• Name

  Sulfluramid

• EINECS 223-980-3
• CAS No. 4151-50-2
• Article Data9
• CAS DataBase
• Density 1.665 g/cm³
• Solubility Insoluble (25 °C)
• Melting Point 75-85 °C
• Formula C₁₀H₆F₁₇NO₂S
• Boiling Point 246.6 °C at 760 mmHg
• Molecular Weight 527.202
• Flash Point 102.9 °C
• Transport Information
• Appearance Tan powder
• Safety 36/37-61
• Risk Codes 21-22-51/53
• Molecular Structure
• Hazard Symbols Xi
• Synonyms AI 3-29757;Alstar;Alstar (pesticide);FX 12;FiniTron;GX 071;Mirex S;N-Ethylperfluorooctanesulfonamide;N-Ethylperfluorooctylsulfonamide;Volcano;Volcano (insecticide);
• PSA 54.55000
• LogP 6.36430

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

Conditions	Yield
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

Conditions	Yield
In various solvent(s)	A 0.05 mol B 0.005 mol

...Expand

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

Conditions	Yield
In dichloromethane Product distribution; var. solv, investigated;

...Expand

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

Conditions	Yield
In diethyl ether at -30-0°C,2.75 h;
In diethyl ether at -30-0°C,2.75 h;

...Expand

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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

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

675-14-9

trifluoro-[1,3,5]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-difluoro-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

Conditions	Yield
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 methanol for 1h; Metallation; Stage #2: trifluoro-[1,3,5]triazine In acetone at -78℃; for 3h; Substitution;	31%

2549-51-1

vinyl chloroacetate

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

678-36-4

N-ethyl-N-(heptadecafluoro-octane-1-sulfonyl)-glycine vinyl 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

1691-99-2

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

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 92 percent / potassium carbonate; NaI / acetone / 36 h / Heating 2: 93 percent / aq. potassium hydroxide / 3 h / Heating View Scheme
Multi-step reaction with 2 steps 1: 98 percent / diisopropyl azodicarboxylate; triphenylphosphine / diethyl ether / 0 - 25 °C / sonication 2: 96 percent / aq. HCl / methanol / 48 h / 25 °C View Scheme
With potassium hydroxide und Erwaermen des Reaktionsprodukts mit 2-Chlor-aethanol;

96-49-1

[1,3]-dioxolan-2-one

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

1691-99-2

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

Conditions

Conditions	Yield
With pyridine at 176℃;

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

2991-50-6

2-(N-ethyl-perfluorooctane sulfonamido) acetic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 90 percent / potassium carbonate; sodium iodide / acetone / 3 h / Heating 2: 40 percent / aq. NaOH / dioxane / 2 h / 65 °C View Scheme
Multi-step reaction with 2 steps 1: 67 percent / diisopropyl azodicarboxylate; triphenylphosphine / diethyl ether / 0 - 25 °C / sonication 2: 40 percent / aq. NaOH / dioxane / 2 h / 65 °C View Scheme

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

599-58-6

adipic acid bis-{2-[ethyl-(heptadecafluoro-octane-1-sulfonyl)-amino]-ethyl ester}

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: potassium hydroxide / und Erwaermen des Reaktionsprodukts mit 2-Chlor-aethanol View Scheme

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

106-95-6

allyl bromide

24924-36-5

C13H10F17NO2S

Conditions

Conditions	Yield
With potassium hydroxide In water; dimethyl sulfoxide at 20℃; for 14.5 - 16.5h;

Sulfluramid Chemical Properties

Sulfluramid Uses

Sulfluramid Toxicity Data With Reference

Sulfluramid Safety Profile

Sulfluramid Specification