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Key Documents

435597

Sigma-Aldrich

Sulfuric acid, fuming

reagent grade, 20%, as free SO3

Synonym(s):

Oleum

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About This Item

Linear Formula:
H2SO4 · (SO3)x
CAS Number:
Molecular Weight:
98.08
Beilstein:
2037554
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.21

grade

reagent grade

Quality Level

vapor density

3 (vs air)

vapor pressure

2 mmHg ( 25 °C)

form

liquid

concentration

20% (free SO3)

density

1.925 g/mL at 25 °C (lit.)

SMILES string

O=S(=O)=O.OS(O)(=O)=O

InChI

1S/H2O4S.O3S/c1-5(2,3)4;1-4(2)3/h(H2,1,2,3,4);

InChI key

HIFJUMGIHIZEPX-UHFFFAOYSA-N

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General description

Fuming sulfuric acid is an inorganic acid, that can be produced by the addition of sulfur trioxide to concentrated sulfuric acid. It is commonly used as a sulfonating reagent in sulfonation reactions. When fuming sulfuric acid is employed as reaction medium, bromination takes place only in the pyridine nucleus of isomeric methylpyridines and 2,6-dimethylpyridine. It can also oxidize fullerene C60 to form fullerene polymers.

Application

Fuming sulfuric acid may be used as a sulfonating agent for the synthesis of:
  • sulfonated poly(1,4-phenylene sulfide)
  • water-soluble polyphosphazene polyelectrolyte
  • sulfated graphene

Pictograms

Skull and crossbonesCorrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 2 Inhalation - Skin Corr. 1A - STOT SE 3

Target Organs

Respiratory system

Supplementary Hazards

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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Daley RF and Daley SJ.
Organic Chemistry, Part 3 of 3, 801-801 null
Sulfated graphene as an efficient solid catalyst for acid-catalyzed liquid reactions.
Liu F, et al.
Journal of Materials Chemistry, 22(12), 5495-5502 (2012)
Bromination of methylpyridines in fuming sulfuric acid.
Van der Does L and Hertog HJD.
Rec. Trav. Chim., 84(7), 951-964 (1965)
Sulfonation of poly (propylene) films with fuming sulfuric acid.
Kaneko M and Sato H.
Macromolecular Chemistry and Physics, 206(4), 456-463 (2005)
Dispersion of single-walled carbon nanotubes in water with polyphosphazene polyelectrolyte.
Park HJ, et al.
Journal of Inorganic and Organometallic Polymers and Materials, 16(4), 359-364 (2006)

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