325-12-2

Basic information

• Product Name: 2-Naphthalenesulfonyl fluoride
• CAS NO: 325-12-2
• Molecular Formula: C10H7FO2S
• Molecular Weight: 210.229
• Mol File: 325-12-2.mol
• Article Data: 12

Chemical Properties

• CAS DataBase Reference: 2-Naphthalenesulfonyl fluoride(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Naphthalenesulfonyl fluoride(325-12-2)
• EPA Substance Registry System: 2-Naphthalenesulfonyl fluoride(325-12-2)

Safety Data

• Hazardous Substances Data: 325-12-2(Hazardous Substances Data)

Upstream product

• 93-11-8 2-Naphthalenesulfonyl chloride 
• 7789-21-1 fluorosulphonic acid 
• 2243-58-5 2-naphthylhydrazine hydrochloride 
• 450-58-8 2-naphthyldiazonium tetrafluoroborate 
• 91-59-8 naphthalen-2-ylamine 
• 532-02-5 2-naphthalenesulfonic acid sodium salt 
• 32316-92-0 naphthalene-2-boronic acid 
• 63735-42-2 sodium naphthalen-2-ylsulfinate 
• 10151-46-9 2-naphthylsulfonyl hydrazide 
• 120-18-3 naphthalene-2-sulfonate 

Relevant articles and documents

Catalyst-free radical fluorination of sulfonyl hydrazides in water

The first catalyst-free fluorination of sulfonyl hydrazides for the synthesis of sulfonyl fluorides has been developed via a free-radical pathway. This protocol presents a broad substrate scope and does not require any metal catalyst and additive. All these transformations proceed smoothly in water under mild conditions, which enables a straightforward, practical and environmentally benign fluorination for S-F bond formation.

'Awaken' aryl sulfonyl fluoride: a new partner in the Suzuki-Miyaura coupling reaction

An example of the activation of the -SO2F group, which is traditionally considered a stable group even in the presence of a transition metal, is described using a novel partner in the Suzuki-Miyaura coupling reaction catalyzed by Pd(OAc)2 and Ruphos as ligands. The products showed good to outstanding yields and broad functional group compatibility under optimal conditions. The sequential synthesis of non-symmetric terphenyls and the gram grade process highlight the approach's synthetic utility. DFT calculations have shown that Pd0 prefers to insert between C-S bonds rather than S-F bonds. This journal is

Redox-Neutral Organometallic Elementary Steps at Bismuth: Catalytic Synthesis of Aryl Sulfonyl Fluorides

A Bi-catalyzed synthesis of sulfonyl fluorides from the corresponding (hetero)aryl boronic acids is presented. We demonstrate that the organobismuth(III) catalysts bearing a bis-aryl sulfone ligand backbone revolve through different canonical organometallic steps within the catalytic cycle without modifying the oxidation state. All steps have been validated, including the catalytic insertion of SO2 into Bi-C bonds, leading to a structurally unique O-bound bismuth sulfinate complex. The catalytic protocol affords excellent yields for a wide range of aryl and heteroaryl boronic acids, displaying a wide functional group tolerance.