2,3,5,6-Tetrafluoroterephthalaldehyde

Base Information

• Chemical Name: 2,3,5,6-Tetrafluoroterephthalaldehyde
• CAS No.: 3217-47-8
• Molecular Formula: C8H2F4O2
• Molecular Weight: 206.096
• Hs Code.: 2913000090
• European Community (EC) Number: 889-492-3
• DSSTox Substance ID: DTXSID20439595
• Nikkaji Number: J1.956.149F
• Wikidata: Q82255586
• Mol file: 3217-47-8.mol

Synonyms:2,3,5,6-tetrafluoroterephthalaldehyde;3217-47-8;tetrafluoroterephthaldehyde;tetrafluoroterephthalic aldehyde;1,4-Benzenedicarboxaldehyde,2,3,5,6-tetrafluoro-;MFCD08704256;2,3,5,6-Tetrafluorotelephtal aldehyde;2,3,5,6-tetrafluorobenzene-1,4-dicarbaldehyde;tetrafluoroterephthalaldehyde;YSZC013;SCHEMBL809345;C8H2F4O2;DTXSID20439595;WJHRAPYKYJKACM-UHFFFAOYSA-N;AC-775;AKOS015912799;BS-16991;SY270866;AM20040169;CS-0110700;D78129;EN300-111391;A934185;1,4-Benzenedicarboxaldehyde, 2,3,5,6-tetrafluoro;1,4-Benzenedicarboxaldehyde, 2,3,5,6-tetrafluoro-

Chemical Property of 2,3,5,6-Tetrafluoroterephthalaldehyde

Chemical Property:

• Vapor Pressure: 0.019mmHg at 25°C
• Melting Point: 130-132℃
• Refractive Index: 1.525
• Boiling Point: 252.566 °C at 760 mmHg
• Flash Point: 96.169 °C
• PSA: 34.14000
• Density: 1.59 g/cm³
• LogP: 1.86800
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 205.99909195
• Heavy Atom Count: 14
• Complexity: 195

Purity/Quality:

≥99% ^*data from raw suppliers

Tetrafluoroterephtalic aldehyde 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(=O)C1=C(C(=C(C(=C1F)F)C=O)F)F
• Uses: Tetrafluoroterephthaldehyde is useful in the synthesis of highly fluoro-substituted covalent organic frameworks.

Technology Process of 2,3,5,6-Tetrafluoroterephthalaldehyde

There total 23 articles about 2,3,5,6-Tetrafluoroterephthalaldehyde 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: 87.0%

2,3,5,6-tetrafluoroterephthalaldehyde dimethylacetal (306739-72-0) → 2,3,5,6-tetrafluoroterephthalaldehyde (3217-47-8)

Guidance literature:

With sulfuric acid; at 20 ℃; for 2h;

DOI:10.1016/j.jfluchem.2003.11.017

Reference yield: 72.0%

1,2,4,5-tetrafluoro-3-(1,3-dioxol-2-yl)-6-formylbenzene (528869-11-6) → 2,3,5,6-tetrafluoroterephthalaldehyde (3217-47-8)

Guidance literature:

With hydrogenchloride; trifluoroacetic acid; at 55 ℃; for 0.333333h;

DOI:10.1016/S0022-1139(02)00289-0

Reference yield: 69.0%

tetrafluoroterephthalonitrile (1835-49-0) → 2,3,5,6-tetrafluoroterephthalaldehyde (3217-47-8)

Guidance literature:

With diisopropyl aluminum hydride; In toluene; at 0 - 20 ℃;

DOI:10.1021/jo7026849

upstream raw materials:

1,2,4,5-tetrafluoro-3-(1,3-dioxol-2-yl)-6-formylbenzene

1,2,4,5-tetrafluoro-3-(5,5-dimethyl-1,3-dioxan-2-yl)-6-formylbenzene

1,4-bis(dichloromethyl)-2,3,5,6-tetrafluorobenzene

2,3,5,6-tetrafluoroterephthalaldehyde dimethylacetal

Downstream raw materials:

2,3,5,6-tetrafluoro-1,4-benzenedimethanol

1,4-bis(4,5-diphenylimidazolyl-2-yl)tetrafluorobenzene

3,6-bis(4,5-diphenyl-2H-imidazolyl-2-ylidene)-1,2,4,5-tetrafluorocyclohexa-1,4-diene

α,α’-dibromo-m-tetrafluoroxylene

Refernces

Synchronized Offset Stacking: A Concept for Growing Large-Domain and Highly Crystalline 2D Covalent Organic Frameworks

10.1021/jacs.6b09787

Terephthalaldehyde is a small aromatic dialdehyde with two aldehyde groups on the benzene rings. It serves as a linear building block and cross-links with the central building block (1) to form the COF structure. 2,3,5,6-Tetrafluoroterephthalaldehyde is similar to terephthalaldehyde, but has four fluorine atoms on the benzene rings. It is used in conjunction with terephthalaldehyde to enhance the electrostatic stability of the COF structure. Biphenyl-4,4'-dicarboxaldehyde is a twisted aromatic dialdehyde with two benzene rings connected by a single bond and one aldehyde group on each benzene ring. It is used as a linear building block in some COF syntheses. These chemicals are essential for the design, synthesis, and functional properties of the COFs, and their specific structures and interactions play a crucial role in achieving the desired crystallinity and electronic behavior.