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Sigma-Aldrich

Nonafluorobutane-1-sulfonic acid

97%

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Synonym(s):
1,1,2,2,3,3,4,4,4-Nonafluoro-1-butanesulfonic acid, 1-Perfluorobutanesulfonic acid, Nonafluoro-1-butanesulfonic acid, Nonafluorobutan-1-sulfonic acid, Nonafluorobutanesulfonic acid, Perfluorobutanesulfonic acid, n-Nonafluorobutanesulfonic acid
Linear Formula:
CF3(CF2)3SO3H
CAS Number:
375-73-5
Molecular Weight:
300.10
EC Number:
206-793-1
MDL number:
MFCD01320794
PubChem Substance ID:
24880050
NACRES:
NA.22

Assay

97%

refractive index

n20/D 1.3230 (lit.)

bp

112-114 °C/14 mmHg (lit.)

density

1.811 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

OS(=O)(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F

InChI

1S/C4HF9O3S/c5-1(6,3(9,10)11)2(7,8)4(12,13)17(14,15)16/h(H,14,15,16)

InChI key

JGTNAGYHADQMCM-UHFFFAOYSA-N

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General description

Nonafluorobutane-1-sulfonic acid is a colorless liquid that can be considered as a superacid, which can be synthesized by reacting 1-iodononafluorobutane with sodium dithionite in the presence of sodium bicarbonate in acetonitrile/water.

Application

Nonafluorobutane-1-sulfonic acid may be used as catalyst in the synthesis of 6-chloro-6H-dibenz[c,e][1,2]oxaphosphorin and N-benzylpyridin-2-amine.

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H302 - H314

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1B

Supplementary Hazards

EUH014

Storage Class Code

8A - Combustible, corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

350.6 °F - Pensky-Martens closed cup

Flash Point(C)

177 °C - Pensky-Martens closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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"Superacid-catalyzed Friedel?Crafts phosphination of 2-hydroxybiphenyls with phosphorus trichloride"
Ito T, et al.
Heteroatom Chem., 27(5), 336-342 (2016)
Black D
Science of Synthesis: Houben-Weyl Methods of Molecular Transformations, 15 (2014)
Weipeng Qi et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 120, 340-345 (2018-07-22)
Perfluorobutanesulfonic acid (PFBS) is used as the replacement of perfluorooctanesulfonic acid (PFOS) since 2000 because of the concern on PFOS' persistence in the environment and the bioaccumulation in animals. Accumulating evidence has shown the correlation between the exposure to perfluorinated
Lizhu Tang et al.
Chemosphere, 256, 127169-127169 (2020-05-29)
Parental exposure to perfluorobutane sulfonate (PFBS), an aquatic pollutant of emerging concern, is previously found to impair the embryonic development of offspring. However, the impairing mechanisms remain to clarify. In the present study, adult zebrafish were exposed to 0, 10
Karilyn E Sant et al.
Toxicological sciences : an official journal of the Society of Toxicology, 167(1), 258-268 (2018-09-22)
Following the phase-out of highly persistent perfluorosulfonates in the United States from non-stick and stain-resistant products in the early 2000s, perfluorobutanesulfonic acid (PFBS) has replaced these compounds as a primary surfactant. Measurements of PFBS in environmental and human samples have
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