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242772

Sigma-Aldrich

Sulfamic acid

ReagentPlus®, ≥99%

Synonym(s):

Amidosulfonic acid

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About This Item

Linear Formula:
NH2SO3H
CAS Number:
5329-14-6
Molecular Weight:
97.09
EC Number:
226-218-8
MDL number:
MFCD00011603
UNSPSC Code:
12352106
PubChem Substance ID:
329752619
NACRES:
NA.21

product line

ReagentPlus®

Assay

≥99%

form

powder or crystals

mp

215-225 °C (dec.) (lit.)

solubility

water: 50 mg/mL, clear, colorless

density

2.151 g/cm3 at 25 °C

SMILES string

NS(O)(=O)=O

InChI

1S/H3NO3S/c1-5(2,3)4/h(H3,1,2,3,4)

InChI key

IIACRCGMVDHOTQ-UHFFFAOYSA-N

Gene Information

human ... CA1(759) , CA2(760)

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General description

Sulfamic acid (H2NSO3H) is a strong inorganic acid. It exists in zwitterionic form and neutral forms. Zwitterionic form is more stable than neutral form.
The ability of sulfamic acid/zinc powder to reduce nitrate to nitrogen gas under acidic condition has been utilized to denitrify nitrate-rich wastewater.

Application

Sulfamic acid (H2NSO3H) may be used in the following studies:
  • As a catalyst in the synthesis of aryl-14H-dibenzo[a.j]xanthenes.
  • As a green catalyst for the liquid Beckmann rearrangement of ketoxime in dried acetonitrile.
  • As a nitrogen source as well as an in situ activator of hydroxy groups in the direct iridium-catalyzed synthesis of primary allylic amines from allylic alcohols.
  • Synthesis of polysubstituted quinolones.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H412

Hazard Classifications

Aquatic Chronic 3 - Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

8B - Non-combustible corrosive hazardous materials

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Denitrification of simulated nitrate-rich wastewater using sulfamic acid and zinc scrap.
Jang JH, et al.
Chemical Papers, 65(4), 437-446 (2011)
Sulfamic acid: a novel and efficient catalyst for the synthesis of aryl-14H-dibenzo [a. j] xanthenes under conventional heating and microwave irradiation.
Rajitha B, et al.
Tetrahedron Letters, 46(50), 8691-8693 (2005)
Sulfamic acid: an efficient, cost-effective and recyclable solid acid catalyst for the Friedlander quinoline synthesis.
Yadav JS, et al.
Tetrahedron Letters, 46(42, 7249-7253 (2005)
Iridium-catalyzed synthesis of primary allylic amines from allylic alcohols: sulfamic acid as ammonia equivalent.
Christian Defieber et al.
Angewandte Chemie (International ed. in English), 46(17), 3139-3143 (2007-03-14)
Sulfamic acid as a cost-effective and recyclable catalyst for liquid Beckmann rearrangement, a green process to produce amides from ketoximes without waste.
Wang B, et al.
Tetrahedron Letters, 45(17), 3369-3372 (2004)
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