317-55-5

Basic information

• Product Name: 1-Naphthalenesulfonyl fluoride
• CAS NO: 317-55-5
• Molecular Formula: C10H7FO2S
• Molecular Weight: 210.229
• Mol File: 317-55-5.mol
• Article Data: 13

Chemical Properties

• CAS DataBase Reference: 1-Naphthalenesulfonyl fluoride(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Naphthalenesulfonyl fluoride(317-55-5)
• EPA Substance Registry System: 1-Naphthalenesulfonyl fluoride(317-55-5)

Safety Data

• Hazardous Substances Data: 317-55-5(Hazardous Substances Data)

Usage

Physical appearance

A white to light brown solid, which describes the compound's color and texture.

Solubility

Insoluble in water, which indicates that the compound does not dissolve well in aqueous solutions.

Biological activity

A potent inhibitor of serine proteases, which are enzymes that play a key role in many biological processes. This property makes 1-Naphthalenesulfonyl fluoride useful in the synthesis of pharmaceutical drugs and other organic compounds.

Mechanism of action

Reacts with the hydroxyl groups of serine residues in proteins, irreversibly inhibiting their activity. This describes how the compound interacts with its target enzymes and exerts its inhibitory effects.

Applications

Used in the fields of biochemistry, molecular biology, and pharmaceutical research, which indicates the broad range of scientific disciplines in which 1-Naphthalenesulfonyl fluoride is useful.

Safety concerns

Highly toxic and can cause severe skin and eye irritation, which highlights the need for careful handling and appropriate safety precautions when working with this compound.

Upstream product

• 91-20-3 naphthalene 
• 7789-21-1 fluorosulphonic acid 
• 130-14-3 sodium 1-naphthalenesulfonate 
• 85-46-1 1-Naphthalenesulfonyl chloride 
• 2243-56-3 1-naphthylhydrazine hydrochloride 
• 13922-41-3 1-Naphthylboronic acid 
• 28912-93-8 1-naphthyldiazonium tetrafluoroborate 
• 134-32-7 1-amino-naphthalene 
• 90-14-2 1-Iodonaphthalene 
• 90-11-9 1-Bromonaphthalene 

Downstream Products

• 92964-93-7 1-naphthalenesulfonic acid phenyl ester 

Relevant articles and documents

Facile one-pot synthesis of sulfonyl fluorides from sulfonates or sulfonic acids

A facile cascade process for directly transforming the abundant and inexpensive sulfonates (or sulfonic acids) to the highly valuable sulfonyl fluorides was developed. This new protocol features mild reaction conditions using readily available and easy-to-operate reagents. A diverse set of sulfonyl fluorides was prepared facilitating the enrichment of the sulfonyl fluoride library.

Synthesis of aryl sulfonyl fluorides from aryl sulfonyl chlorides using sulfuryl fluoride (SO2F2) as fluoride provider

A highly efficient method for the synthesis of aryl sulfonyl fluorides was developed from aryl sulfonyl chlorides using SO2F2 as fluoride source in up to 98% isolated yield under mild conditions. Gram scale experiments were also conducted, revealing the good practicality of this new protocol.

Copper-catalyzed three-component reaction of arylhydrazine hydrochloride, DABSO, and NFSI for the synthesis of arenesulfonyl fluorides

This paper reports a convenient copper-catalyzed three-component conversion of arylhydrazine hydrochlorides to arenesulfonyl fluorides in good yields under mild conditions, using 1,4-diazabicyclo [2.2.2]octane bis(sulfur dioxide) (DABSO) as a sulfonyl source andN-fluorobenzenesulfonimide (NFSI) as a fluorine source based on a radical sulfur dioxide insertion and fluorination strategy. Notably, arylhydrazine hydrochloride is used as a safe precursor of aryl radicals.