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Nonafluorobutanesulfonyl fluoride

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Origin: China

Cas No: 375-72-4

Specification: 99%min

Min order Quantity: 1 /kg

Supply Ability: 100 mt/month

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CAS No.: 375-72-4 Formula: C4F10O2S Molecular Weight: 302.09100

Description

Perfluorobutanesulfonyl fluoride (nonafluorobutanesulfonyl fluoride, NfF) is a colorless, volatile liquid that is immiscible with water but soluble in common organic solvents. It is prepared by the electrochemical fluorination of sulfolane. NfF serves as an entry point to nonafluorobutanesulfonates (nonaflates), which are valuable as electrophiles in palladium catalyzed cross coupling reactions. As a perfluoroalkylsulfonylating agent, NfF offers the advantages of lesser cost and greater stability over the more frequently used triflic anhydride. The fluoride leaving group is readily substituted by nucleophiles such as amines, phenoxides, and enolates, giving sulfonamides, aryl nonaflates, and alkenyl nonaflates respectively. However, it is not attacked by water (in which it is stable at pH<12). Hydrolysis by barium hydroxide gives Ba(ONf)2, which upon treatment with sulfuric acid gives perfluorobutanesulfonic acid and insoluble barium sulfate.

Basic Info

Chemical Name	Nonafluorobutanesulfonyl fluoride
Synonyms	1,1,2,2,3,3,4,4,4-Nonafluorobutane-1-sulfonyl fluoride; Nonafluorobutanesulfonyl Fluoride; Nonafluoro-1-butanesulfonyl Fluoride; Perfluoro-1-butanesulfonyl Fluoride;
CAS No.	375-72-4
Molecular Formula	C4F10O2S
Molecular Weight	302.09100
PSA	42.52000
LogP	3.79220

Properties

Appearance & Physical State	clear colorless or slightly yellow liquid
Density	1.68
Boiling Point	64ºC
Melting Point	-110ºC
Flash Point	65-66ºC
Refractive Index	1.3

Safety Info

Hazard Class	8
Safety Statements	S25-S36/37/39-S45
HS Code	2942000000
Packing Group	II
WGK Germany	3
RIDADR	UN 3265
Risk Statements	R34
Hazard Codes	C

Synthesis Route

1,1,2,2,3,3,4,4,4-nonafluorobutane-1-sulfonyl chloride→Nonafluorobutanesulfonyl fluoride
sulfolane→Nonafluorobutanesulfonyl fluoride
butane-1-sulfonyl chloride→Nonafluorobutanesulfonyl fluoride

Precursor

sulfolane
1,1,2,2,3,3,4,4,4-nonafluorobutane-1-sulfonyl chloride
3,4-dimethyl-2,5-dihydrothiophene 1,1-dioxide
butane-1-sulfonyl chloride

Downstream Product

1-bromo-1,1,2,2,3,3,4,4,4-nonafluorobutane
trifluoro(methyl)silane
Nonafluoro-1-butanesulfonic Acid

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