2-(Tridecafluorohexyl)aniline

Base Information

• Chemical Name: 2-(Tridecafluorohexyl)aniline
• CAS No.: 139613-89-1
• Molecular Formula: C12H6F13N
• Molecular Weight: 411.166
• DSSTox Substance ID: DTXSID30895729
• Wikidata: Q82872027
• Mol file: 139613-89-1.mol

Synonyms:2-(Tridecafluorohexyl)aniline;2-(Perfluorohexyl)aniline;139613-89-1;DTXSID30895729;ZLFYREKELVEJOR-UHFFFAOYSA-N;NS00110059

Chemical Property of 2-(Tridecafluorohexyl)aniline

Chemical Property:

• XLogP3: 5.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 14
• Rotatable Bond Count: 5
• Exact Mass: 411.0292653
• Heavy Atom Count: 26
• Complexity: 510

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C(C(C(C(C(C(F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)F)N

Technology Process of 2-(Tridecafluorohexyl)aniline

There total 2 articles about 2-(Tridecafluorohexyl)aniline 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: 43.0%

n-perfluorohexyl iodide (355-43-1) + 2-iodophenylamine (615-43-0) → 2-(perfluorohexyl)aniline (139613-89-1)

Guidance literature:

With copper; In dimethyl sulfoxide; at 110 - 120 ℃;

DOI:10.1246/bcsj.66.1790

Reference yield:

1-bromo-1,1,2,2,3,3,4,4,5,5,6,6,6-tridecafluorohexane (335-56-8) + aniline (62-53-3) → C12H6F13N + 4-(1,1,2,2,3,3,4,4,5,5,6,6,6-tridecafluorohexyl)phenylamine (139613-90-4) + 2-(perfluorohexyl)aniline (139613-89-1)

Guidance literature:

With caesium carbonate; at 130 ℃; for 24h;

DOI:10.1039/c9cy02460c

Reference yield:

1-hexyl-4-methyl-2,6-dioxo-1,2,3,6-tetrahydro-pyridine-3-carbonitrile (57564-18-8) + 2-(perfluorohexyl)aniline (139613-89-1) → 3-cyano-1-hexyl-6-hydroxy-4-methyl-5-<2-(perfluorohexyl)phenylazo>-2-pyridone

Guidance literature:

With hydrogenchloride; sodium nitrite; Yield given. Multistep reaction; 1.) 0 deg C, 45 min, 2.) water, acetone, 0 deg C, 4 h;

DOI:10.1246/bcsj.66.1790

upstream raw materials:

n-perfluorohexyl iodide

2-iodophenylamine

1-bromo-1,1,2,2,3,3,4,4,5,5,6,6,6-tridecafluorohexane

aniline