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Sulfluramid
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  • Name Sulfluramid
  • EINECS223-980-3
  • CAS No. 4151-50-2
  • Density1.665 g/cm3
  • PSA54.55000
  • LogP6.36430
  • SolubilityInsoluble (25 °C)
  • Melting Point75-85 °C
  • FormulaC10H6F17NO2S
  • Boiling Point246.6 °C at 760 mmHg
  • Molecular Weight527.202
  • Flash Point102.9 °C
  • Transport InformationN/A
  • AppearanceTan powder
  • Safety36/37-61
  • Risk Codes21-22-51/53
  • Molecular Structure
    Molecular Structure of 4151-50-2 (Sulfluramid)
  • Hazard SymbolsIrritantXi
  • SynonymsIrritantXi
  • Article Data9

Sulfluramid Synthetic route

307-35-7

perfluorooctyl sulfofluorure

75-04-7

ethylamine

4151-50-2

N-ethyl-1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-heptadecafluorooctane-1-sulfonamide

Conditions
ConditionsYield
Stage #1: perfluorooctyl sulfofluorure; ethylamine With triethylamine In diethyl ether at 0 - 20℃; for 17h;
Stage #2: With sodium hydrogencarbonate In diethyl ether for 3h; Heating; Further stages.;		56%
In diethyl ether anhydr. ether, at -5 to 0°C, 2.75 h;
With triethylamine In di-isopropyl ether for 4h; Reflux;
In diethyl ether anhydr. ether, at -5 to 0°C, 2.75 h;
423-60-9

perfluorooctanesulphonyl chloride

25152-55-0, 60435-94-1, 73602-62-7, 127322-37-6, 130089-03-1

tri-n-butylamine hydrofluoride

75-04-7

ethylamine

A

4151-50-2

N-ethyl-1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-heptadecafluorooctane-1-sulfonamide

B

N,N-dibutyl perfluorooctanesulfonamide

Conditions
ConditionsYield
In various solvent(s)A 0.05 mol
B 0.005 mol
423-60-9

perfluorooctanesulphonyl chloride

75-04-7

ethylamine

A

4151-50-2

N-ethyl-1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-heptadecafluorooctane-1-sulfonamide

B

C8HF17O2S

C

C8HF17O2S*C2H7N

Conditions
ConditionsYield
In dichloromethane Product distribution; var. solv, investigated;
307-35-7

perfluorooctyl sulfofluorure

75-04-7

ethylamine

A

65756-36-7

hydrogen fluoride ethylamine

B

4151-50-2

N-ethyl-1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-heptadecafluorooctane-1-sulfonamide

Conditions
ConditionsYield
In diethyl ether at -30-0°C,2.75 h;
In diethyl ether at -30-0°C,2.75 h;
4151-50-2

N-ethyl-1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-heptadecafluorooctane-1-sulfonamide

540-51-2

2-bromoethanol

1691-99-2

N-ethyl-N-(2-hydroxyethyl)-perfluorooctane-1-sulfonamide

Conditions
ConditionsYield
With potassium carbonate; sodium iodide In acetone for 48h; Heating;99%
4151-50-2

N-ethyl-1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-heptadecafluorooctane-1-sulfonamide

102229-10-7

2-(tert-butyldimethylsilyloxy)ethanol

1017593-64-4

1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-heptadecafluorooctane-1-sulfonic acid [2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-ethyl-amide

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; triphenylphosphine In diethyl ether at 0 - 25℃; Mitsunobu reaction; sonication;98%
927-68-4

bromoethyl acetate

4151-50-2

N-ethyl-1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-heptadecafluorooctane-1-sulfonamide

1017593-63-3

2-(N-ethyl-perfluorooctylsulfonamido)ethyl acetate

Conditions
ConditionsYield
With potassium carbonate; sodium iodide In acetone for 36h; Heating;92%
4151-50-2

N-ethyl-1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-heptadecafluorooctane-1-sulfonamide

96-32-2

bromoacetic acid methyl ester

87988-69-0

methyl 2-(N-ethyl-perfluorooctanesulfonamido) acetate

Conditions
ConditionsYield
With potassium carbonate; sodium iodide In acetone for 3h; Heating;90%
108-77-0

1,3,5-trichloro-2,4,6-triazine

4151-50-2

N-ethyl-1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-heptadecafluorooctane-1-sulfonamide

N-(4,6-dichloro-1,3,5-triazin-2-yl)-N-ethyl-1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-heptadecafluorooctane-1-sulfonamide

Conditions
ConditionsYield
Stage #1: N-ethyl-1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-heptadecafluorooctane-1-sulfonamide With sodium In ethanol for 0.5h; Metallation;
Stage #2: 1,3,5-trichloro-2,4,6-triazine In acetone at -78 - 20℃; for 2h; Substitution;		72%
96-35-5

glycolic acid methyl ester

4151-50-2

N-ethyl-1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-heptadecafluorooctane-1-sulfonamide

87988-69-0

methyl 2-(N-ethyl-perfluorooctanesulfonamido) acetate

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; triphenylphosphine In diethyl ether at 0 - 25℃; Mitsunobu reaction; sonication;67%

Sulfluramid Chemical Properties

Empirical Formula: C10H6F17NO2S
Molecular Weight: 527.198 g/mol
EINECS: 223-980-3
Index of Refraction: 1.32
Density: 1.665 g/cm3
Flash Point: 102.9 °C
Melting point: 75-85 °C
Appearance: Tan powder
Enthalpy of Vaporization: 48.37 kJ/mol
Boiling Point: 246.6 °C at 760 mmHg
Vapour Pressure: 0.0269 mmHg at 25 °C
Structure of Sulfluramid (CAS NO.4151-50-2):
                   
IUPAC Name: N-Ethyl-1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-heptadecafluorooctane-1-sulfonamide
Product Category of Sulfluramid (CAS NO.4151-50-2): Organics;Sulfur & Selenium Compounds;Pesticide & intermediate;Metal Isotopes

Sulfluramid Uses

 Sulfluramid (CAS NO.4151-50-2) can be used as emulsifier, wetting agent, and organic fluorine.

Sulfluramid Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
quail LD50 oral 473mg/kg (473mg/kg)   Pesticide Manual. Vol. 9, Pg. 773, 1991.
rat LD50 oral 543mg/kg (543mg/kg)   Pesticide Manual. Vol. 9, Pg. 773, 1991.

Sulfluramid Safety Profile

Hazard Codes: IrritantXi
Hazard Note: Irritant

Sulfluramid Specification

 Sulfluramid , its cas register number is 4151-50-2. It also can be N-Ethyl perfluorooctanesulfonamide ; and N-Ethyl-1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-heptadecafluoro-octanesulfonamide .

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