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AMINOSULFONIC ACID

CAS NUMBER: 5329-14-6

EC NUMBER: 226-218-8

MOLECULAR FORMULA: NH2SO3H

MOLECULAR WEIGHT: 97.10

IUPAC NAME: sulfamic acid

Aminosulfonic Acid appears as a white crystalline solid. 
Aminosulfonic Acid's density 2.1 g / cm3. 

Aminosulfonic Acid's melting point 205°C.
Aminosulfonic Acid is combustible.
Aminosulfonic Acid is the simplest of the sulfamic acids consisting of a single sulfur atom covalently bound by single bonds to hydroxy and amino groups and by double bonds to two oxygen atoms.

Aminosulfonic Acid, also known as amidosulfonic acid, amidosulfuric acid, aminosulfonic acid, sulphamic acid and sulfamidic acid, is a molecular compound with the formula H3NSO3. 
This colourless, water-soluble compound finds many applications. 

Aminosulfonic Acid melts at 205 °C before decomposing at higher temperatures to water, sulfur trioxide, sulfur dioxide and nitrogen.
Aminosulfonic Acid (H3NSO3) may be considered an intermediate compound between sulfuric acid (H2SO4), and sulfamide (H4N2SO2), effectively replacing a hydroxyl (–OH) group with an amine (–NH2) group at each step. 

This pattern can extend no further in either direction without breaking down the sulfonyl (–SO2–) moiety. 
Aminosulfonic Acid is derivatives of sulfamic acid.


Production:
Aminosulfonic Acid is produced industrially by treating urea with a mixture of sulfur trioxide and sulfuric acid (or oleum). 
The conversion is conducted in two stages, the first being sulfamation:

OC(NH2)2 + SO3 → OC(NH2)(NHSO3H)
OC(NH2)(NHSO3H) + H2SO4 → CO2 + 2 H3NSO3

In this way, approximately 96,000 tonnes were produced in 1995.

Structure and Reactivity:
The compound is well described by the formula H3NSO3, not the tautomer H2NSO2(OH). 
The relevant bond distances are 1.44 Å for the S=O and 1.77 Å for the S–N. 
The greater length of the S–N is consistent with a single bond.
Furthermore, a neutron diffraction study located the hydrogen atoms, all three of which are 1.03 Å distant from the nitrogen.
In the solid state, the molecule of sulfamic acid is well described by a zwitterionic form.

Hydrolysis:
The crystalline solid is indefinitely stable under ordinary storage conditions, however, aqueous solutions of sulfamic acid slowly hydrolyse to ammonium bisulfate, according to the following reaction:

H3NSO3 + H2O → [NH4]+[HSO4]−
Its behaviour resembles that of urea, (H2N)2CO. 
Both feature amino groups linked to electron-withdrawing centres that can participate in delocalised bonding. 
Both liberate ammonia upon heating in water, with urea releasing CO2 while sulfamic acid releases sulfuric acid.

Acid–base reactions:
Sulfamic acid is a moderately strong acid, Ka = 0.101 (pKa = 0.995). 
Because the solid is not hygroscopic, it is used as a standard in acidimetry (quantitative assays of acid content).

H3NSO3 + NaOH → NaH2NSO3 + H2O
Double deprotonation can be effected in ammonia solution to give the anion HNSO2−3

H3NSO3 + 2 NH3 → HNSO2−3 + 2 NH+4

Reaction with nitric and nitrous acids:
With nitrous acid, sulfamic acid reacts to give nitrogen:

HNO2 + H3NSO3 → H2SO4 + N2 + H2O
while with nitric acid, it affords nitrous oxide:

HNO3 + H3NSO3 → H2SO4 + N2O + H2O

Reaction with Alcohols:
Upon heating sulfamic acid will react with alcohols to form the corresponding organosulfates. 
Aminosulfonic Acid is more expensive than other reagents for doing this, such as chlorosulfonic acid or oleum, but is also significantly milder and will not sulfonate aromatic rings. 
Products are produced as their ammonium salts. 
Such reactions can be catalyzed by the presence of urea.
Without the presence of any catalysts, sulfamic acid will not react with ethanol at temperatures below 100 °C.

ROH + H2NSO3H → ROS(O)2O− + NH+4
An example of this reaction is the production 2-ethylhexyl sulfate, a wetting agent used in the mercerisation of cotton, by combining sulfamic acid with 2-ethylhexanol.

APPLICATIONS:
Aminosulfonic Acid is mainly a precursor to sweet-tasting compounds. 
Reaction with cyclohexylamine followed by addition of NaOH gives C6H11NHSO3Na, sodium cyclamate. 

Related compounds are also sweeteners, such as acesulfame potassium.
Aminosulfonic Acid has been used in the design of many types of therapeutic agents such as antibiotics, nucleoside/nucleotide human immunodeficiency virus (HIV) reverse transcriptase inhibitors, HIV protease inhibitors (PIs), anticancer drugs (steroid sulfatase and carbonic anhydrase inhibitors), antiepileptic drugs, and weight loss drugs

Cleaning Agent:
Aminosulfonic Acid is used as an acidic cleaning agent and descaling agent sometimes pure or as a component of proprietary mixtures, typically for metals and ceramics. 
Aminosulfonic Acid is frequently used for removing rust and limescale, replacing the more volatile and irritating hydrochloric acid, which is cheaper. 
Aminosulfonic Acid is often a component of household descalant, for example, Lime-A-Way Thick Gel contains up to 8% sulfamic acid and has pH 2.0–2.2, or detergents used for removal of limescale. 
When compared to most of the common strong mineral acids, sulfamic acid has desirable water descaling properties, low volatility
Aminosulfonic Acid forms water-soluble salts of calcium and ferric iron.

Aminosulfonic Acid is preferable to hydrochloric acid in household use, due to its intrinsic safety. 
If inadvertently mixed with hypochlorite based products such as bleach, it does not form chlorine gas, whereas the most common acids would; the reaction (neutralisation) with ammonia, produces a salt, as depicted in the section above.

Aminosulfonic Acid also finds applications in the industrial cleaning of dairy and brewhouse equipment. 
Although Aminosulfonic Acid is considered less corrosive than hydrochloric acid, corrosion inhibitors are often added to the commercial cleansers of which it is a component. 
Aminosulfonic Acid can be used as a descalant for descaling home coffee and espresso machines and in denture cleaners.

Other Uses:
-Catalyst for esterification process
-Dye and pigment manufacturing
-Herbicide
-Descalant for scale removal
-Coagulator for urea-formaldehyde resins
-Ingredient in fire extinguishing media. Sulfamic acid is the main raw material for ammonium sulfamate which is a widely used herbicide and fire retardant material for household products.
-Pulp and paper industry as a chloride stabilizer
-Synthesis of nitrous oxide by reaction with nitric acid
-The deprotonated form (sulfamate) is a common counterion for nickel(II) in electroplating.
-Used to separate nitrite ions from mixture of nitrite and nitrate ions( NO3−+ NO2−) during qualitative analysis of nitrate by Brown Ring test.
-Obtaining deep eutectic solvents with urea

Aminosulfonic Acid is inorganic acid which is used in various synthesis and compositions. 
Aminosulfonic Acid is used as precursor in synthesis of artificial sweeteners. 

Aminosulfonic Acid (amidosulfonic acid, amidosulfuric acid, aminosulfonic acid, and sulfamidic acid) is very hydrophilic in nature and does not retain on reversed-phase columns. 
Acidic nature of this acid allows to retain this compound by mixed-mode mechanism.

Aminosulfonic Acid also called sulfamic acid is a white crystalline solid which is stable and non-hygroscopic. 
Aminosulfonic Acid is soluble in water and formamide and slightly soluble in methanol, ether, acetone and concentrated sulphuric acid. 

Aminosulfonic Acid is classified as a strong inorganic acid and is commercially produced from urea and fuming sulphuric acid. 
Aminosulfonic Acid is used as an acidic cleaning agent, typically for metals and ceramics. 

Aminosulfonic Acid is a replacement for hydrochloric acid for the removal of rust. 
In households, Aminosulfonic Acid is often found as a descaling agent in detergents, cleaners and toilet cleaners for the removal of limescale.

Aminosulfonic Acid has been used in the design of many types of therapeutic agents such as antibiotics
Aminosulfonic Acid can also be used as an acidic cleaning agent, sometimes on its own or mixed with other products, typically for metals and ceramics. 

Aminosulfonic Acid is frequently used for removing rust and limescale.
Aminosulfonic Acid is produced industrially by treating urea with a mixture of sulfur trioxide and sulfuric acid (or oleum). 
Aminosulfonic Acid melts at 205 °C before decomposing at higher temperatures to water, sulfur trioxide, sulfur dioxide and nitrogen.


PHYSICAL PROPERTIES: 

-Molecular Weight: 97.10    

-XLogP3-AA: -1.6        

-Exact Mass: 96.98336413    

-Monoisotopic Mass: 96.98336413    

-Topological Polar Surface Area: 88.8 Ų

-Physical Description: White crystalline solid

-Color: White

-Form: Granular

-Odor: Odorless

-Melting Point: 205 °C

-Density: 2.15

-LogP: 0.10

-Chemical Classes: Other Classes -> Sulfur Compounds


Aminosulfonic Acid appears as a white crystalline solid. 
Aminosulfonic Acid is combustible.
Aminosulfonic Acid is the simplest of the sulfamic acids consisting of a single sulfur atom covalently bound by single bonds to hydroxy and amino groups and by double bonds to two oxygen atoms.

Aminosulfonic Acid, also known as amidosulfonic acid
Aminosulfonic Acid melts at 205 °C

Aminosulfonic Acid is mainly a precursor to sweet-tasting compounds. 
Aminosulfonic Acid is used as an acidic cleaning agent and descaling agent sometimes pure or as a component of proprietary mixtures, typically for metals and ceramics. 


CHEMICAL PROPERTIES: 

-Hydrogen Bond Donor Count: 2    

-Hydrogen Bond Acceptor Count: 4    

-Rotatable Bond Count: 0    

-Heavy Atom Count: 5    

-Formal Charge: 0    

-Complexity: 92.6    

-Isotope Atom Count: 0    

-Defined Atom Stereocenter Count: 0    

-Undefined Atom Stereocenter Count: 0    

-Defined Bond Stereocenter Count: 0    

-Undefined Bond Stereocenter Count: 0    

-Covalently-Bonded Unit Count: 1    

-Compound Is Canonicalized: Yes


Aminosulfonic Acid is frequently used for removing rust and limescale, replacing the more volatile and irritating hydrochloric acid, which is cheaper. 
Aminosulfonic Acid forms water-soluble salts of calcium and ferric iron.
Aminosulfonic Acid is preferable to hydrochloric acid in household use, due to its intrinsic safety. 

Aminosulfonic Acid also finds applications in the industrial cleaning of dairy and brewhouse equipment. 
Although Aminosulfonic Acid is considered less corrosive than hydrochloric acid, corrosion inhibitors are often added to the commercial cleansers of which it is a component. 

Aminosulfonic Acid can be used as a descalant for descaling home coffee and espresso machines and in denture cleaners.
Aminosulfonic Acid is inorganic acid which is used in various synthesis and compositions. 

Aminosulfonic Acid is used as precursor in synthesis of artificial sweeteners. 
Aminosulfonic Acid (amidosulfonic acid, amidosulfuric acid, aminosulfonic acid, and sulfamidic acid) is very hydrophilic in nature and does not retain on reversed-phase columns. 

Aminosulfonic Acid also called sulfamic acid is a white crystalline solid which is stable and non-hygroscopic. 
Aminosulfonic Acid is soluble in water and formamide and slightly soluble in methanol, ether, acetone and concentrated sulphuric acid. 
Aminosulfonic Acid is classified as a strong inorganic acid and is commercially produced from urea and fuming sulphuric acid. 

Aminosulfonic Acid is used as an acidic cleaning agent, typically for metals and ceramics. 
Aminosulfonic Acid is a replacement for hydrochloric acid for the removal of rust. 

Aminosulfonic Acid has been used in the design of many types of therapeutic agents such as antibiotics
Aminosulfonic Acid can also be used as an acidic cleaning agent, sometimes on its own or mixed with other products, typically for metals and ceramics. 

Aminosulfonic Acid is frequently used for removing rust and limescale.
Aminosulfonic Acid is produced industrially by treating urea with a mixture of sulfur trioxide and sulfuric acid (or oleum). 
Aminosulfonic Acid melts at 205 °C before decomposing at higher temperatures to water, sulfur trioxide, sulfur dioxide and nitrogen.


SYNONYM: 

SULFAMIC ACID
5329-14-6
Amidosulfonic acid
Aminosulfonic acid
Sulphamic acid
Amidosulfuric acid
Imidosulfonic acid
Sulfamidic acid
Sulfaminic acid
Jumbo
Sulphamidic acid
Aminosulfuric acid
Kyselina sulfaminova
Kyselina amidosulfonova
sulfuramidic acid
amidohydroxidodioxidosulfur
H2NSO3H
Kyselina sulfaminova
Kyselina amidosulfonova
SULFAMIC ACID, ACS
sulfoamine
Sulfamidsaeure
AI3-15024
Sulphamic-acid-
Amidoschwefelsaeure
amidosulphuric acid
Sulfamic acid
Sulfamic acid, ACS grade
Sulfamic acid, reagent grade, 98%
amidosulfonic acid
aminosulfonic acid
Ammate
ammonium sulfamate
sulfamate
sulfamic acid
sulfamic acid, indium (+3) salt
sulfamic acid, magnesium salt (2:1)
sulfamic acid, monoammonium salt
sulfamic acid, monopotassium salt
sulfamic acid, nickel (+2) salt (2:1)
sulfamic acid, tin (+2) salt
sulfamic acid, zinc (2:1) salt

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