13036-75-4

Basic information

• Product Name: DISULFURYL FLUORIDEDISCONTINUED WHEN STOCK SOLD 4/10/00
• Synonyms: FLUOROSULFONICANHYDRIDE;Bis(fluoridosulfuric)anhydride;Di(fluoridosulfuric)anhydride;Disulfuryl difluoride;Sulfur(VI) pentoxydifluoride;DISULFURYL FLUORIDEDISCONTINUED WHEN STOCK SOLD 4/10/00;disulfurylfluoride;pyrosulfuryldifluoride
• CAS NO: 13036-75-4
• Molecular Formula: F₂O₅S₂
• Molecular Weight: 129.13554
• EINECS: 235-903-0
• Mol File: 13036-75-4.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 50-51°C
• Flash Point: °C
• Appearance: /
• Density: 2.072g/cm³
• Refractive Index: 1.407
• CAS DataBase Reference: DISULFURYL FLUORIDEDISCONTINUED WHEN STOCK SOLD 4/10/00(CAS DataBase Reference)
• NIST Chemistry Reference: DISULFURYL FLUORIDEDISCONTINUED WHEN STOCK SOLD 4/10/00(13036-75-4)
• EPA Substance Registry System: DISULFURYL FLUORIDEDISCONTINUED WHEN STOCK SOLD 4/10/00(13036-75-4)

Safety Data

• Hazardous Substances Data: 13036-75-4(Hazardous Substances Data)

Usage

InChI:InChI=1/F2O5S2/c1-8(3,4)7-9(2,5)6

Synthetic route

chlorine fluorosulfate (13997-90-5) + Dichlorodifluoromethane (75-71-8) → fluorosulfonyl anhydride (13036-75-4)

Conditions	Yield
With SbF5 In fluorosulphonic acid byproducts: CF2O; bubbling CF2Cl2 through a mixt. of ClOSO2F, SbF5, and HSO3F, <=40°C, 2 h;	81.5%

platinum tetrakis(fluorosulfate) + carbon monoxide (201230-82-2) → fluorosulfonyl anhydride (13036-75-4) + tetrakis(carbonyl)platinum(II) hexakis(fluorosulfato)platinate(IV)

Conditions	Yield
In fluorosulphonic acid byproducts: CO2; condensing CO into a reactor contg. a soln. of Pt(SO3F)4 in HSO3F to give an initial pressure of 2 atm and stirring the soln. at room temp. overnight; removal of all volatiles in vacuo and further addn. of CO to the soln., formation of a yellow ppt. after CO additions over 2 d, filtn. of the ppt. and drying in vacuo over 2 d at ambient temp., elem. anal.;	A n/a B 80%

bis(fluorosulfuryl) peroxide (13709-32-5) + trifluoromethylsulfide (1493-15-8) → fluorosulfonyl anhydride (13036-75-4) + Bis(trifluoromethyl)disulfid (372-64-5) + sulfur dioxide (7446-09-5) + sulfur (7704-34-9)

Conditions	Yield
CF3SH:S2O6F2 molar ratio 1:1, from -183 to +25°C;	A n/a B 30% C n/a D n/a

dinitrogen difluoride (10578-16-2) + sulfur dioxide (7446-09-5) → fluorosulfonyl anhydride (13036-75-4) + fluorosulfonyl fluoride (640723-20-2, 2699-79-8, 12769-73-2) + thionyl tetrafluoride (173009-97-7, 118492-84-5, 13709-54-1) + thionyl fluoride (7783-42-8)

Conditions	Yield
byproducts: N2O, N2;

difluoroether (7783-41-7) + sulfur trioxide (7446-11-9) → fluorosulfonyl anhydride (13036-75-4) + fluorosulfonyl fluoride (640723-20-2, 2699-79-8, 12769-73-2) + sulfuryl difluoroperoxyde (13997-94-9)

Conditions	Yield
Irradiation (UV/VIS); excess OF2;	A n/a B n/a C <1

difluoroether (7783-41-7) + sulfur trioxide (7446-11-9) → fluorosulfonyl anhydride (13036-75-4) + sulfuryl difluoroperoxyde (13997-94-9)

Conditions	Yield
Irradiation (UV/VIS); 365 nm, room temp.;	A n/a B >99

sulfur trioxide (7446-11-9) + sodium fluoride → fluorosulfonyl anhydride (13036-75-4)

Conditions	Yield
150°C for 3 h with excess SO3;
3 h boiling of NaF and excess SO3 under backflow;

fluorosulfuryl hypofluorite (13536-85-1) + sulfur dioxide (7446-09-5) → fluorosulfonyl anhydride (13036-75-4)

Conditions	Yield
in nitrogen stream, in Ni-apparatus, 195°C, the reaction takes place at 25°C in 6 d;

fluorosulfuryl hypofluorite (13536-85-1) + sulfur dioxide (7446-09-5) → fluorosulfonyl anhydride (13036-75-4) + fluorosulfonyl fluoride (640723-20-2, 2699-79-8, 12769-73-2) + trisulfuryl fluoride (13709-33-6)

Conditions	Yield
Kinetics; in nitrogen stream, in Ni-apparatus, 60-120°C;

fluorosulfuryl hypofluorite (13536-85-1) + sulfur dioxide (7446-09-5) → fluorosulfonyl anhydride (13036-75-4) + fluorosulfonyl fluoride (640723-20-2, 2699-79-8, 12769-73-2) + trisulfuryl fluoride (13709-33-6) + bis(fluorosulfuryl) peroxide (13709-32-5)

Conditions	Yield
other Radiation; photochemical reaction with 253.7 nm radiation, 15-25°C, if the conc. of SO2 very small more FSO2OOSO2F forms;

boron trifluoride (7637-07-2) + sulfur trioxide (7446-11-9) → fluorosulfonyl anhydride (13036-75-4) + trisulfuryl fluoride (13709-33-6) + S4O11F2 (13709-34-7) + S5O14F2 + S6O17F2

Conditions	Yield
With sulfuric acid room temp., 70% H2SO4, further products;

calcium fluoride + sulfur trioxide (7446-11-9) → calcium sulfate + fluorosulfonyl anhydride (13036-75-4)

Conditions	Yield
byproducts: H2SO4; 100-300°C with excess SO3, then -25°C with 60-98% H2SO4;
byproducts: H2SO4; 100-300°C with excess SO3, then -25°C with 60-98% H2SO4;

sodium fluorosulfonate (14483-63-7) + sulfur trioxide (7446-11-9) → fluorosulfonyl anhydride (13036-75-4) + sodium fluoride + sodium sulfate (7757-82-6)

Conditions	Yield
140°C;

sulfur tetrafluoride (7783-60-0) + sulfur trioxide (7446-11-9) → fluorosulfonyl anhydride (13036-75-4) + fluorosulfonyl fluoride (640723-20-2, 2699-79-8, 12769-73-2) + thionyl fluoride (7783-42-8)

Conditions	Yield
50-150 °C, exclusion of oxygen, SO3:SF4 = 1:2;
50-150 °C, exclusion of oxygen, SO3:SF4 = 1:2;

sulfur trioxide (7446-11-9) + antimony pentafluoride (7783-70-2) → fluorosulfonyl anhydride (13036-75-4) + fluorosulfonyl fluoride (640723-20-2, 2699-79-8, 12769-73-2) + trisulfuryl fluoride (13709-33-6) + S4O11F2 (13709-34-7) + SbF4(1+)*SO3F(1-)=SbF4(SO3F) (16056-51-2)

Conditions	Yield
further products;
further products;

sulfur trioxide (7446-11-9) + antimony pentafluoride (7783-70-2) → fluorosulfonyl anhydride (13036-75-4) + Sb2O(SO4)4

Conditions	Yield

antimony dichloride trifluoride (7791-16-4) + sulfur trioxide (7446-11-9) → fluorosulfonyl anhydride (13036-75-4) + fluorosulfonylchloride (13637-84-8)

Conditions	Yield

sulfur trioxide (7446-11-9) + fluorosulphonic acid (7789-21-1) → fluorosulfonyl anhydride (13036-75-4)

Conditions	Yield
In further solvent(s) 100°C, some h, closed tube in H2SO3F;
In further solvent(s) 100°C, some h, closed tube in H2SO3F;

vanadium pentafluoride (7783-72-4, 44247-54-3) + sulfur trioxide (7446-11-9) → fluorosulfonyl anhydride (13036-75-4) + vanadium(V) oxytrifluoride (13709-31-4, 20888-71-5)

Conditions	Yield
room temp.;
room temp.;

sulfur trioxide (7446-11-9) + iodine pentafluoride → fluorosulfonyl anhydride (13036-75-4)

Conditions	Yield
in a steel bomb;

sulfur trioxide (7446-11-9) + iodine pentafluoride → fluorosulfonyl anhydride (13036-75-4) + trisulfuryl fluoride (13709-33-6) + bis(fluorosulfuryl) peroxide (13709-32-5) + BrF2(1+)*SO3F(1-)=BrF2SO3F (31299-19-1) + bromine(I) fluorosulfate (13997-93-8)

Conditions	Yield
byproducts: Br2(1+); liquid N2 temp.;

sulfur trioxide (7446-11-9) + potassium tetrafluoroborate (14075-53-7) → fluorosulfonyl anhydride (13036-75-4) + trisulfuryl fluoride (13709-33-6) + S4O11F2 (13709-34-7) + S5O14F2 + S6O17F2

Conditions	Yield
With sulfuric acid room temp., 70% H2SO4, further products;

sulfur trioxide (7446-11-9) + fluorine (7782-41-4) → fluorosulfonyl anhydride (13036-75-4)

Conditions	Yield
silver(II) fluoride In neat (no solvent) heating a SO3/N2/F2 at 100°C;;
silver(II) fluoride In neat (no solvent) heating a SO3/N2/F2 at 100°C;;

sulfur trioxide (7446-11-9) + fluorine (7782-41-4) → fluorosulfonyl anhydride (13036-75-4) + fluorosulfuryl hypofluorite (13536-85-1) + bis(fluorosulfuryl) peroxide (13709-32-5)

Conditions	Yield
In gas 170 °C, 2 equiv. of SO3;	A n/a B <1 C n/a
Irradiation (UV/VIS); λ=313 nm, excess F2;

bis(fluoroxy)difluoromethane (16282-67-0) + sulfur trioxide (7446-11-9) → fluorosulfonyl anhydride (13036-75-4) + Carbonyl fluoride (353-50-4) + oxygen (80937-33-3)

Conditions	Yield
Irradiation (UV/VIS); at UV light;

selenium (7782-49-2) + bis(fluorosulfuryl) peroxide (13709-32-5) → selenium(IV) oxide (7446-08-4) + fluorosulfonyl anhydride (13036-75-4)

Conditions	Yield
detected by electrical conductivity, freezing point and absorption spectrum;

pyrosulfuryl chloride (7791-27-7) + iodine pentafluoride (676353-70-1, 51096-45-8, 7783-66-6) → fluorosulfonyl anhydride (13036-75-4) + fluorosulfonyl fluoride (640723-20-2, 2699-79-8, 12769-73-2) + fluorosulfonylchloride (13637-84-8)

Conditions	Yield
In not given	A 0% B n/a C n/a
In not given	A 0% B n/a C n/a

fluorosulfonyl radical (12159-89-6) + SO3F (15181-47-2) → fluorosulfonyl anhydride (13036-75-4)

Conditions	Yield
In neat (no solvent, gas phase) Kinetics; Irradiation (UV/VIS); kinetics studied at 298 K; FSO2 and FSO3 radicals generated by 193-nm laser flash photolysis of FS(O2)O(O2)SF at total CO pressure ranging from 130 to 800 mbar; not isolated, detected by absorption spectroscopy;

bis(fluorosulfuryl) peroxide (13709-32-5) + mercury(II) oxide → fluorosulfonyl anhydride (13036-75-4) + mercury(II) fluorosulphate

Conditions	Yield
byproducts: O2;
byproducts: O2;

calcium fluoride + sulfur trioxide (7446-11-9) → fluorosulfonyl anhydride (13036-75-4)

Conditions	Yield
In neat (no solvent) excess SO3; 100-300°C;;
In neat (no solvent) excess SO3; 100-300°C;;

fluorosulfonyl anhydride (13036-75-4) + sodium pentacarbonyl manganate (13859-41-1) → fluorosulfonyl fluoride (640723-20-2, 2699-79-8, 12769-73-2) + dimanganese decacarbonyl (10170-69-1) + acetonitril-O,O-sulfitomanganese(II) tricarbonyl (195135-41-2) + carbon monoxide (201230-82-2) + sulfur dioxide (7446-09-5)

Conditions	Yield
In methyl cyclohexane N2 atm.; cooling (1 h, -78°C), stirring (room temp., 72 h); evapn. (1E-4 torr), extraction (pentane, toluene (25°C, 20 torr)), acetonitrile (30°C, 50 torr)), concn., crystn. (-20°C);	A n/a B n/a C 18% D n/a E n/a

fluorosulfonyl anhydride (13036-75-4) + sodium pentacarbonyl manganate (13859-41-1) → sodium fluorosulfonate (14483-63-7) + acetonitril-O,O-sulfitomanganese(II) tricarbonyl (195135-41-2) + μ-disulfito-dimanganesedecacarbonyl

Conditions	Yield
In methyl cyclohexane N2 atm.; cooling (1 h, -78°C), stirring (room temp., 72 h); evapn. (1E-4 torr), extraction (pentane, toluene (25°C, 20 torr)), acetonitrile (30°C, 50 torr)), concn., crystn. (-20°C);	A n/a B 18% C n/a

fluorosulfonyl anhydride (13036-75-4) + sodium pentacarbonyl manganate (13859-41-1) → fluorosulfonyl fluoride (640723-20-2, 2699-79-8, 12769-73-2) + sodium fluorosulfonate (14483-63-7) + acetonitril-O,O-sulfitomanganese(II) tricarbonyl (195135-41-2) + carbon monoxide (201230-82-2) + sulfur dioxide (7446-09-5)

Conditions	Yield
In acetonitrile N2 atm.; cooling (-78°C), heating (30 min, -40°C), stirring (2 h); extraction (pentane, toluene), dissoln. (CH3CN), centrifugation, addn. of toluene; elem. anal.;	A n/a B n/a C 10% D n/a E n/a

fluorosulfonyl anhydride (13036-75-4) + sodium pentacarbonyl manganate (13859-41-1) → dimanganese decacarbonyl (10170-69-1) + acetonitril-O,O-sulfitomanganese(II) tricarbonyl (195135-41-2) + μ-disulfito-dimanganesedecacarbonyl

Conditions	Yield
In acetonitrile N2 atm.; cooling (-78°C), heating (30 min, -40°C), stirring (2 h); extraction (pentane, toluene), dissoln. (CH3CN), centrifugation, addn. of toluene; elem. anal.;	A n/a B 10% C n/a

fluorosulfonyl anhydride (13036-75-4) + Na[CpMo(CO)3] (12107-35-6) → fluorosulfonyl fluoride (640723-20-2, 2699-79-8, 12769-73-2) + sodium fluorosulfonate (14483-63-7) + 2Mo(2+)*2C5H5(1-)*6CO*S2O5(2-)*99CH3CN=[Mo(C5H5)(CO)3(SO2)]2O*99CH3CN + carbon monoxide (201230-82-2) + sulfur dioxide (7446-09-5)

Conditions	Yield
In methyl cyclohexane N2 atm.; cooling (1 h, -78°C), stirring (room temp., 72 h); extraction (toluene (30°C, 30 torr), acetonitrile (vac.)), concn.(0.05 torr, 25°C), centrifugation, crystn. (PhMe/CH3CN, 10/1-1/3 );	A n/a B n/a C 5% D n/a E n/a

fluorosulfonyl anhydride (13036-75-4) + Na[CpMo(CO)3] (12107-35-6) → cyclopentadienylmolybdenum tricarbonyl dimer + 2Mo(2+)*2C5H5(1-)*6CO*S2O5(2-)*99CH3CN=[Mo(C5H5)(CO)3(SO2)]2O*99CH3CN

Conditions	Yield
In methyl cyclohexane N2 atm.; cooling (1 h, -78°C), stirring (room temp., 72 h); extraction (toluene (30°C, 30 torr), acetonitrile (vac.)), concn.(0.05 torr, 25°C), centrifugation, crystn. (PhMe/CH3CN, 10/1-1/3 );	A n/a B 5%

fluorosulfonyl anhydride (13036-75-4) + sodium(η5-cyclopentadienyl)tricarbonyltungstate(II) (12107-36-7) → bis(tricarbonyl(η-cyclopentadienyl)tungsten) + bis(η5-cyclopentadienyl)-μ-disulfito-ditungsten hexacarbonyl

Conditions	Yield
In acetonitrile N2 atm.; cooling (-78°C), heating (30 min, -40°C), stirring (2 h); extraction (toluene, CH3CN), centrifugation, addn. of toluene, pentane, Et2O, drying (vac., 40°C); elem. anal.;	A n/a B 2.5%

fluorosulfonyl anhydride (13036-75-4) + sodium(η5-cyclopentadienyl)tricarbonyltungstate(II) (12107-36-7) → fluorosulfonyl fluoride (640723-20-2, 2699-79-8, 12769-73-2) + sodium fluorosulfonate (14483-63-7) + bis(η5-cyclopentadienyl)-μ-disulfito-ditungsten hexacarbonyl + carbon monoxide (201230-82-2) + sulfur dioxide (7446-09-5)

Conditions	Yield
In acetonitrile N2 atm.; cooling (-78°C), heating (30 min, -40°C), stirring (2 h); extraction (toluene, CH3CN), centrifugation, addn. of toluene, pentane, Et2O, drying (vac., 40°C); elem. anal.;	A n/a B n/a C 2.5% D n/a E n/a

fluorosulfonyl anhydride (13036-75-4) + (1S-trans)-methyl 1-(1,3-benzodioxol-5-yl)-2,3-dihydro-3-oxo-5-propoxy-1H-indene-2-carboxylate → (S)-methyl 1-(1,3-benzodioxol-5-yl)-3-[(fluorosulfonyl)oxy]-5-propoxy-1H-indene-2-carboxylate

Conditions	Yield
With acetic acid In dichloromethane	55%, 99%

fluorosulfonyl anhydride (13036-75-4) + diphenylmethyl 7-phenoxyacetamido-3-hydroxy-3-cephem-4-carboxylate + 3-methyl-N-(3-methylbutyl)-1-butanamine (544-00-3) → diphenylmethyl 7-phenoxyacetamido-3-[(fluorosulfonyl)oxy]-3-cephem-4-carboxylate

Conditions	Yield
In dichloromethane; water	2.2 g (96%)

fluorosulfonyl anhydride (13036-75-4) + diphenylmethyl 2-<(3R,4R)-4-(2-benzothiazolyldithio)-2-oxo-3-(phenylacetylamino)-1-azetidinyl>-3-hydroxy-2-butenoate → diphenylmethyl 2-[(3R,4R)-4-[(benzothiazol-2-yl)dithio]-3-phenylacetamido-2-oxo-azetidin-1-yl]-3-fluorosulfonyloxy-2-butenoate

Conditions	Yield
With triethylamine In dichloromethane	2.67 g (95%)
With triethylamine In dichloromethane	2.67 g (95%)

fluorosulfonyl anhydride (13036-75-4) + diphenylmethyl 3-hydroxy-2-<(3R,4R)-2-oxo-3-(phenoxyacetylamino)-4-(p-tolylsulfonylthio)-1-azetidinyl>-2-butenoate (57561-96-3) → Diphenylmethyl 2-<(3R,4R)-<(p-toluenesulfonyl)thio>-3-(phenoxyacetamido)-2-oxoazetidin-1-yl>-3-<(fluorosulfonyl)oxy>-2-butenoate

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane; ethyl acetate	9.18 g (82%)

fluorosulfonyl anhydride (13036-75-4) → fluorosulfonyl fluoride (640723-20-2, 2699-79-8, 12769-73-2) + sulfur trioxide (7446-11-9)

Conditions	Yield
500°C;
500°C;

Upstream product

• 10578-16-2 dinitrogen difluoride 
• 7446-09-5 sulfur dioxide 
• 7783-41-7 difluoroether 
• 7446-11-9 sulfur trioxide 
• 7637-07-2 boron trifluoride 
• 14483-63-7 sodium fluorosulfonate 
• 7783-60-0 sulfur tetrafluoride 
• 7783-70-2 antimony pentafluoride 
• 7791-16-4 antimony dichloride trifluoride 
• 7789-21-1 fluorosulphonic acid 
• 7783-72-4 vanadium pentafluoride 
• 14075-53-7 potassium tetrafluoroborate 
• 7782-41-4 fluorine 
• 16282-67-0 bis(fluoroxy)difluoromethane 

Downstream Products

• 640723-20-2 fluorosulfonyl fluoride 
• 7446-11-9 sulfur trioxide 
• 7704-34-9 sulfur 
• 7789-21-1 fluorosulphonic acid 
• 10170-69-1 dimanganese decacarbonyl 
• 195135-41-2 acetonitril-O,O-sulfitomanganese(II) tricarbonyl 
• 201230-82-2 carbon monoxide 
• 7446-09-5 sulfur dioxide 
• 14483-63-7 sodium fluorosulfonate 

Relevant articles and documents

Sulfur oxyfluoride derivatives. III

The reaction of S2O6F2 with the anions CF3O-, SF5O-, -N(SO2F)2, and (NO2)2CCN- produced the corresponding covale

Limiting high-pressure rate coefficient for the recombination reaction FSO2 + FSO3 → FS(O2)O(O2)SF: An experimental and theoretical study

The kinetics of the recombination reaction FSO2 + FSO 3 → FS(O2)O(O2)SF has been studied at 298 K. Both radicals were generated by 193-nm laser flash photolysis of FS(O 2)O(O2)SF at total C

Synthesis and characterization of tetrakis(carbonyl)platinum(II) hexakis(fluorosulfato)platinate(IV), [Pt(CO)4][Pt(SO3F)6]

-

Hydrogen abstraction reactions of peroxydisulfuryl difluoride

Several new as well as a large number of known fluorosulfate-containing molecules have been synthesized via hydrogen radical abstraction with S2O6F2. In general, the reactions were moderated sufficiently to permit wide applicability of this synthetic approach by dilution of the reactants and by lowering of the temperature. Amine, alcohol, aromatic, aliphatic, perfluoroalkyl, hydrogen halide, and thiol hydrogens were easily abstracted and in most cases converted to stable fluorosulfate products.