1,4-Benzenedicarboxaldehyde, 2,3-dihydroxy-

Base Information

• Chemical Name: 1,4-Benzenedicarboxaldehyde, 2,3-dihydroxy-
• CAS No.: 148063-59-6
• Molecular Formula: C8H6O4
• Molecular Weight: 166.133
• Mol file: 148063-59-6.mol

Synonyms:1,2-dihydroxy-3,6-diformylbenzene;1,4-diformyl-2,3-dihydroxybenzene;2,3-dihydroxybenzene-1,4-dicarbaldehyde;1,4-Benzenedicarboxaldehyde, 2,3-dihydroxy-;3,6-diformyl-1,2-dihydroxybenzene;2,3-Dihydroxy-benzene-1,4-dicarbaldehyde;2,3-dihydroxyterephthalaldehyde;

Chemical Property of 1,4-Benzenedicarboxaldehyde, 2,3-dihydroxy-

Chemical Property:

• Melting Point: 140-143 °C(Solv: chloroform (67-66-3); hexane (110-54-3))
• Boiling Point: 265.2±40.0 °C(Predicted)
• PKA: 6.98±0.15(Predicted)
• PSA: 74.60000
• Density: 1.515±0.06 g/cm3(Predicted)
• LogP: 0.72280
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

2,3-Dihydroxyterephthalaldehyde 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,4-Benzenedicarboxaldehyde, 2,3-dihydroxy-

There total 3 articles about 1,4-Benzenedicarboxaldehyde, 2,3-dihydroxy- 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%

2,3-dimethoxy-1,4-benzenedicarboxaldehyde (179693-85-7) → 3,6-diformylcatechol (148063-59-6)

Guidance literature:

With boron tribromide; In dichloromethane; at 20 ℃; for 4h;

DOI:10.1021/ja0646702

Reference yield:

1,2-dimethoxybenzene (91-16-7) → 3,6-diformylcatechol (148063-59-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: N,N,N',N'-tetramethylethylenediamine; n-BuLi / diethyl ether; hexane / 20 h / Heating

1.2: 40 percent / diethyl ether; hexane / 20 °C

2.1: 95 percent / BBr₃ / CH₂Cl₂ / 4 h / 20 °C

With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; boron tribromide; In diethyl ether; hexane; dichloromethane;

DOI:10.1021/ja0646702

Reference yield:

benzene-1,2-diol (120-80-9,19481-10-8,37349-32-9) → 3,6-diformylcatechol (148063-59-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium carbonate / acetone / 12 h / Reflux

2.1: n-butyllithium; N,N,N,N,-tetramethylethylenediamine / diethyl ether / 18 h / Reflux

2.2: 12 h / 20 °C

3.1: boron tribromide / dichloromethane / 4 h / 20 °C

With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; boron tribromide; potassium carbonate; In diethyl ether; dichloromethane; acetone;

DOI:10.1016/j.tetlet.2013.04.071

upstream raw materials:

2,3-dimethoxy-1,4-benzenedicarboxaldehyde

1,2-dimethoxybenzene

benzene-1,2-diol

Downstream raw materials:

2,3-diallyloxyterephthalaldehyde

2,3-di-n-butoxyterephthalaldehyde

2,3-di-n-pentoxyterephthalaldehyde

2,3-di-n-hexoxyterephthalaldehyde

Refernces

• 1、 Yang, Zongfan,Chen, Pei,Hao, Wenjing,Xie, Zhen,Feng, Yu,Xing, Guolong,Chen, Long. "Sulfonated 2D Covalent Organic Frameworks for Efficient Proton Conduction". . p. 3817 - 3822. Retrieved 2021.
• 2、 Liu, Na,Shi, Liangfeng,Han, Xianghao,Qi, Qiao-Yan,Wu, Zong-Quan,Zhao, Xin. "A heteropore covalent organic framework for adsorptive removal of Cd(II) from aqueous solutions with high efficiency". . p. 386 - 390. Retrieved 2020.
• 3、 Pu, Lu-Mei,Wang, Lan,Li, Xiao-Yan,Sun, Yin-Xia,Kang, Quan-Peng,Long, Hai-Tao,Dong, Wen-Kui,Xu, Wei-Bing. "Four rare structurally characterized hetero-pentanuclear [Zn4Ln] bis(salamo)-type complexes: Syntheses, crystal structures and spectroscopic properties". . p. 37331 - 37343. Retrieved 2019.
• 4、 Akine, Shigehisa,Taniguchi, Takanori,Nabeshima, Tatsuya. "Helical metallohost-guest complexes via site-selective transmetalation of homotrinuclear complexes". . p. 15765 - 15774. Retrieved 2006.
• 5、 Kanakala, Madhu Babu,Yelamaggad, Channabasaveshwar V.. "Exceptional dual fluorescent, excited-state intramolecular proton-transfer (ESIPT) columnar liquid crystals characterized by J-stacking and large Stokes shifts". . . Retrieved 2021/03/19.