Sulfamic acid

Name: Sulfamic acid
Brand: SIGALD

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

Key Documents

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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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This Item	242780	481505	11358
Sigma-Aldrich 242772 Sulfamic acid	Sigma-Aldrich 242780 Sulfamic acid	Sigma-Aldrich 481505 Sulfamic acid	Supelco 11358 Sulfamic acid
assay ≥99%	assay 98%	assay 99.999% trace metals basis	assay 99.0-101.0% (T)
Quality Level 100	Quality Level 100	Quality Level 100	Quality Level 100
form powder or crystals	form powder or crystals	form crystals	form -
solubility water: 50 mg/mL, clear, colorless	solubility water: 213 g/L at 20 °C, water: 470 g/L at 80 °C	solubility -	solubility -
density 2.151 g/cm³ at 25 °C	density 2.151 g/cm³ at 25 °C	density 2.151 g/cm³ at 25 °C	density -
mp 215-225 °C (dec.) (lit.)	mp 215-225 °C (dec.) (lit.)	mp 215-225 °C (dec.) (lit.)	mp 215-225 °C (dec.) (lit.)

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.[1]
The ability of sulfamic acid/zinc powder to reduce nitrate to nitrogen gas under acidic condition has been utilized to denitrify nitrate-rich wastewater.[2]

Application

Sulfamic acid (H₂NSO₃H) may be used in the following studies:

As a catalyst in the synthesis of aryl-14H-dibenzo[a.j]xanthenes.[3]
As a green catalyst for the liquid Beckmann rearrangement of ketoxime in dried acetonitrile.[4]
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.[1]
Synthesis of polysubstituted quinolones.[5]

Legal Information

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

Pictograms

GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H412

Precautionary Statements

P264 - P273 - P280 - P302 + P352 - P305 + P351 + P338 - P332 + P313

Hazard Classifications

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

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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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