaldehyde;

Chemical Property of 2,5-DIBROMO-1,4-BENZENEDICARBOXALDEHYDE

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 189 °C
• Refractive Index: 1.685
• Boiling Point: 357.396 °C at 760 mmHg
• Flash Point: 139.818 °C
• PSA: 34.14000
• Density: 2.011 g/cm³
• LogP: 2.83660
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 291.85576
• Heavy Atom Count: 12
• Complexity: 164

Purity/Quality:

99%, ^*data from raw suppliers

2,5-Dibromoterephthalaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(=CC(=C1Br)C=O)Br)C=O

Technology Process of 2,5-DIBROMO-1,4-BENZENEDICARBOXALDEHYDE

There total 11 articles about 2,5-DIBROMO-1,4-BENZENEDICARBOXALDEHYDE 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: 95.0%

1,4-dibromo-2,5-bis(dibromomethyl)benzene (36711-69-0) → 2,5-dibromoterephthalaldehyde (63525-48-4)

Guidance literature:

With silver nitrate; In water; acetonitrile; for 5h; Reflux; Inert atmosphere;

DOI:10.1002/anie.201403509

Reference yield: 87.0%

→ 2,5-dibromoterephthalaldehyde (63525-48-4)

Guidance literature:

Reference yield: 70.0%

1,4-dibromo-2,5-bis(dibromomethyl)benzene (36711-69-0) + sodium methylate (124-41-4) → 2,5-dibromoterephthalaldehyde (63525-48-4) + 2,5-dibromo-4-(dibromomethyl)benzaldehyde + methyl 2,5-dibromo-4-(methoxymethyl)benzoate

Guidance literature:

1,4-dibromo-2,5-bis(dibromomethyl)benzene; sodium methylate; In methanol; toluene; for 1h; Inert atmosphere; Reflux;

With hydrogenchloride; In tetrahydrofuran; water; for 1.5h; Inert atmosphere; Reflux;

DOI:10.1021/jacs.8b06842

upstream raw materials:

1,4-dibromo-2,5-bis(dibromomethyl)benzene

1,4-dibromo-2,5-bis-diacetoxymethyl-benzene

2,5-dibromo-p-xylene

2,5-dibromoterephthalaldehyde bis(dimethyl acetal)

Downstream raw materials:

2,5-bis-(toluene-4-sulfonylamino)-terephthalaldehyde

2,5-dibromoterephthalaldehyde bis(dimethyl acetal)

2,5-bis-[(triisopropylsilanyl)-ethynyl]-benzene-1,4-dicarbaldehyde

2,5-dibromobenzene-1,4-dinitrile

Refernces

• 1、 Pauk, Karel,Luňák, Stanislav,R??i?ka, Ale?,Marková, Aneta,Mausová, Anna,Kratochvíl, Matou?,Melánová, Klára,Weiter, Martin,Imramovsky, Ale?,Vala, Martin. "Green-, Red-, and Infrared-Emitting Polymorphs of Sterically Hindered Push–Pull Substituted Stilbenes". . p. 4341 - 4348. Retrieved 2020/12/31.
• 2、 Wang, Lu-jie,Wang, Rui-lei,Zhang, Xiao,Mu, Jing-lin,Zhou, Zi-yan,Su, Zhong-min. "Improved Photoreduction of CO2 with Water by Tuning the Valence Band of Covalent Organic Frameworks". . p. 2973 - 2980. Retrieved 2020/04/23.