Nonafluorobutane-1-sulfonic acid Chemical Properties

Boiling point:

112-114 °C/14 mmHg (lit.)

Density 

1.811 g/mL at 25 °C (lit.)

vapor pressure 

7Pa at 20℃

refractive index 

n20/D 1.3230(lit.)

Flash point:

>230 °F

storage temp. 

2-8°C

solubility 

Soluble in water

form 

clear liquid

pka

-3.57±0.50(Predicted)

color 

Colorless to Light yellow to Light orange

Water Solubility 

1000g/L at 20℃

LogP

-0.34 at 23℃

CAS DataBase Reference

375-73-5(CAS DataBase Reference)

EPA Substance Registry System

Perfluorobutanesulfonic acid (375-73-5)

Safety Information

Hazard Codes 

C

Risk Statements 

14-22-34

Safety Statements 

26-36/37/39-45

RIDADR 

UN 3265 8/PG 2

WGK Germany 

3

RTECS 

EK5930000

HazardClass 

CORROSIVE

PackingGroup 

III

HS Code 

29049090

Hazardous Substances Data

375-73-5(Hazardous Substances Data)

Toxicity

LD50 orl-rat: 430 mg/kg ATDAEI 15(Suppl 1),S105,1996

MSDS

• Language:English Provider:SigmaAldrich

Nonafluorobutane-1-sulfonic acid Usage And Synthesis

Chemical Properties

Nonafluorobutane-1-sulfonic acid is a colorless liquid. Perfluoro butyl sulfonate has the ability to react violently with water, so preventing exposure tomoisture should be a priority. It may also be incompatible with strong oxidizers. Upon decomposition, PFBS can form carbon oxides, sulfur oxides, and hydrogen fluoride.

Uses

Perfluoro butyl sulfonate (PFBS, nonafluoro-1-butanesulfonic acid, perfluorobutane sulfonic acid, 1-perfluorobutane sulfonic acid) is a four-carbon compound in the perfluoroalkyl family of chemicals. It can be found in stain repellents used for carpets and furniture. A specific form of the chemical, potassium perfluorobutane sulfonate, is being used as a flame retardant in place of brominated retardants. Perfluoro butyl sulfonate is being used as a substitute for other perfluoroalkyl compounds because it is not believed to bioaccumulate in the environment.
Nonafluorobutane-1-sulfonic acid 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.
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.

Uses

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.

Definition

ChEBI: A perfluoroalkanesulfonic acid that is butane-1-sulfonic acid in which all of the hydrogens of the butyl group have been replaced by fluorines.

General Description

Nonafluorobutane-1-sulfonic acid 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.

Safety Profile

A poison by ingestion.When heated to decomposition it emits toxic vapors of SOx and Clí.

Synthesis

Anhydrous sulfuric acid (37 g, 360 moles) was placed in a glass round-bottomed flask equipped with a magnetic stir bar, a reflux condenser, a thermometer, and a solid dispenser. Perfluorobutane sulfonate sodium salt (C4F9SO3Na, 35 g, 109 mmol) was placed in the dispenser and added to the acid for 10 minutes. No exothermic reaction was observed. The mixture was stirred at 120°C for 30 minutes at 1,000 rpm. 19F-NMR followed the progress of the reaction. Once the complete conversion of acid was observed, the internal temperature was raised to 140°C, and a vacuum (0.8 mbar residual pressure) was applied to the reaction mixture to distill Nonafluorobutane-1-sulfonic acid as a clear liquid.

Environmental Fate

Perfluoro butyl sulfonate is embedded into the carpet and furniture to offer protection against stains and spills. It is also applied to various household products as it may play a role in the retarding of flames during a fire. Over time as furniture, carpet, and other household products begin to degrade, the chemical may be introduced into the indoor environment in house dust. Perfluoro butyl sulfonate, along with other perfluoroalkyl compounds, has been detected in house dust samples indicating a potential route for exposure for occupants (Strynar and Lindstrom, 2008). Frequent vacuuming and dust removal can prevent buildup of the contaminant in household dust and the indoor environment. Perfluoro butyl sulfonate can also be found in water systems as a result of human waste streams. Samples of tap water collected in China, Japan, India, the United States, and Canada, all contained detectable levels of PFBS (Mak et al., 2009). While the chemical has been detected in both the indoor environment and drinking water, the lack of toxicological data related to PFBS makes it hard to determine what levels of exposure are acceptable.

Nonafluorobutane-1-sulfonic acid(375-73-5)Related Product Information

• Nonafluorobutane-1-sulfonic acid
• Triphenyl sulfonium salt with 1,1,2,2,3,3,4,4,4-nonafluoro-1-butanesulfonic acid(1:1)
• Potassium nonafluoro-1-butanesulfonate
• 2,2,2-Trifluoroethyl perfluorobutylsulfonate
• Nonafluorobutanesulfonyl fluoride
• 1-Butanesulfonic acid
• 1-BUTANESULFONIC ACID
• N-MORPHOLINIUM NONAFLUOROBUTANESULFONATE
• TRIMETHYLSILYL NONAFLUOROBUTANESULFONATE
• ZINC NONAFLATE
• PERFLUOROBUTANESULFONIC ACID TETRABUTYLAMMONIUM SALT
• T-BUTYL 2-[4-(DIPHENYLSULFONIUM)PHENOXY]ACETATE, NONAFLATE SALT
• NONAFLUOROBUTANESULFONIC ANHYDRIDE 97
• MAGNESIUM NONAFLUOROBUTANESULFONATE
• 1H,1H-HEPTAFLUOROBUTYL NONAFLUOROBUTANESULFONATE
• NONAFLUORO-1-BUTANESULFONIC ACID LITHIUM SALT
• Bis(4-tert-butylphenyl)iodonium perfluoro-1-butanesulfonate
• 1,1,2,2,3,3,4,4,4-Nonafluoro-1-butanesulfonic acid ammonium salt