5-Fluoroisophthalaldehyde

Base Information

• Chemical Name: 5-Fluoroisophthalaldehyde
• CAS No.: 255375-90-7
• Molecular Formula: C8H5 F O2
• Molecular Weight: 152.125
• DSSTox Substance ID: DTXSID90441322
• Wikidata: Q82258063
• Mol file: 255375-90-7.mol

Synonyms:5-Fluoroisophthalaldehyde;255375-90-7;5-fluorobenzene-1,3-dicarbaldehyde;SCHEMBL6854243;DTXSID90441322;AKOS006288058;AB48324;BS-48430;CS-0191333;E84270

Chemical Property of 5-Fluoroisophthalaldehyde

Chemical Property:

• PSA: 34.14000
• LogP: 1.45070
• Storage Temp.: 2-8°C
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 152.02735756
• Heavy Atom Count: 11
• Complexity: 142

Purity/Quality:

98.5% ^*data from raw suppliers

5-Fluoroisophthalaldehyde 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=C1C=O)F)C=O

Technology Process of 5-Fluoroisophthalaldehyde

There total 4 articles about 5-Fluoroisophthalaldehyde 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: 82.0%

1,3-dibromo-5-fluorobenzene (1435-51-4) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 5-fluorobenzene-1,3-dicarboxyaldehyde (255375-90-7)

Guidance literature:

1,3-dibromo-5-fluorobenzene; With tert.-butyl lithium; In pentane; at -78 ℃; for 1h; Inert atmosphere; Schlenk technique;

N,N-dimethyl-formamide; In pentane; at -78 - 20 ℃; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.organomet.5b00132

Reference yield: 26.0%

3,5-bis(dibromomethyl)fluorobenzene (255375-89-4) → 5-fluorobenzene-1,3-dicarboxyaldehyde (255375-90-7)

Guidance literature:

With sulfuric acid; at 110 ℃; for 2h;

DOI:10.1039/a905189i

Reference yield: 1.0%

3,5-dimethylfluorobenzene (461-97-2) → 5-fluorobenzene-1,3-dicarboxyaldehyde (255375-90-7)

Guidance literature:

3,5-dimethylfluorobenzene; With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); In tetrachloromethane; for 8h; Reflux;

With sulfuric acid; at 110 ℃; for 24h;

DOI:10.1039/c8ob03036g

upstream raw materials:

3,5-bis(dibromomethyl)fluorobenzene

3,5-dimethylfluorobenzene

Isophthalaldehyde

1,3-dibromo-5-fluorobenzene

Downstream raw materials:

5-fluoroisophthalaldehyde bis(propane-1,3-diyl dithioacetal)

Refernces

• 1、 Yang, Xiang-Yuan,Tay, Wee Shan,Li, Yongxin,Pullarkat, Sumod A.,Leung, Pak-Hing. "Versatile syntheses of optically pure pce pincer ligands: Facile modifications of the pendant arms and ligand backbones". supporting information. p. 1582 - 1588. Retrieved 2015/05/13.
• 2、 Sander, Wolfram,Exner, Michael. "5-Fluoro- and 5-methyl-1,3-didehydrobenzene - A matrix isolation study". . p. 2285 - 2290. Retrieved 2007/10/03.