4,5-diiodo-1,2-Benzenedicarboxaldehyde

Base Information

Chemical Name:4,5-diiodo-1,2-Benzenedicarboxaldehyde
CAS No.:875535-39-0
Molecular Formula:C8H4I2O2
Molecular Weight:385.928
Hs Code.:
DSSTox Substance ID:DTXSID701285147

Synonyms:4,5-diiodo-1,2-Benzenedicarboxaldehyde;875535-39-0;1,2-Benzenedicarboxaldehyde, 4,5-diiodo-;DTXSID701285147;AKOS015964753

Suppliers and Price of 4,5-diiodo-1,2-Benzenedicarboxaldehyde

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 4,5-diiodo-1,2-Benzenedicarboxaldehyde

Chemical Property:

XLogP3:2.1
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:2
Exact Mass:385.83007
Heavy Atom Count:12
Complexity:164

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:C1=C(C(=CC(=C1I)I)C=O)C=O

Technology Process of 4,5-diiodo-1,2-Benzenedicarboxaldehyde

There total 4 articles about 4,5-diiodo-1,2-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: 97.0%

: 53279-73-5
4,5-diiodobenzene-1,2-dicarbinol

: 875535-39-0
4,5-diiodobenzene-1,2-dicarbaldehyde

Guidance literature:: 4,5-diiodobenzene-1,2-dicarbinol; With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -78 ℃; for 8h; Inert atmosphere;

With triethylamine; In dichloromethane; at -78 - 20 ℃; Inert atmosphere;
DOI:10.1016/j.tet.2016.06.064

Reference yield:

: 82679-28-5
4,5-diiodobenzene-1,2-dicarboxylic acid

: 875535-39-0
4,5-diiodobenzene-1,2-dicarbaldehyde

Guidance literature:: Multi-step reaction with 2 steps

1: BH₃ / tetrahydrofuran / 41 h / 0 - 60 °C

2: 13.73 g / (COCl)2; DMSO; Et₃N / CH₂Cl₂; tetrahydrofuran; dimethylsulfoxide / -78 - 20 °C

With oxalyl dichloride; borane; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; 2: Swern oxidation;
DOI:10.1021/jo0522198

Reference yield:

: 136918-14-4,85-41-6
phthalimide

: 875535-39-0
4,5-diiodobenzene-1,2-dicarbaldehyde

Guidance literature:: Multi-step reaction with 4 steps

1.1: iodine; fuming sulfuric acid / 40 h / 85 °C

2.1: potassium hydroxide / water / 20 h / 100 °C

3.1: borane-THF / tetrahydrofuran / 42 h / 0 - 66 °C / Inert atmosphere

3.2: 12 h / 50 °C / Inert atmosphere

4.1: dimethyl sulfoxide; oxalyl dichloride / dichloromethane / 8 h / -78 °C / Inert atmosphere

4.2: -78 - 20 °C / Inert atmosphere

With borane-THF; oxalyl dichloride; fuming sulfuric acid; iodine; dimethyl sulfoxide; potassium hydroxide; In tetrahydrofuran; dichloromethane; water; 4.1: |Swern Oxidation / 4.2: |Swern Oxidation;
DOI:10.1016/j.tet.2016.06.064