Nonafluorobutanesulfonyl fluoride

CAS No. 375-72-4

Formula: C4F10O2S
Basic Info

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.

Formula
C4F10O2S
Molecular Weight
302.091
Exact Mass
301.946
LogP
3.7922
PSA
42.52
Synonyms

1,1,2,2,3,3,4,4,4-Nonafluorobutane-1-sulfonyl fluoride

Nonafluorobutanesulfonyl Fluoride

Nonafluoro-1-butanesulfonyl Fluoride

Perfluoro-1-butanesulfonyl Fluoride

expand collapse

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
Safety Statements
S25-S36/37/39-S45
WGK Germany
3
Risk Statements
R34
HS Code
2942000000
RIDADR
UN 3265
Hazard Class
8
Packing Group
II
Hazard Codes
Spectrum
NMR Spectrum 13C NMR : Predict
expand collapse
IR Spectrum IR : liquid film
expand collapse
Mass Spectrum Mass
expand collapse
Synthesis Route
1.Synthesis Route
2.Synthesis Route
3.Synthesis Route
Home > Encyclopedi > Agrochemicals > Pesticide Intermediates > Nonafluorobutanesulfonyl fluoride

Related Compound Information

PRODUCTS
Coming Soon
SUPPLIERS
Coming Soon
BRANDING
Coming Soon