Azide, pentafluorophenyl-

Base Information

• Chemical Name: Azide, pentafluorophenyl-
• CAS No.: 1423-15-0
• Molecular Formula: C6F5 N3
• Molecular Weight: 209.078
• European Community (EC) Number: 857-583-7
• DSSTox Substance ID: DTXSID00162011
• Nikkaji Number: J270.437D
• Wikidata: Q83030517
• Mol file: 1423-15-0.mol

Synonyms:Azide, pentafluorophenyl-;1-azido-2,3,4,5,6-pentafluorobenzene;1423-15-0;perfluorophenylazide;pentafluorophenyl azide;SCHEMBL15974848;DTXSID00162011;AKOS019149802;EN300-279845

Chemical Property of Azide, pentafluorophenyl-

Chemical Property:

• Boiling Point: 350 °C(Press: 5 Torr)
• PSA: 49.75000
• LogP: 2.77666
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 1
• Exact Mass: 209.00123782
• Heavy Atom Count: 14
• Complexity: 240

Purity/Quality:

99%, ^*data from raw suppliers

1-Azido-2,3,4,5,6-pentafluorobenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1(=C(C(=C(C(=C1F)F)F)F)F)N=[N+]=[N-]

Technology Process of Azide, pentafluorophenyl-

There total 7 articles about Azide, pentafluorophenyl- 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%

2,3,4,5,6-pentafluoroaniline (771-60-8) → perfluorophenyl azide (1423-15-0)

Guidance literature:

2,3,4,5,6-pentafluoroaniline; With trifluoroacetic acid; sodium nitrite; at 0 ℃; for 1h; Inert atmosphere; Schlenk technique;

With sodium azide; at 0 ℃; for 1h; Inert atmosphere; Schlenk technique;

DOI:10.1002/anie.201209599

Reference yield: 60.0%

sodium azide + Hexafluorobenzene (392-56-3) → perfluorophenyl azide (1423-15-0)

Guidance literature:

In N,N-dimethyl-formamide; addn. of C6F6 to suspension of NaN3 in DMF at 60°C (40 min), stirring (2 h);

Reference yield: 52.0%

nitrosylchloride (2696-92-6) + pentafluorophenyl hydrazine (828-73-9) → perfluorophenyl azide (1423-15-0)

Guidance literature:

In acetic acid; introducing NOCl in C6F5NHNH2 soln. in glacial acetic acid at 20°C (2 h);

upstream raw materials:

2,3,4,5,6-pentafluoroaniline

pentafluorophenyl hydrazine

Hexafluorobenzene

nitrosylchloride

Downstream raw materials:

Pentafluorophenyl-[1,2,2-trimethyl-prop-(E)-ylidene]-amine

N-(1,1,2-trimethylpropyl)pentafluoroaniline

S,S-dimethyl-N-(pentafluorophenyl)sulfoximine

(E)-1,2-bis(pentafluorophenyl)diazene

Refernces

• 1、 Birkenfelder, Irén,Gurke, Johannes,Grubert, Lutz,Hecht, Stefan,Schmidt, Bernd M.. "Click Chemistry Derived Pyridazines: Electron-Deficient Building Blocks with Defined Conformation and Packing Structure". supporting information. p. 3156 - 3161. Retrieved 2017/11/23.
• 2、 Berry, Matthew T.,Castrejon, Disnay,Hein, Jason E.. "Oxidative esterification of aldehydes using mesoionic 1,2,3-triazolyl carbene organocatalysts". supporting information. p. 3676 - 3679. Retrieved 2014/08/05.