3,5-Diiodobenzaldehyde

Base Information

• Chemical Name: 3,5-Diiodobenzaldehyde
• CAS No.: 17352-25-9
• Molecular Formula: C7H4 I2 O
• Molecular Weight: 357.917
• Hs Code.: 2913000090
• DSSTox Substance ID: DTXSID30437067
• Nikkaji Number: J2.458.753C
• Wikidata: Q72467120
• Mol file: 17352-25-9.mol

Synonyms:3,5-diiodobenzaldehyde;17352-25-9;C7H4I2O;3,5-bis(iodanyl)benzaldehyde;3, 5-Diiodobenzaldehyde;Benzaldehyde, 3,5-diiodo-;SCHEMBL6897431;DTXSID30437067;WBPOINHGBSDFDZ-UHFFFAOYSA-N;AKOS005215873;AB42481;AS-58362;CS-0094271;FT-0600726;N16985;A811524

Chemical Property of 3,5-Diiodobenzaldehyde

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 357.801°C at 760 mmHg
• Flash Point: 170.193°C
• PSA: 17.07000
• Density: 2.464g/cm³
• LogP: 2.70830
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 357.83516
• Heavy Atom Count: 10
• Complexity: 117

Purity/Quality:

98%min ^*data from raw suppliers

3,5-Diiodobenzaldehyde 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3,5-Diiodobenzaldehyde

There total 12 articles about 3,5-Diiodobenzaldehyde 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%

(3,5-diiodophenyl)methanol (53279-79-1) → 3,5-diiodobenzaldehyde (17352-25-9)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1021/jo9021748

Reference yield: 66.0%

1,3,5-Triiodobenzene (626-44-8) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 3,5-diiodobenzaldehyde (17352-25-9)

Guidance literature:

1,3,5-Triiodobenzene; With n-butyllithium; In hexane; toluene; for 72h;

N,N-dimethyl-formamide; In hexane; toluene; for 24h;

DOI:10.1021/jo050302p

Reference yield:

3,5-diiodobenzoic acid (19094-48-5) → 3,5-diiodobenzaldehyde (17352-25-9)

Guidance literature:

Multi-step reaction with 2 steps

1: borane-THF

2: pyridinium chlorochromate / dichloromethane / 25 °C

With borane-THF; pyridinium chlorochromate; In dichloromethane;

DOI:10.1039/c1nj20195f

upstream raw materials:

3,5‐diiodobenzoic acid methyl ester

1,3,5-Triiodobenzene

N,N-dimethyl-formamide

4-amino-3,5-diiodobenzoic acid

Downstream raw materials:

2-(3,5-Diiodo-phenyl)-4,4,5,5-tetramethyl-imidazolidine-1,3-diol

1-(2,2-dibromovinyl)-3,5-diiodobenzene

Refernces

• 1、 Zhou, Ningzhang,Zhao, Yuming. "Conjugated oligoyne-bridged [60]fullerene molecular dumbbells: Syntheses and thermal and morphological properties". experimental part. p. 1498 - 1516. Retrieved 2010/05/02.
• 2、 Li, Feirong,Yang, Sung Ik,Ciringh, Yangzhen,Seth, Jyoti,Martin II, Charles H.,Singh, Deepak L.,Kim, Dongho,Birge, Robert R.,Bocian, David F.,Holten, Dewey,Lindsey, Jonathan S.. "Design, synthesis, and photodynamics of light-harvesting arrays comprised of a porphyrin and one, two, or eight boron-dipyrrin accessory pigments". . p. 10001 - 10017. Retrieved 2007/10/03.