Nonafluorobutanesulfonyl fluoride
- CAS No.
- 375-72-4
- Chemical Name:
- Nonafluorobutanesulfonyl fluoride
- Synonyms
- PBSF;1,1,2,2,3,3,4,4,4-Nonafluorobutane-1-sulfonyl fluoride;PERFLUORO-1-BUTANESULFONYL FLUORIDE;FC-4;PERFLUOROBUTANESULFONYL FLUORIDE;Perfluoro n-butylsulfonyl fluoride;Nonafluorobutane-1-sulfonyl fluoride;Nonaflylfluoride;FX-4;50KGS/DRUM
- CBNumber:
- CB3208090
- Molecular Formula:
- C4F10O2S
- Molecular Weight:
- 302.09
- MDL Number:
- MFCD00007422
- MOL File:
- 375-72-4.mol
- MSDS File:
- SDS
| Melting point | -110°C |
|---|---|
| Boiling point | 64 °C (lit.) |
| Density | 1.682 g/mL at 25 °C (lit.) |
| vapor pressure | 16.665kPa at 20℃ |
| refractive index |
n |
| Flash point | 65-66°C |
| storage temp. | Keep in dark place,Sealed in dry,Store in freezer, under -20°C |
| solubility | Chloroform (Sparingly), Methanol (Sparingly) |
| form | Liquid |
| color | Colorless to yellow |
| Specific Gravity | 1.682 |
| Water Solubility | Hydrolyses in water. |
| Sensitive | Moisture Sensitive |
| BRN | 1813589 |
| Stability | Hygroscopic |
| InChIKey | LUYQYZLEHLTPBH-UHFFFAOYSA-N |
| CAS DataBase Reference | 375-72-4(CAS DataBase Reference) |
| FDA UNII | WC4FPA9BCM |
| NIST Chemistry Reference | Nonafluorobutanesulfonyl fluoride(375-72-4) |
| EPA Substance Registry System | 1-Butanesulfonyl fluoride, 1,1,2,2,3,3,4,4,4-nonafluoro- (375-72-4) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS05 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Danger | |||||||||
| Hazard statements | H314 | |||||||||
| Precautionary statements | P280-P303+P361+P353-P304+P340+P310-P305+P351+P338-P363-P405 | |||||||||
| Hazard Codes | C | |||||||||
| Risk Statements | 34 | |||||||||
| Safety Statements | 26-36/37/39-45-25 | |||||||||
| RIDADR | UN 3265 8/PG 2 | |||||||||
| WGK Germany | 3 | |||||||||
| F | 10-21 | |||||||||
| Hazard Note | Corrosive | |||||||||
| TSCA | Yes | |||||||||
| HazardClass | 8 | |||||||||
| PackingGroup | II | |||||||||
| HS Code | 29049090 | |||||||||
| NFPA 704 |
|
Nonafluorobutanesulfonyl fluoride price More Price(41)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 319732 | Perfluoro-1-butanesulfonyl fluoride 96% | 375-72-4 | 25g | $98.5 | 2024-03-01 | Buy |
| Sigma-Aldrich | 319732 | Perfluoro-1-butanesulfonyl fluoride 96% | 375-72-4 | 100g | $194 | 2024-03-01 | Buy |
| TCI Chemical | P1098 | Perfluoro-1-butanesulfonyl Fluoride >93.0%(GC) | 375-72-4 | 25g | $79 | 2024-03-01 | Buy |
| TCI Chemical | P1098 | Perfluoro-1-butanesulfonyl Fluoride >93.0%(GC) | 375-72-4 | 250g | $460 | 2024-03-01 | Buy |
| Alfa Aesar | B21322 | Nonafluorobutanesulfonyl fluoride, 90+% | 375-72-4 | 5g | $24.65 | 2024-03-01 | Buy |
Nonafluorobutanesulfonyl fluoride Chemical Properties,Uses,Production
Description
1,1,2,2,3,3,4,4,4-Nonafluorobutane-1-sulfonyl fluoride (NfF) also called Nonafluorobutanesulfonyl fluoride is a versatile compound in organic synthesis. It can be used as a fluoride source for the nucleophilic introduction of fluorine, but it is also frequently applied as sulfonylation reagent generating intermediates with strong electron withdrawing perfluorinated alkyl substituents.
Chemical Properties
Nonafluorobutanesulfonyl fluoride 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.
Uses
Nonafluorobutanesulfonyl fluoride can be used as a general-purpose diazotransfer reagent with high efficiency, wide substrate range, good shelf stability, relatively low cost, and easy purification. It is a favourable alternative to other commonly used diazotransfer reagents[1]. In addition, Nonafluorobutanesulfonyl fluoride was used in the formation of a new dehydrated glycosylation scheme. In contrast to the main classical glycosylation reactions, this scheme glycosylation reaction is carried out under mildly alkaline conditions. In the absence of an external acceptor, the glycosyl hemiacetal undergoes self-condensation, providing the corresponding symmetric 1,1'- disaccharide in high yield[2].
Uses
Benzynes were generated from o-(trimethylsilyl) phenols using nonafluorobutanesulfonyl fluoride (NfF) by a domino process.Nonafluorobutanesulfonyl fluoride (nonaflyl fluoride, C 4 F 9 SO 2 F, NfF) is the most widely used commercially available reagent for the synthesis of nonaflates.
Application
Perfluoro-1-butanesulfonyl fluoride (NfF) reacts with alcohols, including phenols, to yield nonafluorobutanesulfonate esters (nonaflates). Nonaflates can be used as electrophiles in several palladium-catalyzed cross coupling reactions and in Buchwald-Hartwig amination. NfF can also be used to prepare aryl nonaflates by reacting with corresponding aryloxysilanes in the presence of fluoride ion.
Synthesis
NfF(Nonafluorobutanesulfonyl fluoride) is produced on industrial scale by anodic fluorination of sulfolene (1, Scheme 1),3 therefore it is a fairly cheap reagent and commercially available from several suppliers. The compound is bench-stable and storable for years, nontoxic and easy to handle.
storage
Store in amber colored bottles protected from light; for prolonged storage, PVC bottles are recommended.
References
[1] JOSE LUIS CHIARA; José R S. Synthesis of α-Diazo Carbonyl Compounds with the Shelf-Stable Diazo Transfer Reagent Nonafluorobutanesulfonyl Azide[J]. Advanced Synthesis & Catalysis, 2011. DOI:10.1002/adsc.201000846.
[2] YU TANG; Biao Y; D Prabhakar Reddy. A dehydrative glycosylation protocol mediated by nonafluorobutanesulfonyl fluoride (NfF)[J]. Tetrahedron, 2021. DOI:10.1016/j.tet.2020.131800.
Nonafluorobutanesulfonyl fluoride Preparation Products And Raw materials
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| JIANGXI TIME PHARMACEUTICAL CO.,LTD | +86-0794-7183888 +86-13155888520 | sales@groupchem.com | China | 27 | 58 |
| Henan Tianfu Chemical Co.,Ltd. | +86-0371-55170693 +86-19937530512 | info@tianfuchem.com | China | 21634 | 55 |
| henan kanbei chemical co.,ltd | +undefined-86-1523780-4566 +undefined15237804566 | henankanbeichemical@163.com | China | 511 | 58 |
| Wuhan Silworld Chemical Co.,Ltd | +86-027-85613400 +86-15827173649 | info@silworldchemical.com | China | 178 | 58 |
| Hebei Mojin Biotechnology Co., Ltd | +86 13288715578 +8613288715578 | sales@hbmojin.com | China | 12841 | 58 |
| Hebei Yanxi Chemical Co., Ltd. | +8617531190177 | peter@yan-xi.com | China | 5857 | 58 |
| Hebei Weibang Biotechnology Co., Ltd | +8617732866630 | bess@weibangbio.com | China | 18153 | 58 |
| Hebei Kingfiner Technology Development Co.Ltd | +86-15532196582 +86-15373005021 | lisa@kingfinertech.com | China | 3010 | 58 |
| Suzhou Yuanrui Bio-Tech Co., Ltd | +86-18106132862 +86-18106132862 | sales02@yuanruibio.com | China | 285 | 58 |
| Hebei Xinsheng New Material Technology Co., LTD. | +86-16632316109 | xinshengkeji@xsmaterial.com | China | 1085 | 58 |
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View Lastest Price from Nonafluorobutanesulfonyl fluoride manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2024-11-29 | Nonafluorobutanesulfonyl fluoride
375-72-4
|
US $6.00 / kg | 1kg | More than 99% | 2000KG/Month | Hebei Longbang Technology Co., Ltd | |
 |
2024-11-29 | Nonafluorobutane Sulfonyl fluoride
375-72-4
|
US $0.00 / KG | 1KG | 98%min | 30tons/month | WUHAN FORTUNA CHEMICAL CO., LTD | |
 |
2024-11-29 | Nonafluorobutanesulfonyl fluoride
375-72-4
|
US $2.00 / kg | 1kg | 99% | 500mt | Jinan Finer Chemical Co., Ltd |
-
- Nonafluorobutanesulfonyl fluoride
375-72-4
- US $6.00 / kg
- More than 99%
- Hebei Longbang Technology Co., Ltd
-
- Nonafluorobutane Sulfonyl fluoride
375-72-4
- US $0.00 / KG
- 98%min
- WUHAN FORTUNA CHEMICAL CO., LTD
-
- Nonafluorobutanesulfonyl fluoride
375-72-4
- US $2.00 / kg
- 99%
- Jinan Finer Chemical Co., Ltd
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