332-01-4

Basic information

• Product Name: 1-(4-fluoro-phenyldiazenyl)-piperidine
• Synonyms: 1-(4-fluoro-phenyldiazenyl)-piperidine
• CAS NO: 332-01-4
• Molecular Weight: 207.251
• Mol File: 332-01-4.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 1-(4-fluoro-phenyldiazenyl)-piperidine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-fluoro-phenyldiazenyl)-piperidine(332-01-4)
• EPA Substance Registry System: 1-(4-fluoro-phenyldiazenyl)-piperidine(332-01-4)

Safety Data

• Hazardous Substances Data: 332-01-4(Hazardous Substances Data)

Upstream product

• 110-89-4 piperidine 
• 371-40-4 4-fluoroaniline 
• 20893-71-4 4-fluorophenyldiazonium chloride 

Downstream Products

• 312-32-3 1-[(4-Fluorophenyl)sulfonyl]piperidine 
• 58547-67-4 N-(p-fluorobenzoyl)piperidine 
• 324-74-3 4-fluoro-biphenyl 
• 1220968-67-1 3-fluoro-4-(4-fluorophenyl)-3-iodobutan-2-one 

Relevant articles and documents

A Radical Chain: Mononuclear “Gold Only” Photocatalysis

We herein report an unprecedented reactivity of mononuclear gold catalysts acting as classical catalysts and at the same time as active partners in a radical chain mechanism, whereby gold is the only catalyst. The mechanism of the photo-induced photosensitizer-free “gold only”-catalyzed cross coupling was studied in detail – experimentally and theoretically – based on the reaction between arylboronic acids and aryldiazonium salts. With a systematic set of stoichiometric experiments under various conditions and analytic methods, we could show that this mechanism is initiated by an aryl radical formed in the presence of blue LEDs and MeOH. This aryl radical enters the catalytic cycle to oxidize gold(I) to gold(II). Single electron transfer from gold(II) to the aryldiazonium salt then gives the cationic gold(III) complex by formation of a chain-supporting aryl radical which then is enabled to start a new cycle by oxidation of gold(I) without the need for irradiation. At least every 432 cycles of the radical chain, a new chain-initiating radical has to restart the radical chain. Eventually, the boronic acid is activated by the BF4? anion to transmetalate to gold(III), and reductive elimination delivers the desired product.

Catalytic conversion of aryl triazenes into aryl sulfonamides using sulfur dioxide as the sulfonyl source

Various sulfonamides have been synthesized from triazenes and sulfur dioxide. In the presence of just a catalytic amount of BF3· OEt2, a series of 1-aryl-triazenes were converted into sulfonyl hydrazines in good to excellent yields. When using CuCl2 as the catalyst, the corresponding sulfonamides can be produced from the 1-aryl triazenes in good yields. This journal is the Partner Organisations 2014.