2,6-Diformyl-4-bromophenol

Base Information

• Chemical Name: 2,6-Diformyl-4-bromophenol
• CAS No.: 109517-99-9
• Molecular Formula: C8H5BrO3
• Molecular Weight: 229.03
• DSSTox Substance ID: DTXSID90413943
• Nikkaji Number: J371.846H
• Wikidata: Q82222421
• Mol file: 109517-99-9.mol

Synonyms:109517-99-9;2,6-Diformyl-4-bromophenol;5-bromo-2-hydroxybenzene-1,3-dicarbaldehyde;5-bromo-2-hydroxyisophthalaldehyde;1,3-Benzenedicarboxaldehyde, 5-bromo-2-hydroxy-;SCHEMBL544809;DTXSID90413943;5-bromo-2-hydroxylisophthalaldehyde;AKOS004121049;FT-0736130;5-Bromo-4-hydroxy-1,3-benzenedicarboxaldehyde

Chemical Property of 2,6-Diformyl-4-bromophenol

Chemical Property:

• PSA: 54.37000
• LogP: 1.77970
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 227.94221
• Heavy Atom Count: 12
• Complexity: 165

Purity/Quality:

98%min ^*data from raw suppliers

5-Bromo-2-hydroxyisophthalaldehyde 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1C=O)O)C=O)Br
• Uses: 1. Key monomer component in a new recogonition-encoded oligomer. 2. Component in Metal Organic Frameworks (MOF) chemistry. Useful intermediates in Organic Cage structures.

Technology Process of 2,6-Diformyl-4-bromophenol

There total 8 articles about 2,6-Diformyl-4-bromophenol 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%

4-bromo-phenol (106-41-2) + hexamethylenetetramine (100-97-0) → 2,6-diformyl-4-bromophenol (109517-99-9)

Guidance literature:

4-bromo-phenol; hexamethylenetetramine; With trifluoroacetic acid; at 120 ℃; for 16h;

With sulfuric acid; at 20 ℃; for 2h; Reagent/catalyst;

Reference yield: 82.0%

4-bromo-2,6-bis(hydroxymethyl)phenol (6296-63-5) → 2,6-diformyl-4-bromophenol (109517-99-9)

Guidance literature:

With manganese(IV) oxide; In chloroform; for 8h; Heating;

DOI:10.1080/00397919408012625

Reference yield: 60.0%

4-bromo-phenol (106-41-2) + trifluoroacetic acid (76-05-1) → 2,6-diformyl-4-bromophenol (109517-99-9)

Guidance literature:

4-bromo-phenol; trifluoroacetic acid; With hexamethylenetetramine; at 120 ℃; for 48h;

With sulfuric acid; In water; at 20 ℃; for 2h;

upstream raw materials:

4-bromo-2,6-bis(hydroxymethyl)phenol

5-Bromo-2-hydroxy-3-hydroxymethyl-benzaldehyde

4-bromo-phenol

hexamethylenetetramine

Downstream raw materials:

4-bromo-2,6-bis[[2-(1-methyl-2-imidazolyl)ethyl]aminomethyl]phenol

5-bromo-2-(methoxymethoxy)benzene-1,3-dicarbaldehyde

2,2'-[(5-bromo-2-hydroxy-1,3-phenylene)bis(methylene)]bis(4-tert-butylphenol)

Refernces

• 1、 Karthick,Karthikeyan,Korrapati, Purna Sai,Rahiman, A. Kalilur. "Antioxidant, DNA interaction, molecular docking and cytotoxicity studies of aminoethylpiperazine-containing macrocyclic binuclear copper(II) complexes". . . Retrieved 2017.
• 2、 Janiak, Agnieszka,Petryk, Ma?gorzata,Barbour, Leonard J.,Kwit, Marcin. "Readily prepared inclusion forming chiral calixsalens". . p. 669 - 673. Retrieved 2015.
• 3、 Xie,Zhang,Yan,Yuan. "Selective mono- and bis-oxidation of 2,6-bis(hydroxy methyl) phenols with active manganese dioxide". . p. 53 - 58. Retrieved 1994.
• 4、 Lindoy, Leonard F.,Meehan, George V.,Svenstrup, Niels. "Mono- and diformylation of 4-substituted phenols: A new application of the duff reaction". . p. 1029 - 1032. Retrieved 1998.
• 5、 Yang, Wei,Sun, Nana,Wang, Xinxin,Yu, Baoqiu,Wang, Hailong. "Racemic Porous Organic Cage Crystal with Selective Gas Adsorption Behaviors". supporting information. . Retrieved 2022/01/22.
• 6、 Coman, Anca G.,Paun, Anca,Popescu, Codru?a C.,Hadade, Niculina D.,Hanganu, Anamaria,M?d?lan, Augustin M.,Matache, Mihaela. "Examination of structure-activity relationship of new n-acylhydrazones". . p. 109 - 114. Retrieved 2021/02/05.